Heteroaryl-substituted 4,5-dihydro-1h-2,4,5-oxadiazines as novel fungicides
Heteroaryl-substituted 4,5-dihydro-1H-2,4,5-oxadiazines address the need for effective, low-toxicity fungicides by providing enhanced control of phytopathogenic fungi with high selectivity and resistance prevention, as seen in compounds of formula (I).
Patent Information
- Application Number
- PCT/EP2025/052947
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-08-01
- Filing Date
- 2025-02-05
- Publication Date
- 2025-08-14
AI Technical Summary
There is a need for new compounds that are effective against a broad spectrum of phytopathogenic fungi with low toxicity, high selectivity, and can be used at low application rates while preventing resistance development, and existing oxadiazine compounds do not fully meet these criteria.
Development of heteroaryl-substituted 4,5-dihydro-1H-2,4,5-oxadiazines with specific substituents that provide enhanced efficacy against phytopathogenic fungi, including compounds of formula (I) with defined substituents and their use in agricultural compositions.
The heteroaryl-substituted 4,5-dihydro-1H-2,4,5-oxadiazines demonstrate improved effectiveness against phytopathogenic fungi with low toxicity and high selectivity, allowing for effective disease control at lower application rates and reducing the risk of resistance.
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Abstract
Description
[0001] BCS243002 FC 2025-02-04 KJ / Rak -1-HETEROARYL-SUBSTITUTED 4,5-DIHYDRO-1H-2,4,5-OXADIAZ INES AS NOVELFUNGICIDES The present invention relates to heteroaryl-suubtsetdit 4,5-dihydro-1H-2,4,5-oxadiazines and the uses thereof for controlling phytopathogenic microorgsamnsi such as phytopathogenic fungi. It also rel taotes processes and intermediates for preparing thesepo cuonmds. Numerous crop protection agents to combat or prte mveicnroorganisms’ infestations have been developed until now. However, the need remains for the depvmeleont of new compounds as such, so as to provide compounds being effective against a broad spec otrfu pmhytopathogenic microorganisms, such as fungi, having low toxicity, high selectivity or that cane b used at low application rate whilst still allowgin effective disease control. It may also be desiroed ha tve new compounds to prevent the emergence of resistances. The present invention provides new compounds fnortr coolling phytopathogenic microorganisms such as fungi which have advantages over known compounds c aonmpositions in at least some of these aspects. WO2020 / 127780, WO2021 / 245083, WO2021 / 249995, WO / 2204251087, WO2021 / 255071, WO2023 / 213626, WO2023 / 099445, WO2024 / 132901, WO / 2103224895, WO2024 / 089191 and WO2024 / 143338 disclose oxadiazine compounds wfitfher deint heterocyclic moieties as fungicides. DETAILED DESCRIPTION Compounds of formula (I) The present invention relates to compounds ofo thrmeu fla (I) ,wherein A1is CR1or N, wherein R1 is hydrogen, halogen or1- C 4-alkyl, BCS243002 FC -2-R3 and R4 are independently hydrogen, fluoro o1r- C 4-alkyl,R5is hydrogen, L is a direct bond or1 C-C4-alkylene, wherein said C1-C4-alkylene is optionally substituted with one or tw suobstituentsSLA, LSAis fluoro, or two substituentsSLAthat are bound to the same carbon atom form toegre wtihth the carbon atom which they are attached to a cyclopropyl- or cycultoybl-ring,R6 is C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl, 5- to 14-mbem red hetero-aryl, C3-C12-carbocyclyloxy, C6-C14-aryloxy, 5- to 14-membered heteroaryloxy, 3- to- 14 membered heterocyclyloxy,3- CC12-carbocyclylsulfanyl, C6-C14-arylsulfanyl, 5- to 14-membered heteroarylsulfanyl, 3- to 14-membered heterocyculy falsnyl, C1-C3-alkoxy or C1-C3-haloalkoxy,wherein C1-C3-alkoxy and C1-C3-haloalkoxy are substituted with one substituenletc ste d fromthe group consisting of3 C-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl and 5- to 14-membered heteroaryl, wherein said C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl and 5- to 14-membered heteroaryl in turn are optionally siutubtsetd with one to three6RSsubstituents, wherein C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl, 5- to 14-mbem redheteroaryl, C3-C12-carbocyclyloxy, C6-C14-aryloxy, 5- to 14-membered heteroaryloxy, 3- to- 14 membered heterocyclyloxy,3- CC12-carbocyclylsulfanyl, C6-C14-arylsulfanyl, 5- to 14-membered heteroarylsulfanyl and 3- to 14-membered heteroyclsyucllfanyl are optionally substituted with one to three R6Ssubstituents, wherein R6Sis independently selected from the group connsgis otif halogen, cyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, methylidenel,om haethylidene, C1-C6-alkyl, C1-C6- haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6- alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C6-cyclo- BCS243002 FC -3- alkylsulfanyl, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, C6-C14-aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -C(=OR)1(7O) and -C(=O)N(R18)2wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6- alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkyl- sulfanyl and C1-C6-haloalkylsulfanyl in turn are optionally substietudt with one to three substituents independently selected frhoem g troup consisting of fluoro, chloro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6- halocycloalkyl and wherein C3-C6-cycloalkylsulfanyl, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, C6- C14-aryl, 5- or 6-membered heteroaryl and 3- to 7-mermedb heterocyclyl in turn are optionally substituted with one to three sutubesntits independently selected from the group consisting of fluoro, chloro1,- C 4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy, and wherein R17 and R18 are independently hydrogen1,- C 4-alkyl or C1-C4-haloalkyl,wherein said C1-C4-alkyl and C1-C4-haloalkyl in turn are optionally substituted with one to three substitusen inde- pendently selected from the group consisting oofr folu, chloro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl, R7is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2- C6-haloalkynyl, C1-C4-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclyl, wherein C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6- haloalkynyl, C1-C4-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl and 3- to 7 -membered heterocyclyl aprteio onally substituted with one to three substituents independently selected from the gr coounpsisting of halogen, cyano, amino, nitro, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, 5- or 6-membered heteroary 3l,- to 7-membered heterocyclyl, - C(=O)NR192and -CR20(=N-OR21), wherein BCS243002 FC -4- R19is independently selected from the group consgis otifn hydrogen, C1-C6-alkyl, C1- C6-haloalkyl and C3-C6-cycloalkyl, R20is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, R21is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, Q is phenyl, naphthyl,3C-C10-carbocyclyl, 5- to 10-membered heterocyclyl or to 5- 10-membered heteroaryl, wherein phenyl, naphthyl,3 C-C10-carbocyclyl, 5- to 10-membered heterocyclyl and to 5- 10- membered heteroaryl are optionally substituted woniteh to three substituentsSQ wherein QSis independently selected from the group consgis otifn halogen, cyano, nitro, formyl, carboxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C2- C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylsulfanyl, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4- alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkyl, 3- to 7-membered heterocyclyl, phenyl and 5- or 6-membered heteroaryl, wherein said C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxy- carbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylsulfanyl, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-halo- alkylsulfinyl, C1-C4-alkylsulfonyl and C1-C4-haloalkylsulfonyl in turn are optionally substituted with one to three substituse in dependently selected fromthe group consisting of cyano, amino, nitro, hydyrl,ox C1-C4-alkoxy, C1-C4- haloalkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and 3- to 7-membered heterocyclyl, said C3-C6-cycloalkyl, 3- to 7-membered heterocyclyl, phen aynld 5- or 6- membered heteroaryl in turn are optionally subtsetditu with one to three substituents independently selected from the gr coounpsisting of fluoro, chloro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxy- carbonyl, C1-C4-haloalkoxycarbonyl and3C-C6-cycloalkyl, as well as N-oxides, salts, hydrates and hydraft tehse o salts and N-oxides thereof. BCS243002 FC -5- The present invention also relates to a compos citoiomnprising at least one compound of formula (I) as defined herein and at least one agriculturallya sbuleit auxiliary. The present invention also relates to the use c oofm apound of formula (I) as defined herein or a composition as defined herein for controlling phpyattohogenic fungi. The present invention relates to a method for coollnintgr phytopathogenic fungi which comprises theep st of applying at least one compound of formula (I) d aesfined herein or a composition as defined he troein the plants, plant parts, seeds, fruits or to thile in so which the plants grow. The present invention also relates to processes in atenrdmediates for preparing compounds of formuI)l.a ( Unless otherwise stated, the following definitio anpsply for the substituents and residues used: The term “halogen” as used herein refers to flueo,r cinhlorine, bromine or iodine atom. The term “oxo” as used herein refers to an oxygteonm a which is bound to a carbon atom or sulfur atom via a double bound. The term “formyl” as used herein refers to –CH(=O). The term “C1-C6-alkyl” as used herein refers to a saturated, bhreadnc or straight hydrocarbon chain having 1, 2, 3, 4, 5 or 6 carbon atoms. Examples1 o-Cf C6-alkyl include but are not limited to methyl, et,h pyrlopyl (n-propyl), 1-methylethyl (iso-propyl), butyl (n-tbyul), 1-methylpropyl (sec-butyl), 2-methylpropyls (oi- butyl), 1,1-dimethylethyl (tert-butyl), pentyl, 1-emthylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimheytl- propyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimtheylpropyl, hexyl, 1-methylpentyl, 2-methylpenty 3l-, methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl,21-d,imethylbutyl, 1,3-dimethylbutyl, 2,2-dimethyl- butyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-etlhbyutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,t2ri- methylpropyl, 1-ethyl-1-methylpropyl and 1-ethylm-2e-thylpropyl. Particularly, said hydrocarbon chainhas 1, 2, 3 or 4 carbon atoms 1 (-“C 4-alkyl”), e.g. methyl, ethyl, propyl, iso-propyl,u btyl, sec-butyl, iso-butyl or tert-butyl. The term “C1-C6-haloalkyl” as used herein refers to1 a-C C6-alkyl group as defined above in which one or more hydrogen atoms are replaced with one or maolroeg hen atoms that may be the same or different. Examples of C1-C6-haloalkyl include but are not limited to chloromhyelt, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trluiforomethyl, chlorofluoromethyl, dichlorofluoro- methyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoro- ethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroeth,y 2l-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoerothyl, 2,2,2-trichloroethyl, pentafluoroethyl and 1,1,i1fl-utroroprop-2-yl. Preferred are fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, 2-flouroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl and 1,1,1-trifluoroprop-2-yl. BCS243002 FC -6- The term “C1-C6-alkylene” as used herein refers to a divalen1-tC C6-alkyl group as defined herein. Examples of C1-C6-alkylene include but are not limited to methylen 1e,2,-ethylene, 1,1-ethylene, 1,3- propylene, 1,2-propylene, 2,2-propylene, 1,4-buntey,le 1,3-butylene, 1,2-butylene, 1,5-pentylene a,6n-d 1 hexylene. The terms “C3-C8-cycloalkyl” and “C3-C8-cycloalkyl-ring” as used herein refers to a satteudra, monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7 or 8 coanrb atoms. Examples of3- CC8-cycloalkyl include but are not limited to cyclopropyl, cyclobutyl, cyclopen,ty clyclohexyl, cycloheptyl and cyclooctyl. Particrulyla, said cycloalkyl has 3 to 6 carbon atoms. The term “C3-C8-halocycloalkyl” as used herein refers to a saetudra htydrocarbon ring system in which all of the ring members, which vary from 3 to 8e, a crarbon atoms and in which which one or more hydrogen atoms are replaced with one or more hnalo agtoems that may be the same or different. The term “C2-C6-alkenyl” as used herein refers to an unsatura btreadn,ched or straight hydrocarbon chain having 2, 3, 4, 5 or 6 carbon atoms and compri asitn lgeast one double bond. Examples 2 o-fC C6-alkenyl include but are not limited to ethenyl (or "viny,l" p)rop-2-en-1-yl (or "allyl"), prop-1-en-1-yl, bu3t--enyl, but-2-enyl, but-1-enyl, pent-4-enyl, pent-3-enyel,n pt-2-enyl, pent-1-enyl, hex-5-enyl, hex-4-enylx,- h3e- enyl, hex-2-enyl, hex-1-enyl, prop-1-en-2-yl (osro "piropenyl"), 2-methylprop-2-enyl, 1-methylprop-2- enyl, 2-methylprop-1-enyl, 1 -methylprop-1-enylm, 3e-thylbut-3-enyl, 2-methylbut-3-enyl, 1-methylbut- 3-enyl, 3-methylbut-2-enyl, 2-methylbut-2-enyl, 1e-tmhylbut-2-enyl, 3-methylbut-1-enyl, 2-methylbut-1- enyl, 1-methylbut-1-enyl, 1,1-dimethylprop-2-en 1y-l,ethylprop-1-enyl, 1-propylvinyl, 1-isopropylvin,yl 4-methylpent-4-enyl, 3-methylpent-4-enyl, 2-metheynlpt-4-enyl, 1-methylpent-4-enyl, 4-methylpent-3- enyl, 3-methylpent-3-enyl, 2-methylpent-3-enyl, 1e-tmhylpent-3-enyl, 4-methylpent-2-enyl, 3- methylpent-2-enyl, 2-methylpent-2-enyl, 1-methyltp-2e-nenyl, 4-methylpent-1-enyl, 3-methylpent-1- enyl, 2-methylpent-1-enyl, 1-methylpent-1-enyl,t 3h-yelbut-3-enyl, 2-ethylbut-3-enyl, 1-ethylbut-3-el,ny 3-ethylbut-2-enyl, 2-ethylbut-2-enyl, 1-ethylbute-2n-yl, 3-ethylbut-1-enyl, 2-ethylbut-1-enyl, 1-etbhuylt- 1-enyl, 2-propylprop-2-enyl, 1-propylprop-2-enyl-,is 2opropylprop-2-enyl, 1-isopropylprop-2-enyl, 2- propylprop-1-enyl, 1-propylprop-1-enyl, 2-isopropryolp-1-enyl, 1-isopropylprop-1-enyl, 3,3-dimethyl- prop-1-enyl, 1-(1,1-dimethylethyl)ethenyl, buta--1d,i3enyl, penta-1,4-dienyl, hexa-1,5-dienyl or methylhexadienyl group. The term “C2-C6-alkynyl” as used herein refers to a branchedr oarig shtt hydrocarbon chain having 2, 3,4, 5 or 6 carbon atoms and comprising at least r oipnle bond. Examples of2 C-C6-alkynyl include but arenot limited to ethynyl, prop-1-ynyl, prop-2-ynylr (o "propargyl"), but-1-ynyl, but-2-ynyl, but-3-yny pl,ent- 1-ynyl, pent-2-ynyl, pent-3-ynyl, pent-4-ynyl, he1x-y-nyl, hex-2-ynyl, hex-3-ynyl, hex-4-ynyl, hex-5- ynyl, 1-methylprop-2-ynyl, 2-methylbut-3-ynyl, 1-mtheylbut-3-ynyl, 1-methylbut-2-ynyl, 3-methylbut-1- ynyl, 1-ethylprop-2-ynyl, 3-methylpent-4-ynyl, 2-mtheylpent-4-ynyl, 1-methyl- pent-4-ynyl, 2-methyl- pent-3-ynyl, 1-methylpent-3-ynyl, 4-methylpent-2y-yl,n 1-methyl- pent-2-ynyl, 4-methylpent-1-ynyl, 3- methylpent-1-ynyl, 2-ethylbut-3-ynyl, 1-ethylbuty-3n-yl, 1-ethylbut-2-ynyl, 1-propylprop-2-ynyl, 1- BCS243002 FC -7- isopropylprop-2-ynyl, 2,2-dimethylbut-3-ynyl, 1,1im-dethylbut-3-ynyl, 1,1-dimethylbut-2-ynyl or 3,3- dimethylbut-1-ynyl group. The term “C2-C6-haloalkenyl” as used herein refers to2 a-C C6-alkenyl group as defined above in which one or more hydrogen atoms are replaced with on meo orre halogen atoms that may be the same or different. The term “C2-C6-haloalkynyl” as used herein refers to2 a-C C6-alkynyl group as defined above in which one or more hydrogen atoms are replaced with on meo orre halogen atoms that may be the same or different. The term “C1-C6-alkoxy” as used herein refers to a group of foram (uCl1-C6-alkyl)-O-, in which the term"C1-C6-alkyl" is as defined herein. Examples o1f- C 6-alkoxy include but are not limited to methoxy,ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-myelpthropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, n-pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-metbhuytloxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, n-hexyylo,x 1-methylpentoxy, 2-methylpentoxy, 3-methyl- pentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,i2m-edthylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethyl- butoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy,t 1h-yelbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy an 1d-ethyl-2-methylpropoxy. This definition also applies to alkoxy as part of a composite substtit,u feonr example alkoxyalkyl, alkoxyalkoxy, unless defined elsewhere. The term “C1-C6-haloalkoxy” as used herein refers to1 a-C C6-alkoxy group as defined above in which one or more hydrogen atoms are replaced with one ore m haolrogen atoms that may be the same or different. Examples of C1-C6-haloalkoxy include but are not limited to chlorotmhoexy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxyi,flu doromethoxy, trifluoromethoxy, chlorofluoro- methoxy, dichlorofluoromethoxy, chlorodifluoromexthyo, 1-chloroethoxy, 1-bromoethoxy, 1-fluoro- ethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,r2if-lutoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro,2-2- difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2t,r2ic-hloroethoxy, pentafluoroethoxy and 1,1,1- trifluoroprop-2-oxy.The term “C3-C8-cycloalkyloxy” as used herein refers to a monoicy ,c slaturated cycloalkyloxy radicalhaving 3 to 8 and preferably 3 to 6 carbon ring mbe rms, for example (but not limited to) cyclopropxyylo,cyclobutyloxy, cyclopentyloxy and cyclohexyloxy.i Tsh definition also applies to cycloalkoxy as pafrt o a composite substituent, for example cycloalkoxyla,l uknless defined elsewhere. The term “C1-C6-alkylsulfanyl” as used herein refers to a satudr,a ltienear or branched group of formula(C1-C6-alkyl)-S-, in which the term "C1-C6-alkyl" is as defined herein. Examples o1f- C 6-alkylsulfanylinclude but are not limited to methylsulfanyl, eltshuylfanyl, propylsulfanyl, isopropylsulfanyl, BCS243002 FC -8- butylsulfanyl, sec-butylsulfanyl, isobutylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, isopentylsulfanyl, hexylsulfanyl group. The term “C1-C6-haloalkylsulfanyl” as used herein refers to1 a-C C6-alkylsulfanyl as defined above in which one or more hydrogen atoms are replaced o wnieth or more halogen atoms that may be the same or different.The term “C3-C8-cycloalkylsulfanyl” as used herein refers to au sra tted, monovalent, monocylichydrocarbon ring which contains 3, 4, 5, 6, 7 o cra 8rbon atoms and which is bound to the skeleton a viasulfur atom. Examples of monocyclic3- C 8-cycloalkylsulfanyls include but are not limited tocyclopropylsulfanyl, cyclobutylsulfanyl, cyclopenlstyulfanyl, cyclohexylsulfanyl, cycloheptylsulfany olr, cyclooctylsulfanyl. The term “C1-C6-alkylsulfinyl” as used herein refers to a satudra,t leinear or branched group of formula(C1-C6-alkyl)-S(=O)-, in which the term "1C-C6-alkyl" is as defined herein. Examples of1- C 6-alkylsulfinyl include but are not limited to satuterad, straight-chain or branched alkylsulfinyl raadlsic having 1 to 8, preferably 1 to 6 and more prefeyra 1b tlo 4 carbon atoms, for example (but not limi ttoe)d C1-C6-alkylsulfinyl such as methylsulfinyl, ethylsulfinl,y propylsulfinyl, 1-methylethylsulfinyl, butyl- sulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsfuinlyl, 1,1-dimethylethylsulfinyl, pentylsulfinyl, - 1 methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methlbyutylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethy-l propylsulfinyl, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, hexylsulfinyl, 1-methylpentyl- sulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsfuinlyl, 4-methylpentylsulfinyl, 1,1-dimethylbutyl- sulfinyl, 1,2-dimethylbutylsulfinyl, 1,3-dimethylbtyulsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethl-y butylsulfinyl, 3,3-dimethylbutylsulfinyl, 1-ethylbtuylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethyl- propylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-hetyl-1-methylpropylsulfinyl and 1-ethyl-2-methyl- propylsulfinyl.The term “C1-C6-haloalkylsulfinyl” as used herein refers to a1- C 6-alkylsulfinyl as defined above inwhich one or more hydrogen atoms are replaced o wnieth or more halogen atoms that may be the same or different. The term “C1-C6-alkylsulfonyl” s used herein refers to a satura, t leindear or branched group of formula(C1-C6-alkyl)-S(=O)2-, in which the term "C1-C6-alkyl" is as defined herein. Examples of1- C 6-alkylsulfonyl include but are not limited to methsuyl fonyl, ethylsulfonyl, propylsulfonyl, 1-methylheytl-sulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, m 2-ethylpropylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbulstyulfonyl, 3-methylbutylsulfonyl, 2,2-dimethyl- propylsulfonyl, 1-ethylpropylsulfonyl, 1,1-dimethpyrlopylsulfonyl, 1,2-dimethylpropylsulfonyl, hexyl- sulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsfounlyl, 3-methylpentylsulfonyl, 4-methylpentyl- sulfonyl, 1,1-dimethylbutylsulfonyl, 1,2-dimethyltbyulsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2-dimethl-y butylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimheytlbutylsulfonyl, 1-ethylbutysulfonyl, 2-ethylbut-yl BCS243002 FC -9- sulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-triemthylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl and 1-ethyl-2-methylpropylsulfonyl. The term “C1-C6-haloalkylsulfonyl” as used herein refers to 1 a-C C6-alkylsulfonyl as defined above in which one or more hydrogen atoms are replaced o wnieth or more halogen atoms that may be the same or different. The term “C1-C6-alkylcarbonyl” as used herein refers to a satudr,a ltineear or branched group of formula (C1-C6-alkyl)-C(=O)-, in which the term "1C-C6-alkyl" is as defined herein. The term “C1-C6-haloalkylcarbonyl” as used herein refers to1 a-C C6-alkylcarbonyl as defined above in which one or more hydrogen atoms are replaced o wnieth or more halogen atoms that may be the same or different. The term “C1-C6-alkoxycarbonyl” as used herein refers to a saetudr,a litnear or branched group of formula (C1-C6-alkoxy)-C(=O)-, in which the term "1C-C6-alkoxy" is as defined herein. The term “C1-C6-haloalkoxycarbonyl” as used herein refers to1- aC C6-alkoxycarbonyl as defined above in which one or more hydrogen atoms are replacethd o wnie or more halogen atoms that may be the same or different. The term “C3-C12-carbocyclyl” as used herein refers to a satura otre pdartially unsaturated hydrocarbon ring system in which all of the ring members, wh vicahry from 3 to 12, are carbon atoms. The ringe smyst may be monocyclic or polycyclic (fused, spiro oird bgred). C3-C12-carbocyclyls include but are not limited to C3-C12-cycloalkyl (mono or bicyclic), C3-C12-cycloalkenyl (mono or bicyclic), bicylic systemcomprising an aryl (e.g. phenyl) fused to a monolicy Cc3-C8-cycloalkyl (e.g. tetrahydronaphthalenyl,indanyl, 3-bicyclo[4.2.0]octa-1,3,5-trienyl), bicicyl system comprising an aryl (e.g. phenyl) fused a to monocyclic C3-C8-cycloalkenyl (e.g. indenyl, dihydronaphthalenynl)d a tricyclic system comprising a cyclopropyl connected through one carbon atom b tiocy alic system comprising an aryl (e.g. phenyl)e fdus to a C3-C8-cycloalkyl or to a C3-C8-cycloalkenyl. The C3-C12-carbocyclyl can be attached to the parent molecular moiety through any carbon atom. The term “C6-C14-aryl” as used herein refers to an aromatic hydrrboocna ring system in which all of the ring members, which vary from 6 to 14, preferabrolym f 6 to 10, are carbon atoms. The ring system may be monocyclic or fused polycyclic (e.g. bicyclic tr oircyclic). Examples of aryl include but are niomti lted to phenyl, azulenyl and naphthyl. The term “3- to 14-membered heterocyclyl” as userdei hn refers to a saturated or partially unsatudrate 3-, 4-, 5-, 6-, 7-,8-, 9-, 10-, 11-, 12-, 13- or-m 14embered membered ring system comprising 1 to 4 heteroatoms independently selected from the grounpsis cting of oxygen, nitrogen and sulfur. If thneg ri system contains more than one oxygen atoms, thee nyo atr directly adjacent. Heterocycles include breut a BCS243002 FC -10- not limited to 3- to 7-membered monocyclic hetercolecsy and 8- to 14-membered polycyclic (e.g. biccycli or tricyclic) heterocycles. The 3- to 14-memberedte hrocycle can be connected to the parent molecular moiety through any carbon atom or nitrogen atomta cionned within the heterocycle. Examples of satudrate heterocycles include but are not limited to 3-mermedbe ring such as oxiranyl, aziridinyl, 4-memberiendg r such as azetidinyl, oxetanyl, thietanyl, 5-membe rriendg such as tetrahydrofuranyl, 1,3-dioxolanyl,tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imdiazolidinyl, triazolidinyl, isoxazolidinyl, oxazodli nyl,oxadiazolidinyl, thiazolidinyl, isothiazolidinyl,h tiadiazolidinyl, 6-membered ring such as piperidl,iny hexahydropyridazinyl, hexahydropyrimidinyl, pipeirnayzl, triazinanyl, hexahydrotriazinyl, tetrahydro- pyranyl, dioxanyl, tetrahydrothiopyranyl, dithian,y ml orpholinyl, 1,2-oxazinanyl, oxathianyl, thio-morpholinyl or 7-membered ring such as oxepanyle,p az nyl, 1,4-diazepanyl and 1,4-oxazepanyl.Examples of unsaturated hererocyles include but n aorte limited to 5-membered ring such as dihydrofuranyl, 1,3-dioxolyl, dihydrothienyl, pyrlrionyl, dihydroimidazolyl, dihydropyrazolyl, isoxazolinyl, dihydrooxazolyl, dihydrothiazolyl o 6r-membered ring such as pyranyl, thiopyranyl, thiazinyl and thiadiazinyl. Bicyclic heterocyclesa my consist of a monocyclic heteroaryl as definerdei hne fused to a monocyclic3 C-C8-cycloalkyl, a monocyclic C3-C8-cycloalkenyl or a monocyclic heterocycle or may consist of a monocyclic heterocycle fused eri ttohe an aryl (e.g. phenyl), a3- CC8-cycloalkyl, a C3-C8- cycloalkenyl or a monocyclic heterocycle. When tw moonocyclic heterocycles or one monocyclic heterocycle and one monocyclic heteroaryl compgris niintrogen atoms are fused, nitrogen atom may be at the bridgehead (e.g. 4,5,6,7-tetrahydropyrazolo-a[1]p,5yridinyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[51-, a]pyridinyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyrnidyil). Tricyclic heterocycles may consist of a monocyclic cycloalkyl connected through one comm atoonm to a bicyclic heterocycle. The terms “3- to 7-membered heterocyclyl” and “o3- 7 t-membered heterocyclyl-ring” as used hereinrefers to a saturated 3-, 4-, 5-, 6- or 7-membe rrinegd system comprising 1, 2 or 3 heteroatomsindependently selected from the group consistin ogx oyfgen, nitrogen and sulfur. Examples include but are not limited to oxiranyl, aziridinyl, azetidin,y olxetanyl, thietanyl, tetrahydrofuranyl, 1,3-diolaxnoyl,tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imdiazolidinyl, triazolidinyl, isoxazolidinyl, oxazodli nyl,oxadiazolidinyl, thiazolidinyl, isothiazolidinyl,h tiadiazolidinyl, piperidinyl, hexahydropyridazinyl, hexahydropyrimidinyl, piperazinyl, triazinanyl, haehxydrotriazinyl, tetrahydropyranyl, dioxanyl, tetrahydrothiopyranyl, dithianyl, morpholinyl, 1o,2x-azinanyl, oxathianyl, thiomorpholinyl, oxepanyl, azepanyl, 1,4-diazepanyl and 1,4-oxazepanyl. Prreedfe 3r- to 7-membered heterocyclyl are oxiranyl, aziridinyl, azetidinyl, oxetanyl, tetrahydrofuran,y 1l,3-dioxolanyl, pyrrolidinyl, piperidinyl, pipezrainyl, tetrahydropyranyl, dioxanyl, morpholinyl and thiormphoolinyl. The term “5- to 14-membered heteroaryl” as usedein he rrefers to an aromatic ring system comprising 1 to 4 heteroatoms independently selected from tohuep g cronsisting of oxygen, nitrogen and sulfur.h Ief tring system contains more than one oxygen atomy, a thre not directly adjacent. Aromatic heterocyclesinclude 5- or 6-membered monocyclic heteroaryls 7 a-nd to 14-membered polycyclic (e.g. bicyclic or BCS243002 FC -11- tricyclic) heteroaryls. The 5- to 14-membered hoeateryrl can be connected to the parent moleculart myoie through any carbon atom or nitrogen atom conta winiethdin the heterocycle. The term “5- or 6-membered heteroaryl” as usedin he rerefers to a 5- or 6-membered aromatic monocyclic ring system containing 1, 2, 3 or 4 heteroatomsep inedndently selected from the group consisting of oxygen, nitrogen and sulfur. Examples of 5-membe mreodnocyclic heteroaryl include but are not limited to furyl (furanyl), thienyl, pyrrolyl, pyrazolyl,m iidazolyl, triazolyl, tetrazolyl, isoxazolyl, oxalzyol, oxadiazolyl, oxatriazolyl, isothiazolyl, thiazoly tlh,iadiazolyl and thiatriazolyl. Examples of 6-meemrebd monocyclic heteroaryl include but are not limiteod p tyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl. The term “7- to 14-membered heteroaryl” as usedein he rrefers to a 7-, 8-, 9-, 10-, 11-,12-, 13- or- 14 membered aromatic polycyclic (e.g. bicyclic ory trcilcic) ring system containing 1, 2 or 3 heteroatoms independently selected from the group consistin ogx oygf en, nitrogen and sulfur. Bicyclic heteroar mylasy consist of a monocyclic heteroaryl as defined hner fuesied to an aryl (e.g. phenyl) or to a monocyclic heteroaryl. Examples of bicyclic heteroaryls incelu bdut are not limited to 9-membered ring such as indolyl, indolizinyl, isoindolyl, benzimadozolyl,m iidazopyridinyl, indazolyl, benzotriazolyl, purin,ylbenzofuranyl, benzothiophenyl, benzothiazolyl, boexnaz olyl and benzisoxazolyl or 10-membered ringsuch as quinolinyl, isoquinolinyl, cinnolinyl, quaiznolinyl, quinoxalinyl, phthalazinyl, naphthyridiln,y pteridinal and benzodioxinyl. In 9- or 10-member beicdyclic heteroaryls comprising two fused 5- or 6- membered monocyclic heteroaryls, nitrogen atom b mea ayt the bridgehead (e.g. imidazo[1,2-a]pyridinyl, [1,2,4]triazolo[4,3-a]pyridinyl, imidazo[1,2-a]pydriinyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazol)ly. Examples of tricyclic aromatic heterocyle includuet b are not limited to carbazolyl, acridinyl and phenazinyl. The terms “C3-C12-carbocyclyloxy”, “C3-C8-cycloalkyloxy”, “C6-C14-aryloxy”, “5- to 14-membered heteroaryloxy”, “3- to 14-membered heterocyclylox ays” used herein designate a group of formula –O-Rwherein R is respectively a3- C 12-carbocyclyl, a C3-C8-cycloalkyl, a C6-C14-aryl, a 5- to 14-memberedheteroaryl or a 3- to 14-membered heterocyclylp gr aosu defined herein. The terms “C3-C12-carbocyclylsulfanyl”, “C6-C14-arylsulfanyl”, “5- to 14-membered heteroarylsulyfal”n, “3- to 14-membered heterocyclylsulfanyl” as userde hine designate a group of formula –S-R wherein R is respectively a C3-C12-carbocyclyl, a C6-C14-aryl, a 5- to 14-membered heteroaryl or a 3- t-om 1e4mbered heterocyclyl group as defined herein. The term “leaving group” as used herein is to bdee ursntood as meaning a group which is displaced from a compound in a substitution or an elimination t rieoanc, for example a halogen atom, a trifluoromethanesulphonate (“triflate”) group, axlkyo, methanesulphonate or p-toluenesulphonate. BCS243002 FC -12- Not encompassed herein are compounds resulting c forommbinations which are against natural laws and which the person skilled in the art would therefo erxeclude based on his / her expert knowledge. For instance, ring structures having three or morec aednjta oxygen atoms are excluded.The compounds of formula (I) can suitably be inir th fre e form, salt form, N-oxide form or solvaterm fo(e.g. hydrate). Depending on the nature of the substituents, thmep coound of formula (I) may be present in the form of different stereoisomers. These stereoisomerso arre, x fample, enantiomers, diastereomers, atropissomer or geometric isomers. Accordingly, the inventionco emnpasses both pure stereoisomers and any mixture of these isomers. Where a compound can be prense tnwto i or more tautomer forms in equilibrium,reference to the compound by means of one tautocm der sicription is to be considered to include alltautomer forms.Any of the compounds of the present invention clasno a exist in one or more geometric isomer formsdepending on the number of double bonds in the cooumndp. Geometric isomers by nature of substituents about a double bond or a ring may be prese cnits i (n= Z-) or trans (= E-) form. The invention thus relates equally to all geometric isomers and to all poses miblixtures, in all proportions. Depending on the nature of the substituents, thmep coound of formula (I) may be present in the form of the free compound and / or a salt thereof, such as gr aonchemically active salt. Agrochemically active salts include acid additioanlts s of inorganic and organic acids well as saflts ocustomary bases. Examples of inorganic acids adrreo hy alic acids, such as hydrogen fluoride, hydrogenchloride, hydrogen bromide and hydrogen iodidef,u sriucl acid, phosphoric acid and nitric acid, andidi acc salts, such as sodium bisulfate and potassiumfa btiesu.l Useful organic acids include, for examplerm, fioc acid, carbonic acid and alkanoic acids such asic a acceitd, trifluoroacetic acid, trichloroacetic ac aidnd propionic acid, and also glycolic acid, thiocya ancicid, lactic acid, succinic acid, citric acid, boeincz acid, cinnamic acid, oxalic acid, saturated or mono-i ourns daturated fatty acids having 6 to 20 carbon as,tom alkylsulphuric monoesters, alkylsulphonic acidslp (hsuonic acids having straight-chain or branchedyl alk radicals having 1 to 20 carbon atoms), arylsulpcho anciids or aryldisulphonic acids (aromatic radi,cals such as phenyl and naphthyl, which bear one or s tuwlophonic acid groups), alkylphosphonic acids (phosphonic acids having straight-chain or branc ahlekdyl radicals having 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acidsm (aartoic radicals, such as phenyl and naphthyl, whichbear one or two phosphonic acid radicals), wheere al tkhyl and aryl radicals may bear further subestnitu s,for example p-toluenesulphonic acid, salicylic a,c pid-aminosalicylic acid, 2-phenoxybenzoic acid, 2- acetoxybenzoic acid, etc. Solvates of the compounds of the invention or th seailrts are stoichiometric compositions of the compounds with solvents. BCS243002 FC -13- The compounds of the invention may exist in muelti cprlystalline and / or amorphous forms. Crystalline forms include unsolvated crystalline forms, solvsa atend hydrates. Preferably the present invention relates to comdpsou onf formula (I), wherein A1is N or CR1, wherein R1is hydrogen or methyl, R3and R4are independently hydrogen, fluoro or methyl, R5is hydrogen, L is a direct bond, methylene, 1,1-ethylene or-e 1t,h2ylene, wherein said methylene, 1,1-ethylene and 1,2-ethylene p atrieon oally substituted with one or two sub- stituents LSA, LSAis fluoro, or two substituentsSLAthat are bound to the same carbon atom form toegre wtihth the carbon atom which they are attached to a cyclopropyl- or cyucltoybl-ring, R6is indanyl, 1,2,3,4-tetrahydronaphthalenyl, phl,en nyaphthyl, dihydrobenzofuranyl, dihydro- benzodioxinyl, furanyl, thienyl, indolyl or benzorafunyl, wherein indanyl, 1,2,3,4-tetrahydronaphthalenyl,en pyhl, naphthyl, dihydrobenzofuranyl, di- hydrobenzodioxinyl, furanyl, thienyl, indolyl anden bzofuranyl are optionally substituted with one or two R6Ssubstituents, wherein R6Sis independently selected from the group connsgist oif fluoro, chloro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetanyl, tetrahydrofuranyl, pyrazolyl and pyridinyl, BCS243002 FC -14- wherein C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl and C2-C4-alkynyl in turn are optionally substituted with one or two substitue int dsependently selected fromthe group consisting of hydroxyl and1- C 4-alkoxy,and wherein C3-C6-cycloalkyl in turn is optionally substituted wit ohne or two substituents independently selected from the gr coounpsisting of fluoro, chloro and C1-C4-alkyl, R7is C1-C6-alkyl, C1-C6-haloalkyl C1-C6-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, pyrimidinyl, tetrahyrdrofuranyl, pyrrolidinyl or pierdinyl, wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl and C3-C6-cycloalkyl are optionally substituted with one or two substituents indepetnlyde snelected from the group consisting of halogen, cyano,1 C-C4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trliuforoethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, 1 C-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, - C(=O)NR192 and -CR20(=N-OR21), wherein R19is independently selected from the group consgis otifn hydrogen and1 C-C6-alkyl, R20is C1-C6-alkyl or C1-C6-haloalkyl, R21is C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, wherein phenyl, pyridyl, pyrimidinyl, tetrahyrdrorfaunyl, pyrrolidinyl and piperdinyl are optionally substituted with one to two substituen intsdependently selected from the group consisting of halogen, cyano,1- C 4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trliuforoethyl,C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy,1 C-C4-alkoxycarbonyl and3 C-C6-cycloalkyl, or R7is hydrogen, Q is phenyl, thienyl and pyridinyl, wherein phenyl, thienyl and pyridinyl are optiolnya slubstituted with one or two substituentSs Q wherein QSis independently selected from the group consgisti onf halogen, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy,2C- C4-alkenyl, C2-C4-alkynyl and C3-C6-cycloalkyl, BCS243002 FC -15- wherein said C3-C6-cycloalkyl in turn is optionally substituted wi othne or two substituents independently selected from the group consistin fglu of ro, chloro and methyl,as well as salts, hydrates and hydrates of thse t shaelrteof.More preferably the present invention relates tmop co unds of formula (I), whereinA1is CR1, wherein R1is hydrogen, R3and R4are hydrogen R5is hydrogen, L is methylene, R6is a group of formula wherein §1is the attachment to L, R6S1is chloro, bromo or methyl, R6S2is chloro, bromo or methyl, R7is C1-C6-alkyl, 2,2,2-trifluoroethyl, C3-C6-cycloalkyl, phenyl or pyridyl, wherein C1-C6-alkyl and C3-C6-cycloalkyl are optionally substituted with one tw oro substituents independently selected from the group consisting cy oafno, C1-C4-alkyl, C1-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, -C(=O)NR192and -CR20(=N-OR21), wherein BCS243002 FC -16- R19is independently selected from the group consgis otifn hydrogen and1C-C4-alkyl, R20is C1-C4-alkyl, R21is C1-C6-alkyl, wherein phenyl and pyridyl are optionally subsetitdut with one to two substituents independently selected from the group consisting of halogen, o c,yan C1-C4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, C1-C4-alkoxy, difluoromethoxy and trifluoromethoxy, or R7is hydrogen, Q is a group of formula wherein §2is the attachment to the oxygen atom, QS1is hydrogen, chloro or fluoro, QS2is chloro, methyl, trifluoromethyl or cyclopropyl, as well as salts, hydrates and hydrates of thse t shaelrteof. Even more preferably the present invention rel taote csompounds of formula (I), wherein the compound of formula (I) is one of the following: (5RS)-3-[1-tert-butyl-4-(3-cyclopropylphenoxy)-1Hy-rpazol-5-yl]-5-(2,4-dimethylbenzyl)-5,6-dihydro- 4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-cyclopropylphenoxy)-1Hy-rpazol-5-yl]-5-(2-chloro-4-methylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-cyclopropylphenoxy)-1Hy-rpazol-5-yl]-5-(3,4-dimethylbenzyl)-5,6-dihydro- 4H-1,2,4-oxadiazine (5RS)-3-{1-tert-butyl-4-[3-(trifluoromethyl)phenox]-y1H-pyrazol-5-yl}-5-(3,4-dimethylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine BCS243002 FC -17- (5RS)-3-{1-tert-butyl-4-[3-(trifluoromethyl)phenox]-y1H-pyrazol-5-yl}-5-(2-chloro-4-methylbenzyl)- 5,6-dihydro-4H-1,2,4-oxadiazine (5RS)-3-{1-tert-butyl-4-[3-(trifluoromethyl)phenox]-y1H-pyrazol-5-yl}-5-(2,4-dimethylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chlorophenoxy)-1H-pyral-z5o-yl]-5-(3,4-dimethylbenzyl)-5,6-dihydro-4H- 1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chlorophenoxy)-1H-pyral-z5o-yl]-5-(2-chloro-4-methylbenzyl)-5,6-dihydro- 4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chlorophenoxy)-1H-pyral-z5o-yl]-5-(2,4-dimethylbenzyl)-5,6-dihydro-4H- 1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chloro-2-fluorophenox1y)H--pyrazol-5-yl]-5-(2,4-dimethylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chloro-2-fluorophenox1y)H--pyrazol-5-yl]-5-(2-chloro-4-methylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine (5RS)-3-[1-tert-butyl-4-(3-chloro-2-fluorophenox1y)H--pyrazol-5-yl]-5-(3,4-dimethylbenzyl)-5,6- dihydro-4H-1,2,4-oxadiazine as well as salts, hydrates and hydrates of thse t shaelrteof. Even more preferably the present invention rela tote csompounds of formula (I), wherein1, A Q, R3, R4, R5, L-R6, and R7are defined as indicated in one line I-001 to3 I-0 o2f Table 1: Table 1: Line A1Q R3R4R5L-R6R7I-001 CH (3-cyclopropylphenyl) H H H (2,4-dimethylphenmyle)thyl tert-butyl I-002 CH (3-cyclopropylphenyl) H H H (2,4-dimethylphenmyle)thyl H I-003 CH (3-cyclopropylphenyl) H H H (4-bromo-2-chloro-epnhyl)methyl tert-butyl I-004 CH (3-cyclopropylphenyl) H H H (4-bromo-2-chloro-epnhyl)methyl H BCS243002 FC -18- Line A1Q R3R4R5L-R6R7I-005 CH (3-cyclopropylphenyl) H H H (2-chloro-4-methyhl-epnyl)methyl tert-butyl I-006 CH (3-cyclopropylphenyl) H H H (2,4-dichlorophenmyle)thyl tert-butyl I-007 CH (3-cyclopropylphenyl) H H H (2,4-dichlorophenmyle)thyl H I-008 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl tert-butyl I-009 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl H I-010 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl tert-butyl I-011 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl H I-012 CH [3-(trifluoromethyl)phenyl] H H H (4-bromo-2-chloro-phenyl)methyl H I-013 CH [3-(trifluoromethyl)phenyl] H H H (4-bromo-2-chloro-phenyl)methyl tert-butyl I-014 CH (3-chlorophenyl) H H H (2,4-dimethylphenyl)melthy tert-butyl I-015 CH (3-chlorophenyl) H H H (2,4-dimethylphenyl)melthy H I-016 CH (3-chlorophenyl) H H H (4-bromo-2-chloro-phenmyle)thyl H I-017 CH (3-chlorophenyl) H H H (2,4-dichlorophenyl)melthy H I-019 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dimethylepnhyl)methyl tert-butyl I-020 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dimethylepnhyl)methyl H I-021 CH (3-chloro-2-fluoro-phenyl) H H H (4-bromo-2-chrolo-phenyl)methyl tert-butyl I-022 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dichloroepnhyl)methyl H I-023 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dichloroepnhyl)methyl tert-butyl Preferably, L is a direct bond and BCS243002 FC -19- R6is indanyl, 1,2,3,4-tetrahydronaphthalenyl, nahpylh,t dihydrobenzofuranyl, dihydrobenzo- dioxinyl, indolyl or benzofuranyl, wherein indanyl, 1,2,3,4-tetrahydronaphthalenypl,h nthayl, dihydrobenzofuranyl, dihydrobenzo- dioxinyl, indolyl and benzofuranyl are optionalluyb sstituted with one or two6RSsubstituents, wherein R6Sis independently selected from the group connsgist oif fluoro, chloro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy,2 C- C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetanyl, tetrahydrofuranyl, pyrazol aynld pyridinyl. More preferably, L is methylene and R6is phenyl, wherein phenyl is optionally substituted with onre tw oo R6Ssubstituents, wherein R6Sis independently selected from the group connsgist oif fluoro, chloro, C1-C4-alkyl, difluoromethyl and trifluoromethyl. Also more preferably, L is methylene and R6is phenyl, wherein phenyl is substituted with one or tw6oSs Rubstituents, wherein R6Sis independently selected from the group connsgis otif bromo, chloro and methyl. Even more preferably, R3and R4are hydrogen R5is hydrogen, L is methylene, R6is phenyl, wherein phenyl is optionally substituted with onre tw oo R6Ssubstituents, BCS243002 FC -20- wherein R6Sis independently selected from the group connsgist oif fluoro, chloro, C1-C4-alkyl, difluoromethyl and trifluoromethyl. Also even more preferably, R3and R4are hydrogen R5is hydrogen, L is methylene, R6is phenyl, wherein phenyl is substituted with one or tw6oSs Rubstituents, wherein R6Sis independently selected from the group connsgis otif bromo, chloro and methyl. More preferably, A1is N or CR1, wherein R1is hydrogen or methyl, Even more preferably,1A is CR1, wherein R1is hydrogen. Preferably, R7is hydrogen, C1-C6-alkyl, 2,2,2-trifluoroethyl, C3-C6-cycloalkyl, phenyl or pyridyl, wherein C1-C6-alkyl is optionally substituted with one or twob su tituents independently selectedfrom the group consisting of cyano,1- C 4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl,pyridyl, -C(=O)NR192 and -CR20(=N-OR21), wherein R19is independently selected from the group consgis otifn hydrogen and1 C-C4-alkyl, R20is C1-C4-alkyl, R21is C1-C6-alkyl, wherein phenyl and pyridyl are optionally subsetitdut with one to two substituents independently selected from the group consisting of halogen. More preferably, BCS243002 FC -21- R7is hydrogen, C3-C6-alkyl or pyridyl. Even more preferably, R7is tert-butyl or pyridyl. Also even more preferably, R7is hydrogen, tert-butyl or pyridyl. Most preferably, R7is hydrogen or tert-butyl. The above specified definitions of1, A R3, R4, R5, R6, R7, L and Q (broad definition as well as preferred, more preferred, even more preferred definitionsn) c bae combined in various manners. These combinations of definitions thus provide sub-class osfe compounds according to the invention, suc fhor as instance the ones disclosed below. The compounds of formula (I) may be used as fundgeisci (for controlling phytopathogenic fungi), in particular in methods for controlling phytopathoigce fnungi which comprises the step of applying onre o more compounds of formula (I) to the plants, pl paanrtts, seeds, fruits or to the soil in which thaen ptsl grow.
[0002] BCS243002 FC -22- Processes for the preparation of compounds of formlau (I) and intermediates The present invention relates to processes for pr theeparation of compounds of formula (I) and their intermediates. Unless indicated otherwise, thec raalsdi A1, R1, R2, R3, R4, R5, R6, R7, L and Q have the meanings given above for the compounds of formIu).la T (hese definitions apply not only to the end products of formula (I) but also to all intermedeisa.t Compounds of formula (I-a) are various subsetsor omf u f la (I). The compounds of formula (I) can be prepared byio vuasr routes in analogy to known processes (see e.g. and references therein). Non-limiting examplesu oitfa sble processes are herein described. A compound of formula (I) may be directly obtain beyd performing process A to E or may be obtained by conversion or derivatization of another compoun fdor omf ula (I) prepared in accordance with the prosecess described herein. For instance, a compound of floarm (Iu) can be converted into another compound of formula (I) by replacing one or more substituenfts th oe starting compound of formula (I) by other substituents. The processes described herein may be suitabloyr pmeerfd using one or more inert organic solventsh whic is / are customary for the considered reaction. Sblueita inert organic solvents can be chosen from the following: aliphatic, alicyclic or aromatic hydraorcbons (e.g. petroleum ether, pentane, hexanea,n hee,pt cyclohexane, methylcyclohexane, ligroin, benzenoelu,e tne, xylene or decalin), halogenated aliphatic, alicyclic or aromatic hydrocarbons (e.g. chlorobeennez, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or tricrohelothane), ethers (e.g. diethyl ether, diisopro epthyel r, methyl t-butyl ether, methyl t-amyl ether, dioxane, tetrahydrofuran, 2-methyaltheytrdrofuran, 1,2- dimethoxyethane, 1,2-diethoxyethane or anisolet)o,n kees (e.g. acetone, methyl ethyl ketone, methylisopropyl ketone and methyl isobutyl ketone), ess (ter .g. methyl acetate, ethyl acetate or butyla atec)e,talcohols (e.g. methanol, ethanol, propanol, isop-apnro l, butanol, tert-butanol), nitriles (e.g. acneittroile,propionitrile, n- or i-butyronitrile or benzoniteri)l, amides (e.g. N,N-dimethylformamide, N,N- dimethylacetamide, N-methylformanilide, N-methylrpoylridone or hexamethylphosphoric triamide), sulfoxides (e.g. dimethyl sulfoxide) or sulfones.g (.e sulfolane), ureas (e.g. 1,3-dimethyl-3,4,5,6- tetrahydro-2(1H)-pyrimidinone) or any mixture thoefr.e Some processes described herein may require oprti boena olly performed using one or more inorganic or organic bases which are customary for such reasc.ti Eoxnamples of suitable inorganic and organic bases include, but are not limited to, alkaline earth a mle otr alkali metal carbonates (e.g. sodium carbeo,natpotassium carbonate, potassium bicarbonate, so bdiu camrbonate or cesium carbonate), alkali metalhydrides (e.g. sodium hydride), alkaline earth ml oerta alkali metal hydroxides (e.g. sodium hydrox,ide calcium hydroxide, potassium hydroxide or other aomnimum hydroxide derivatives), alkaline earth metal, alkali metal or ammonium fluorides (e.g. potassi fulumoride, cesium fluoride or tetrabutylammonium BCS243002 FC -23-fluoride), alkali metal or alkaline earth metal t aacte s (e.g. sodium acetate, lithium acetate, pioutmassacetate or calcium acetate), alkali metal alcoheosla (et.g. potassium tert-butoxide or sodium tert-butoxide), alkali metal phosphates (e.g. tri-potassium photsep),h taertiary amines (e.g. trimethylamine, trietahmyline, tributylamine, N,N-dimethylaniline, N,N-dicyclohelxmyethylamine, N,N-diisopropylethylamine, N-methylpiperidine, N,N-dimethylaminopyridine, daiabzicyclooctane (DABCO), diazabicyclononene (DBN), diazabicycloundecene (DBU), quinuclidinea,c 3e-toxyquinuclidine, guanidines or aromatic bases (e.g. pyridines, picolines, lutidines or collidin).es Some of the processes described herein may ben oapllytio performed in the presence of a transitiona ml et catalyst, such as a metal (e.g. copper or palla)d siuamlt or complex, if appropriate in the presenfce a o ligand. Suitable copper salts or complexes and their heydsra intclude, but are not limited to, copper metal, copper(I) iodide, copper(I) chloride, copper(I) m briode, copper(II) chloride, copper(II) bromide,copper(II) oxide, copper(I) oxide, copper(II) actet ,a copper(I) acetate, copper(I) thiophene-2-cayrlbaotex,copper(I) cyanide, copper(II) sulfate, copper(IiIs)( b2,2,6,6-tetramethyl-3,5-heptanedionate), copIIp)er( trifluoromethanesulfonate, tetrakis(acetonitrilep)pceor(I) hexafluorophosphate, tetrakis(acetonit-rile) copper(I) tetrafluoroborate. It is also possible to genera inte situ a suitable copper complex in the reaction mix btuyre separate addition to the reaction of a copper salt and a ligand orlt, s sauch as ethylenediamine, N,N- dimethylethylenediamine, N,N’-dimethylethylenedianme,i rac-trans-1,2-diaminocyclohexan rea,c-trans- N,N’-dimethylcyclohexane-1,2-diamine, 1,1’-binapyhlt-h2,2’-diamine, N,N,N’,N’-tetramethylethylene- diamine, proline, N,N-dimethylglycine, quinolin-8l,-o pyridine, 2-aminopyridine, 4-(dimethyl- amino)pyridine, 2,2’-bipyridyl, 2,6-di(2-pyridyl)pryidine, 2-picolinic acid, 2-(dimethylaminomethyl)--3 hydroxypyridine, 1,10-phenanthroline, 3,4,7,8-tmeterathyl-1,10-phenanthroline, 2,9-dimethyl-1,10- phenanthroline, 4,7-dimethoxy-1,10-phenanthrol Nin,eN,'-bis[(E)-pyridin-2-ylmethylidene]cyclohexane- 1,2-diamine, N-[(E)-phenylmethylidene], N-[(E)-phyelmnethylidene]-cyclohexanamine, 1,1,1- tris(hydroxymethyl)ethane, n-butylimidazol, ethyelen glycol, 2,2,6,6-tetramethylheptane-3,5-dione, 2- (2,2-dimethylpropanoyl)cyclohexanone, acetylace,to dnibeenzoylmethane, 2-(2-methylpropanoyl)cyclo- hexanone, biphenyl-2-yl(dtie-rt-butyl)phosphane, ethylenebis-(diphenylphosphine), N,N- diethylsalicylamide, 2-hydroxybenzaldehyde oximex,o[ o(2,4,6-trimethylphenyl)amino]acetic acid or 1H-pyrrole-2-carboxylic acid. Suitable palladium salts or complexes include, a bruet not limited to, palladium chloride, palladium acetate, tetrakis(triphenylphosphine)palladium b(0is)(,dibenzylideneacetone)palladium(0), tris(dibelin-zy deneacetone)dipalladium(0), bis(triphenylphosphpianlela)dium(II) dichloride, [1,1’- bis(diphenylphosphino)ferrocene]dichloropalladiuIm),(I bis(cinnamyl)dichlorodipalladium(II), bis(allyl)-dichlorodipalladium(II) or [1,1’-Bis(dit-ert-butylphosphino)ferrocene]dichloropalladium(II). BCS243002 FC -24- It is also possible to generate a palladium comp inle txhe reaction mixture by separate addition teo th reaction of a palladium salt and a ligand or sa ulct,h as triethylphosphine, trei-rt-butylphosphine, trit-ert- butylphosphonium tetrafluoroborate, tricyclohexyolpshphine, 2-(dicyclohexylphosphino)biphenyl, 2-(di- tert-butylphosphino)biphenyl, 2-(dicyclohexylphosphi-n2o'-)(N,N-dimethylamino)biphenyl, 2-(tert- butylphosphino)-2'-(N,N-dimethylamino)biphenyl, 2i--tdert-butylphosphino-2’,4’,6’-triisopropylbi- phenyl, 2-dicyclohexylphosphino-2’,4’,6’-triisopryolpbiphenyl, 2-dicyclohexylphosphino-2,6’- dimethoxybiphenyl, 2-dicyclohexylphosphino-2’,6’i-sdoipropoxybiphenyl, triphenyl-phosphine, tris-(o- tolyl)phosphine, sodium 3-(diphenylphosphino)benezseunlfonate, tris-(2-methoxy-phenyl)phosphine,2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,4s-(bdi phenylphosphino)butane, 1,2-bis(diphenyl-phosphino) ethane, 1,4-bis(dicyclohexylphosphintoa)nbeu, 1,2-bis(dicyclohexylphosphino)-ethane, 2- (dicyclohexylphosphino)-2'-(N,N-dimethylamino)-biepnhyl, 1,1’-bis(diphenylphosphino)-ferrocene, (R)- (-)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldcicloyhexylphosphine, tris-(2,t4e-rt-butyl- phenyl)phosphite, di(1-adamantyl)-2-morpholinophlpenhoysphine or 1,3-bis(2,4,6-trimethyl- phenyl)imidazolium chloride. The appropriate catalyst and / or ligand may be cnho fsroem commercial catalogues such as “Metal Catalysts for Organic Synthesis” by Strem Chemi ocral fsrom reviews (Chemical Society Reviews (2014), 43, 3525, Coordination Chemistry Reviews (200244)8,, 2337 and references therein).Some of the processes described herein may berm per dfo by metallo-photoredox catalysis according tomethods reported in the literature (Nature chemyi rsetvriew, (2017) 0052 and references therein; Scceien (2016) 352, 6291, 1304; Org. Lett.2016, 18, 40 J1.2 O,rg. Chem 2016, 81, 6898; J. Am. Chem. Soc., 2016 138, 12715, J. Am. Chem. Soc. 2016, 138, 1386 A2;m J.. Chem. Soc. 2016, 138, 8034; J. Org. Chem. 2016, 81, 12525, J. Org. Chem. 2015, 80, 7642). p Trhoecess is then performed in the presence a photosensitizer, such as Ir and Ru complexes oarn oicrg dyes, and a metal catalyst such as Ni comsp.lexe The reaction can be performed in the presence li ogfa and and if appropriate in the presence of a base under irradiation with blue or white light. Suitable photosensitizers include, but are not te limdi to, Ir(III) photocatalyst such as [Ir(dFCF3ppy)2(bpy)]PF6(dFCF3ppy = 2-(2,4-difluorophenyl)-5-trifluoromethylpyriinde, bpy = 2,2’- bipyridine), [Ir(dFCF3ppy)2(dtbbpy)]PF6(dtbbpy = 4,4’-di-tert-butyl-2,2’-bipyridine), Ir(ppy)2(dtbbpy)PF6(ppy = 2-phenylpyridine), Ir(ppy2()bpy)PF6, Ir(dFppy)3PF6(dFCF3ppy = 2-(2,4- difluorophenyl)pyridine), fac-Ir(ppy)3, (Ir[diF(5-Me)ppy]2(tetraMePhen)P6F (diF(5-Me)ppy = 2-(2,4- difluorophenyl)-5-methylpyridine, tetraMePhen = , 37,,48-tetramethyl-1,10-phenanthroline), Ru(II) photocatalyst such as Ru(bp3Cy)l2or Ru(bpy)3(PF6)2or organic dyes like 9-mesityl-10-acridinium perchlorate or tetrafluoroborate, or 2,4,5,6-te9tHra-c-arbazol-9-yl-1,3-benzenedicarbonitrile, 9- fluorenone and 9,10-phenanthrenequinone. Suitable nickel catalysts include, but are nott leimdi to, bis(1,5-cyclooctadiene)nickel (0), nickIe)l(I choride, nickel(II) bromide, nickel(II) iodide unrde their anhydrous or hydrate forms or as BCS243002 FC -25- dimethoxyethane complexes, nickel(II) acetylacetonate, nickel(IIi)tra nte hexahydrate. These nickel catalysts can be used in combination with bipyreid liingand such as 2,2’-bipyridine, 4,4’-di-tert-blu-ty 2,2’-bipyridine, 4,4’-dimethoxy-2,2’-bipyridine, 4’,-dimethyl -2,2’-bipyridine or phenantroline suc ahs 1,10-phenanthroline, 4,7-dimethyl-1,10-phenantreo,lin 4,7-dimethoxy-1,10-phenantroline or diamines such as N,N,N’,N’-tetramethylethylenediamine orn deio such as tetramethylheptanedione. The processes described herein may be performe tedm apterature ranging from -105°C to 250°C, preferably from -78°C to 185°C. The reaction time varies as a function of the sc oaf l tehe reaction and of the reaction temperatuuret, is b generally between a few minutes and 48 hours. The processes described herein are generally pmeerfdor under standard pressure. However, it is also possible to work under elevated or reduced pre.ssure The processes described herein may optionallyr bfoer pmeed under microwave irradiation under standard or elevated pressure. In the processes described herein, the startinger mialast are generally used in approximately equimr ola amounts. However, it is also possible to use on tehe of starting materials in a relatively large exsc.es Processes for the preparation of compounds of formlau (I) Process A A compound of formula (I-a), wherein1, A R3, R4, R6, R7, L and Q are defined as above, and R5is hydrogen can be prepared, when W is hydrogen, by treati cnogm apound of formula (4), wherein1, A R3, R4, R5, R6, R7, L and Q are defined as above, with a dehydra atginegnt, optionally in the presence of a base toin obta directly the compound of formula (I-a) or when W is an aminoprotecting group such as terot-xbyuctarbonyl, benzyl, allyl or (4- methoxyphenyl)methyl, treating the compound of fuolram (4) with a dehydrating agent, optionally in the presence of a base, and then performing a depiroonte scttep to obtain the compound of formula (I-as), a shown in scheme 1. BCS243002 FC -26- Scheme 1: Process A – Synthesis of compoundsm ofu floar (I-a) (2) Step1 Step2 Step3(1) (3)(4)(I-a)The compound of formula (I-a) can be obtainede bayt tirng a compound of formula (4) with a dehydrating agent such as PO3C, Pl2O5 or triflic anhydride, optionally in the presencfe a o base. Such methods to form oxadiazine rings are known and have been descr inibe thde literature (J. Med. Chem. 2017, 60, 2383- 2400) and in patents WO2020 / 127780, WO2021 / 245 W08O3,2021 / 249995 and WO2021 / 245087. The reaction may be performed in any customary inegratn oirc solvents. Preference is given to using opatlliyon halogenated aliphatic, alicyclic or aromatic hydarrobcons, such as petroleum ether, hexane, heptane,cyclohexane, methylcyclohexane, benzene, tolueynle n,e x or decalin; halogenated hydrocarbons such aschlorobenzene, dichlorobenzene, dichloromethanleo,ro cfhorm, carbon tetrachloride, dichlorethane or trichlorethane; ethers, such as diisopropyl eth meer,thyl t-butyl ether, methyl t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethothxaynee or anisole; nitriles, such as acetonitrile, propionitrile, n- or i-butyronitrile or benzoniteri;l or alcohols, such as ethanol or isopropanol. When W represents an amino protecting group, st isep fo 3llowed by an additional deprotection stepn ugsi reaction conditions described in the literaturee (eGnre’s Protective Groups in organic Synthesis;r P Ge.te M. Wuts; Wiley; Fifth Edition; 2014; 895-1194). Fo erxample, a tert-butoxycarbonyl group can be removed in acidic medium such as hydrochloric a ocri tdrifluoroacetic acid. Compound of formula (4) can be obtained by: reacting a compound of formula (1) wherei7n a Rnd Q are defined as above an1d is U hydroxy, halogen or C1-C6-alkoxy, with an amine of formula (2) wherein1, A R3, R4, R5, R6and L are defined as above and W is hydrogen, tert-butoxycarbonyl, benzyly,l a ollr (4-methoxyphenyl)methyl, or one of its salts to provide a compound of formula (3) wherei1n, R A3, R4, R5, R6, R7 L, Q and W are defined as above;and - removing the phtalimide group of compound (3) tov pidre a compound of formula (4). Reaction conditions to remove a phtalimide grouep w aerll known and have been reported in the litereratu (Greene’s Protective Groups in organic Syntheseiste;r P G. M. Wuts; Wiley; Fifth Edition; 2014; 1012- 1014). BCS243002 FC -27- Compounds of formula (1) wherein1A is CR1, wherein R1is defined as above, can be prepared by one or more processes described in patents WO2008 / 135 W8O242,014 / 113485 and WO2023 / 243678. Compounds of formula (1) wherein1A is N can be prepared by one or more processersib deedsc in J. Het. Chem.1982, 19, 1147-52 or in WO2014 / 113485.Amines of formula (2) can be prepared by proces dses cribed in patents WO2020 / 127780,WO20212 / 45083, WO20212 / 49995 and WO20212 / 45087. Compounds of formula (1) wherein1U is a hydroxyl group can be reacted with an amifn feor omula (2) in the presence of a condensing reagent by mea mnset ohfods described in the literature (e.g. Tetrraohned 2005, 61, 10827-10852). Examples of suitable cosnidnegn reagents include, but are not limited to, halogenating reagents (e.g. phosgene, phosphorrioburosm tide, phosphorous trichloride, phosphorous pentachloride, phosphorous trichloride oxide, olx cahlyloride or thionyl chloride), dehydrating reagtsen (e.g. ethyl chloroformate, methyl chloroformateo,p irsopyl chloroformate, isobutyl chloroformate or methanesulfonyl chloride), carbodiimides (e.g. N-d,Nic'yclohexylcarbodiimide (DCC)) or other customary condensing (or peptide coupling) reag (een.gts. phosphorous pentoxide, polyphosphoric acid, bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 1-[sB(diimethylamino)methylene]-1H-1,2,3-triazolo[4,5- b]pyridinium 3-oxid hexafluorophosphate (HATU), N'-,cNarbonyl-diimidazole, 2-ethoxy-N- ethoxycarbonyl-1,2-dihydroquinoline (EEDQ), triphyelpnhosphine / tetrachloro-methane, 4-(4,6- dimethoxy[1.3.5]-triazin-2-yl)-4-methylmorpholinium chloride hydrate, bromo-tripyrrolidinophos- phoniumhexafluorophosphate or propanephosphoniycd arindhe (T3P). Compounds of formula (1) wherein1U is a halogen atom can be reacted with an amin foerm ofula (2) in the presence of an acid scavenger by means ofk wnoewll-n methods. Suitable acid scavengers include any inorganic and organic bases, as described herehiinc,h w are customary for such reactions. Preferesnce i given to alkali metal carbonates, alkaline earthta ml aecetates, tertiary amines or aromatic bases. Compounds of formula (1) wherein1U is a C1-C6-alkoxy group can be reacted with an excess ofe am ofin formula (2), optionally in the presence of a Lew acisid such as trimethylaluminum. Process B A compound of formula (I-a), wherein1, A R3, R4, R6, R7, L and Q are defined as above and R5is hydrogen, can be prepared by adding a reducing agent too tmhepo cund of formula (8), wherein1, A R3, R4, R6, R7,L and Q are defined as above, under acidic conndsit tio provide a compound of formula (I-a) as shownin scheme 2. BCS243002 FC -28- Scheme 2: Process B – Synthesis of compoundsm ofu floar (I-a). (7) Step 1Step 2 Step 3(5)(6) (8) (I-a)Compound of formula (8) can be cyclized under acc cidoinditions in the presence of a reducing agecnht su as sodium cyanoborohydride to provide a compound for omf ula (I-a). Reaction conditions to formoxadiazine rings with this methodology are knowdn h aanve been described in the literature (Heteroecsycl2016, 92, 2166-2200, WO2020 / 127780, WO20212 / 45 W08O32,0212 / 49995 and WO20212 / 45087). Compound of formula (8) can be obtained by reac atin cgompound of formula (6), wherein7a Rnd Q are defined as above, with a compound of formula (7h)e,r wein R3, R4, R6and L are defined as above, in thepresence of a base. Suitable bases can be alktaalil m hyedrides such as sodium hydride, alkali metalcarbonates such as potassium carbonate, alkalil m hyedtaroxides such as potassium hydroxide, or phosphazene bases such as BEMP as described li itner tahteure (Heterocycles 2016, 92, 2166-2200). Compound of formula (6) can be obtained by reac atin cgompound of formula (5), wherein7a Rnd Q are defined as above, with hydroxylamine or one of s itaslts. Reaction conditions to perform such transformations are known and have been reporte thde in literature (WO2010 / 138600). Compounds of formula (5) may be prepared from coumnpdos of formula (1) as described in process D.Compounds of formula (7) are either commerciallayil av ble or can be prepared by processes describedin the literature (Eur. J. Med. Chem. 2014, 84, , 30 E2ur. J. Med. Chem. 2015, 100, 18-23, WO2017 / 031325). Process C A compound of formula (I-a), wherein1, A R3, R4, R5, R6, R7, L and Q are defined as above, can be preparedby reacting a compound of formula (1), wherei7n, U R1 and Q are defined as above, with an amine offormula (9), wherein R3, R4, R5, R6and L are defined as above, and E1is hydroxyl or halogen, W is hydrogen, tert-butoxycarbonyl, benzyl, allyrl ( o4-methoxyphenyl)methyl, or one of its salts, to provide a compound of folram (u10), wherein A1, R3, R4, R5, R6, R7, E1, L, W and Q are defined as above, BCS243002 FC -29- under similar conditions as described in process A, followed by treatment of a compound of formula (1 w0i)th a dehydrating agent and then with hydroxylamine to form a compound of formula (11)h,e wrein A1, R3, R4, R5, R6, R7, E1, L, Q and W are defined as above, and - when E1is hydroxyl, converting the compound of formula1) (1 into compound of formula (I-a) using Mitsunobu reaction conditions, - when E1is halogen, converting the compound of formula) ( in11to compound of formula (I-a) in the presence of a base, as shown in scheme 3. Scheme 3: Process C – Synthesis of compoundsm ofu flaor (I-a) step 1 step 2 step 3(1)(10) (11) (I-a)(9) 9a: E1= OH 9b: E1= Halogen Aminoalcohols of formula (9-a,1E = hydroxyl) are commercially available or may breod puced by methods described in the literature (Molecules6,) 9, 4 (05-426, 2004; WO2017 / 203474 WO2020 / 127780, WO20212 / 45083, WO20212 / 49995 and WO20212 / 45087m).p Coounds of formula (9-b,1E = halogen) or one of its salt can be obtained from the corornedsping aminoalcohol by well-known methods. Process D for the preparation of intermediates ofo frmula (5)A compound of formula (5), wherein1, A R7 and Q are defined as above can be prepared i snte twpos fromcompounds of formula (1) wherein1, A R7and Q are defined as above and U1is hydroxy or halogen BCS243002 FC -30- Scheme 4: Process D – Synthesis of intermediat feosrm ofula (5). Step 1 Step 2 (1)(12) (5)Compounds of formula (1) wherein1U is a hydroxyl group or a halogen can be reactethd a wmi monia in the presence of a condensing reagent by methocdrsib deeds in Process A or by means of methods desdcribe in the literature to yield compounds of formula) (.12 Compounds of formula (5) can be obtained by de-ahtyiodnr of compounds of formula (12) by means of methods described in the literature. Process E for the preparation of compounds of formlua (I-c) A compound of formula (I-c), wherein1, R R3, R4, R6, R7, L and Q are defined as above, and A1is CR1, wherein R1is hydrogen, R5is hydrogen, R7is hydrogen, can be prepared, when W is hydrogen, by treati cnogm apound of formula (I-b), wherein1, A R1, R3, R4, R5, R6, R7, L and Q are defined as above, and R7is tert-butyl with an acid as shown in scheme 5. Scheme 5: Process E – Synthesis of compoundsm ofu flaor (I-c) (I-b) (I-c)The compound of formula (I-c) can be obtained beyat tirng a compound of formula (I-b) with a dehydrating agent such as PO3 oCrl an acid such as hydrochloric acid or trifluocreotaic acid. Such methods BCS243002 FC -31-to cleave a tert-butyl group are known and haven b dee scribed in the literature in Tetrahedron L 2e0tt1.7,58, 2441-2444, WO2011 / 102399 or WO2012 / 108511. Compounds of formula (I-b) may be prepared as dibeesdcr for example in process A. Intermediates The present invention also relates to compound fosrm ofula (3) and (4): wherein A1, R3, R4, R5, L, R6, R7and Q are defined as in formula (I), W is hydrogen, tert-butoxycarbonyl, benzyl, al olyrl (4-methoxyphenyl)methyl. The preferred, more preferred, even more prefe arrnedd most preferred definitions of1, A R3, R4, R5, L, R6, R7and Q given with regard to formula (I) apply muista mtutandis. The present invention also relates to compound fosrm ofula (6): wherein A1, Q and R7is defined as in formula (I). The preferred, more preferred, even more prefe arnredd most preferred definitions of1, A Q and R7given with regard to formula (I) apply mutatis mutandis. The present invention also relates to compound fosrm ofula (8): BCS243002 FC -32- wherein A1, R3, R4, L, R6, R7and Q are defined as in formula (I), The preferred, more preferred, even more prefe arnredd most preferred definitions of1, A R3, R4, L, R6, R7and Q given with regard to formula (I) apply musta mtiutandis. The present invention also relates to compound fosrm ofula (10) and (11): wherein A1, R3, R4, R5, L, R6, R7, L and Q are defined as in formula (I), E1is hydroxyl or halogen, preferably hydroxyl, crholo or bromo, E2is hydroxyl, and W is hydrogen, tert-butoxycarbonyl, benzyl, al olyrl (4-methoxyphenyl)methyl. The preferred, more preferred, even more prefe arrnedd most preferred definitions of1, A R3, R4, R5, L, R6, R7, L and Q given with regard to formula (I) applyt matuis mutandis. BCS243002 FC -33- Compositions and formulations The present invention further relates to componssit,io in particular compositions for controlling unnwtead microorganisms. The composition may be appliedhe to m ticroorganisms and / or in their habitat. The composition comprises at least one compoun fodrm ofula (I) and at least one agriculturally suiteabl auxiliary, e.g. carrier(s) and / or surfactant(s). A carrier is a solid or liquid, natural or synthce,t oi rganic or inorganic substance that is gener inaellyrt.The carrier generally improves the applicationh oef c tompounds, for instance, to plants, plants p oarrtsseeds. Examples of suitab sloelid carriers include, but are not limited to, ammonium salnts p,a irticular ammonium sulfates, ammonium phosphates and ammo nnitiuramtes, natural rock flours, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmonriiltle and diatomaceous earth, silica gel and styicnt rhoeckflours, such as finely divided silica, alumina a snildicates. Examples of typically useful solid cear sri forpreparing granules include, but are not limited cr tuoshed and fractionated natural rocks such asite c,alc marble, pumice, sepiolite and dolomite, synthertaicn gules of inorganic and organic flours and grasnu olfe organic material such as paper, sawdust, coconeullst, s mhaize cobs and tobacco stalks. Examplesit oafb sleu liquid carriers include, but are not limited to, water, organiclve snots and combinations thereof. Examples of suitable solvents include polar and nonpolar organic chemical liqsu, fidor example from the classes of aromatic and nonaromatic hydrocarbons (such as cyclohexa pnaera,ffins, alkylbenzenes, xylene, toluene, tetrahydronaphthalene, alkylnaphthalenes, chloerdina rtomatics or chlorinated aliphatic hydrocarb souncsh as chlorobenzenes, chloroethylenes or methylenoerid ceh)l, alcohols and polyols (which may optionall syo be substituted, etherified and / or esterified, s ausch ethanol, propanol, butanol, benzylalcohol, chyecxloanol or glycol), ketones (such as acetone, methyl ethyoln kee,t methyl isobutyl ketone or cyclohexanone),rs este (including fats and oils) and (poly)ethers, unsiutubtsetd and substituted amines, amides (such as dimethylformamide or fatty acid amides) and es ttheersreof, lactams (such as N-alkylpyrrolidones,a irnti pcular N-methylpyrrolidone) and lactones, sulfones andfo sxuidles (such as dimethyl sulfoxide), oils of veagbelet or animal origin. The carrier may also be a liquef gieadseous extender, i.e. liquid which is gaseoutsan adta srd temperature and under standard pressure, for eexa ameprolsol propellants such as halohydrocarbonasn,e b,ut propane, nitrogen and carbon dioxide. Preferred solid carriers are selected from claylcs, a tnd silica.Preferred liquid carriers are selected from wa fatettry, acid amides and esters thereof, aromatic no an adromatichydrocarbons, lactams and carbonic acid esters.The amount of carrier typically ranges from 1 to.999 %, preferably from 5 to 99.9%, more preferabrolym f10 to 99.5%, and most preferably from 20 to 99% w beyight of the composition.Liquid carriers are typically present in a range fr o mf 20 to 90%, for example 30 to 80% by weight h oefcomposition. BCS243002 FC -34- Solid carriers are typically present in a rang fero omf 0 to 50%, preferably 5 to 45%, for example to 1030% by weight of the composition. If the composition comprises two or more carri tehres, outlined ranges refer to the total amountr orfie cras. The surfactant can be an ionic (cationic or ani)o,n aicmphoteric or non-ionic surfactant, such asc io onri non-ionic emulsifier(s), foam former(s), dispers(as)n,t wetting agent(s), penetration enhancer(s) a annyd mixtures thereof. Examples of suitable surfacta innctlsude, but are not limited to, salts of polyacicry alcid, salts of lignosulfonic acid (such as sodium lignlfoosnuate), salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of enthey olexide and / or propylene oxide with fatty alcoh,olsfatty acids or fatty amines (for example, polyoxhye letne fatty acid esters such as castor oil ethaotex,ylpolyoxyethylene fatty alcohol ethers, for examplkleyl a ryl polyglycol ethers), substituted phenolsre (fperablyalkylphenols or arylphenols) and ethoxylates thfer (esouch as tristyrylphenol ethoxylate), salts of sulfosuccinic esters, taurine derivatives (prefleyrab lkyl taurates), phosphoric esters of polyethlaotxeyd alcohols or phenols, fatty esters of polyols (s auc fahtty acid esters of glycerol, sorbitol or sucer)o,s ulfates (such as alkyl sulfates and alkyl ether sulfat seusl)f,onates (for example, alkylsulfonates, arylsnualftoes and alkylbenzene sulfonates), phosphate esters, pro hteyidnrolysates, lignosulfite waste liquors and methylcellulose. Any reference to salts in thisa pgararph refers preferably to the respective alk aalklia,line earth and ammonium salts. Preferred surfactants are selected from polyoxyleenthey fatty alcohol ethers, polyoxyethylene fattiyd a ecsters,alkylbenzene sulfonates, such as calcium dodeczyelbnen sulfonate, castor oil ethoxylate, sodiumlignosulfonate and arylphenol ethoxylates, suc thris atsyrylphenol ethoxylate. The amount of surfactants typically ranges fromo 540 t%, for example 10 to 20%, by weight of the composition. Further examples of suitable auxiliaries includete wra repellents, siccatives, binders (adhesive,ifi tearc,k fixing agent, such as carboxymethylcellulose, naalt aunrd synthetic polymers in the form of powderasn, gulesor latices, such as gum arabic, polyvinyl alcohnodl p aolyvinyl acetate, natural phospholipids suc che apshalinsand lecithins and synthetic phospholipids, polyvlpinyyrrolidone and tylose), thickeners and secondary thickeners (such as cellulose ethers, acrylic a dceirdivatives, xanthan gum, modified clays, e.g. the products available under the name Bentone, andly fi dnievided silica), stabilizers (e.g. cold stabeilrizs, preservatives (e.g. dichlorophene and benzyl alc hoehmoiformal), antioxidants, light stabilizers, p ianrticular UV stabilizers, or other agents which improve chceaml aind / or physical stability), dyes or pigmentusc (hs as inorganic pigments, e.g. iron oxide, titanium ox aidned Prussian Blue; organic dyes, e.g. alizaroin, a anzd metal phthalocyanine dyes), antifoams (e.g. siliconefo aanmtis and magnesium stearate), antifreezes, ssti,cker gibberellins and processing auxiliaries, mineradl v aengetable oils, perfumes, waxes, nutrients (dinincglu trace nutrients, such as salts of iron, manganese, b cooropnp,er, cobalt, molybdenum and zinc), protectiovlelo cids, thixotropic substances, penetrants, sequesterienngts ag and complex formers. BCS243002 FC -35- The choice of the auxiliaries depends on the inetedn mdode of application of compounds of formula (I) and / or on the physical properties of the compou)n.d F(usrthermore, the auxiliaries may be chosen tpoa irmtparticular properties (technical, physical and / ior lo bgical properties) to the compositions or usrem fsoprepared therefrom. The choice of auxiliaries mlaloyw a customizing the compositions to specific ne.eds The composition of the inventio mnay be provided to the end user as ready-for-ursmeu floation, i.e. the compositions may be directly applied to the pla onrts eeds by a suitable device, such as a spraryi dnugs oting device. Alternatively, the compositions may be pidreodv to the end user in the form of concentrateicsh w hhave to be diluted, preferably with water, prior to use.The composition of the invention can be prepare cdo in ventional manners, for example by mixing thecompounds of formula (I) with one or more suita abulexiliaries, such as disclosed herein above. The composition comprises a fungicidally effect aivmeount of the compound(s) of formula (I). The term "effective amount" is an amount, which is suffictie fonr controlling harmful fungi on cultivated plasn otr in the protection of materials and which does neostu rlt in a substantial damage to the treated p.l Sanutcsh an amount can vary in a broad range and is depetn odne vnarious factors, such as the fungal specie bse to controlled, the treated cultivated plant or matle, r thiae climatic conditions and the specific compdou onf formula (I) used. Usually, the composition accogrd tion the invention contains from 0.01 to 99% byg whet,i preferably from 0.05 to 98% by weight, more preefder frrom 0.1 to 95% by weight, even more prefera frbolmy 0.5 to 90% by weight, most preferably from 1 to 8 b0y% weight of the compound of formula (I). It iss psoible that a composition comprises two or more compou onfd thse invention. In such case the outlined ran regfeesr to the total amount of compounds of the presenetn intiovn. The composition of the invention may be in any o cmusatry composition type, such as solutions (e.g aqueous solutions), emulsions, water- and oil-ba susespdensions, powders (e.g. wettable powders,l seolub powders), dusts, pastes, granules (e.g. solublneul gersa, granules for broadcasting), suspoemulsion concentrates, natural or synthetic products imparteegdn with the compound of formula (I), fertilize arnsd also microencapsulations in polymeric substancehes. c Tompounds of formula (I) may be present in a suspended, emulsified or dissolved form. Exampfle psa orticular suitable composition types are solnusti,o watersoluble concentrates (e.g. SL, LS), dispers cibolncentrates (DC), suspensions and suspension concentrates (e.g. SC, OD, OF, FS), emulsifiablnece cnotrates (e.g. EC), emulsions (e.g. EW, EO, ES,ME, SE), capsules (e.g. CS, ZC), pastes, past wille tst,able powders or dusts (e.g. WP, SP, WS, DP),, DSpressings (e.g. BR, TB, DT), granules (e.g. WG, G SGR, FG, GG, MG), insecticidal articles (e.g. LN),as well as gel formulations for the treatment oafn ptl propagation materials such as seeds (e.g. GFW)., G These and further compositions types are define tdhe by Food and Agriculture Organization of the Udnite Nations (FAO). An overview is given in the "Catauloeg of pesticide formulation types and international coding system", Technical Monograph No.2, 6th M Eady. 2008, Croplife International. BCS243002 FC -36- Preferably, the composition of the invention is fo irnm of one of the following types: EC, SC, FS, S OED, and WG, more preferred EC, SC, OD and WG. Further details about examples of composition ty apneds their preparation are given below. If two oorre m compounds of the invention are present, the oudtl ainmeount of compound of the invention refers to to thtael amount of compounds of the present invention. T aphpislies mutatis mutandis for any further compon oefnt the composition, if two or more representatives u ocfh component, e.g. wetting agent, binder, arsee pnrt.e i) Water-soluble concentrates (SL, LS) 10-60 % by weight of at least one compound of folarm (uI) and 5-15 % by weight surfactant (e.g.polyoxyethylene fatty alcohol ether) are dissol ivned such amount of water and / or water-soluble sotlv (e .ng.alcohols such as propylene glycol or carbonatehs a ssuc propylene carbonate) to result in a total anmt o fu 100 % by weight. Before application the concentrat deilu isted with water. ii) Dispersible concentrates (DC) 5-25 % by weight of at least one compound of foram (uI)l and 1-10 % by weight surfactant and / or binder (e.g. polyvinylpyrrolidone) are dissolved in sucmho aunt of organic solvent (e.g. cyclohexanone)s toul rte in a total amount of 100 % by weight. Dilution with wra gteives a dispersion. iii) Emulsifiable concentrates (EC) 15-70 % by weight of at least one compound of folarm (Iu) and 5-10 % by weight surfactant (e.g. a muriext of calcium dodecylbenzenesulfonate and castorth ooilx eylate) are dissolved in such amount of watseor-liunbleorganic solvent (e.g. aromatic hydrocarbon or fa cttiyd amide) and if needed additional water-solu sobl veentto result in a total amount of 100 % by weight.u Dtioiln with water gives an emulsion. iv) Emulsions (EW, EO, ES) 5-40 % by weight of at least one compound of foram (uI)l and 1-10 % by weight surfactant (e.g. a mreixt ouf calcium dodecylbenzenesulfonate and castor oilx eyltahtoe) are dissolved in 20-40 % by weight water- insoluble organic solvent (e.g. aromatic hydrocna)r.b Tohis mixture is added to such amount of wayte mr beans of an emulsifying machine to result in a total amnto ouf 100 % by weight. The resulting composition a is homogeneous emulsion. Before application the emonul msiay be further diluted with water. v) Suspensions and suspension concentrates v-1) Water-based (SC, FS) In a suitable grinding equipment, e.g. an agita btaelld mill, 20-60 % by weight of at least one comunpdo of formula (I) are comminuted with addition of 2-10 b %y weight surfactant (e.g. sodium lignosulfonated an polyoxyethylene fatty alcohol ether), 0.1-2 % byig whet thickener (e.g. xanthan gum) and water to gaiv fiene BCS243002 FC -37- active substance suspension. The water is add seudch in amount to result in a total amount of 100 % we biyght.Dilution with water gives a stable suspension oef a thctive substance. For FS type compositions 4 u0p % to byweight binder (e.g. polyvinylalcohol) is added. v-2) Oil-based (OD, OF) In a suitable grinding equipment, e.g. an agita btaeldl mill, 20-60 % by weight of at least one comnpdou of formula (I) are comminuted with addition of 2-10 b %y weight surfactant (e.g. sodium lignosulfonated an polyoxyethylene fatty alcohol ether), 0.1-2 % byig whet thickener (e.g. modified clay, in particulaern Btone, or silica) and an organic carrier to give a finteiv aec substance oil suspension. The organic ca isrri aedrded in such amount to result in a total amount of 100 % we biyght. Dilution with water gives a stable dispioenrs of the active substance. vi) Water-dispersible granules and water-solubalenu glres (WG, SG) 50-80 % by weight of at least one compound of folarm (Iu) are ground finely with addition of surfacta (en.g. sodium lignosulfonate and polyoxyethylene fattyo aholcl ether) and converted to water-dispersiblea otrer w- soluble granules by means of technical applianec.e gs. ( extrusion, spray tower, fluidized bed). Tuhrefa sctant is used in such amount to result in a total amou fn 1t00 % by weight. Dilution with water gives ab sltea dispersion or solution of the active substance. vii) Water-dispersible powders and water-solublwed peors (WP, SP, WS) 50-80 % by weight of at least one compound of folarm (Iu) are ground in a rotor-stator mill with adiodnit of 1-8 % by weight surfactant (e.g. sodium lignosualftoen, polyoxyethylene fatty alcohol ether) and s aumchount of solid carrier, e.g. silica gel, to result ino ata tl amount of 100 % by weight. Dilution with wa gteivres a stable dispersion or solution of the active substance. viii) Gel (GW, GF) In an agitated ball mill, 5-25 % by weight of atas let one compound of formula (I) are comminuted with addition of 3-10 % by weight surfactant (e.g. somdiu lignosulfonate), 1-5 % by weight binder (e.g.carboxymethylcellulose) and such amount of wate rers toult in a total amount of 100 % by weight. T rheis ultsin a fine suspension of the active substance.i Donilu wt ith water gives a stable suspension of theive act substance. ix) Microemulsion (ME) 5-20 % by weight of at least one compound of foram (uI)l are added to 5-30 % by weight organic solvent blend (e.g. fatty acid dimethylamide and cycloheoxnaen), 10-25 % by weight surfactant blend (e.g. polyoxyethylene fatty alcohol ether and arylphe entohloxylate), and such amount of water to resu alt t iontal BCS243002 FC -38- amount of 100 % by weight. This mixture is stirr feodr 1 h to produce spontaneously a thermodynamyicall stable microemulsion. x) Microcapsules (CS) An oil phase comprising 5-50 % by weight of at lte oanse compound of formula (I), 0-40 % by weighte wra-t insoluble organic solvent (e.g. aromatic hydrocna)r,bo 2-15 % by weight acrylic monomers (e.g. methylmethacrylate, methacrylic acid and a di-ri oarcr tylate) are dispersed into an aqueous solu otfio an protective colloid (e.g. polyvinyl alcohol). Radlic paolymerization initiated by a radical initiatoers rults in the formation of poly(meth)acrylate microcapsules.r Anltaetively, an oil phase comprising 5-50 % by wei ogfh att least one compound of formula (I), 0-40 % by weig whatter-insoluble organic solvent (e.g. aromatichydrocarbon), and an isocyanate monomer (e.g. n dyiplmhe thene-4,4'-diisocyanatae) are dispersed into aaqueous solution of a protective colloid (e.g. v pionly l alcohol). The addition of a polyamine (e.g.hexamethylenediamine) results in the formationo olyfu prea microcapsules. The monomers amount to % 1-10 by weight of the total CS composition. xi) Dustable powders (DP, DS) 1-10 % by weight of at least one compound of foram (uI)l are ground finely and mixed intimately wituhc sh amount of solid carrier, e.g. finely divided kao,l tion result in a total amount of 100 % by weight. xii) Granules (GR, FG) 0.5-30 % by weight of at least one compound of fuolram (I) are ground finely and associated with such amount of solid carrier (e.g. silicate) to resnul at i total amount of 100 % by weight. Granulatio anc ihsieved by extrusion, spray-drying or the fluidized bed. xiii) Ultra-low volume liquids (UL) 1-50 % by weight of at least one compound of foram (uI)l are dissolved in such amount of organic snot,lve e.g. aromatic hydrocarbon, to result in a totalu anmto f 100 % by weight. The compositions types i) to xiii) may optionalloym cprise further auxiliaries, such as 0.1-1 % byg whtei preservatives, 0.1-1 % by weight antifoams, 0.1- b1y % weight dyes and / or pigments, and 5-10% by wteigh antifreezes. Mixtures / CombinationsThe compound of formula (I) and the composition th oef invention can be mixed with other activeingredients like fungicides, bactericides, acareicsi,d nematicides, insecticides, biological contgroeln ats or herbicides. Mixtures with fertilizers, growth regautolrs, safeners, nitrification inhibitors, semiomchiceals and / or other agriculturally beneficial agents alrseo a possible. This may allow to broaden the acytivit BCS243002 FC -39- spectrum or to prevent development of resistanxcaem. Eples of known fungicides, insecticides, acaerisc,id nematicides and bactericides are disclosed ine thsetic Pide Manual, 17th Edition.Examples of fungicides which could be mixed witeh t chompound of formula (I) and the composition ofthe invention are: 1) Inhibitors of the ergosterol biosynthesis, foxarm eple (1.001) cyproconazole, (1.002) difenoconea,zol (1.003) epoxiconazole, (1.004) fenbuconazole, (51).00 fenhexamid, (1.006) fenpropidin, (1.007) fenpropimorph, (1.008) fenpyrazamine, (1.009) Flyutiooxconazole, (1.010) fluquinconazole, (1.011) flutriafol, (1.012) hexaconazole, (1.013) imaza (l1il,.014) imazalil sulfate, (1.015) ipconazole, (116.)0 ipfentrifluconazole, (1.017) mefentrifluconazole1,.0 (18) metconazole, (1.019) myclobutanil, (1.020) paclobutrazol, (1.021) penconazole, (1.022) prorcahzl,o (1.023) propiconazole, (1.024) prothiocona,zole (1.025) pyrisoxazole, (1.026) spiroxamine, (1.02 t7e)buconazole, (1.028) tetraconazole, (1.029) triadimenol, (1.030) tridemorph, (1.031) triticonoalez, (1.032) 4-[[6-[(2R)-2-(2,4-difluorophenyl)-1-,1 difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1l-)ypropyl]-3-pyridyl]oxy]benzonitrile, (1.033) 4-[[-6 [(2S)-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydrox-3y-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile, (1.034) (2R)-2-[4-(4-chrlo phenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.035) (2S)-2-[4-(4-chrolophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4- triazol-1-yl)propan-2-ol, (1.036) 1-({(2R,4S)-2-[c2h-loro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3- dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.037)( 1{(-2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]- 4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazeo,l (1.038) 2-[6-(4-bromophenoxy)-2-(trifluoro- methyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2l-,o (1.039) 2-[6-(4-chlorophenoxy)-2-(trifluoro- methyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2l-,o (1.040) 3-[2-(1-chlorocyclopropyl)-3-(3-chloro--2 fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbotrnilie, (1.041) methyl 2-[2-chloro-4-(4-chloro- phenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-pyrl)opanoate, (1.042) methyl (2R)-2-[2-chloro-4-(4- chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazoly-1l)-propanoate, (1.043) methyl (S)-2-[2-chloro-4-(4- chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazoly-1l)-propanoate, (1.044) N'-(2,5-dimethyl-4-(2- methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide, (1.045) N'-(2-chloro-4-(4-cyanobenzyl)-5- methylphenyl)-N-ethyl-N-methylformimidamide, (1.0)46 N'-(2-chloro-4-(4-methoxybenzyl)-5-methyl-phenyl)-N-ethyl-N-methylformimidamide, (1.047) N2'-( chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide, (1.048) N'-(4-benzyl-2-chlo-5ro-methylphenyl)-N-ethyl-N-methylformimid- amide, (1.049) N'-[2-chloro-4-(2-fluorophenoxy)-5e-tmhylphenyl]-N-ethyl-N-methylimidoformamide, (1.050) N'-[5-bromo-6-(2,3-dihydro-1H-inden-2-ylo)x-2y-methylpyridin-3-yl]-N-ethyl-N-methylimido- formamide, (1.051) N'-{4-[(4,5-dichloro-1,3-thiaz-2o-lyl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methyl- imidoformamide, (1.052) N'-{5-bromo-2-methyl-6-[(p1r-opoxypropan-2-yl)oxy]pyridin-3-yl}-N-ethyl- N-methylimidoformamide, (1.053) N'-{5-bromo-6-[(1-R1)-(3,5-difluorophenyl)ethoxy]-2-methyl- pyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.045) N'-{5-bromo-6-[(1S)-1-(3,5-difluoro- phenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-meythlimidoformamide, (1.055) N'-{5-bromo-6-[(cis- 4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-Ne-thyl-N-methylimidoformamide, (1.056) N'-{5- BCS243002 FC -40-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methpyl ridin-3-yl}-N-ethyl-N-methylimidoformamide,(1.057) N'-{5-bromo-6-[1-(3,5-difluorophenyl)etho]x-2y-methylpyridin-3-yl}-N-ethyl-N-methylimido- formamide, (1.058) N-isopropyl-N'-[5-methoxy-2-myelt-h4-(2,2,2-trifluoro-1-hydroxy-1-phenyl- ethyl)phenyl]-N-methylimidoformamide, (1.059) p-ytolml ethyl 4-[(E)-[ethyl(methyl)amino]methylene- amino]-2,5-dimethyl-benzoate, (1.060) N'-(2,5-dihmyel-t4-phenoxy-phenyl)-N-ethyl-N-methyl-form- amidine. 2) Inhibitors of the respiratory chain at comple oxr I II, for example (2.001) benzovindiflupyr, (2.002) bixafen, (2.00 b3o)scalid, (2.004) carboxin, (2.005) cyclobutriflmur,a (2.006) flubeneteram, (2.007) fluindapyr, (2.00l8u)op f yram, (2.009) flutolanil, (2.010) fluxapyroxad, (2.011) furametpyr, (2.012) inpyrfluxam, (2.013o)f Iestamid, (2.014) isoflucypram, (2.015) isopyrazam, (2.016) penflufen, (2.017) penthiopyrad, (2.018)di pfluymetofen, (2.019) pyrapropoyne, (2.020) pyraziflumid, (2.021) sedaxane, (2.022) Thifluzaemi (daka trifluzamide), (2.023) 5,8-difluoro-N-[2-(2- fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.024) 5-chloro-N-[2- [1-(4-chlorophenyl)pyrazol-3-yl]oxyethyl]-6-ethyly-primidin-4-amine, (2.025) N-[2-[1-(4-chloro-phenyl)pyrazol-3-yl]oxyethyl]quinazolin-4-amine,.0 (26) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluor-omethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, .0 (27) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (28.0) 3-(difluoromethyl)-1-methyl-N-(1,1,3- trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-c4a-rboxamide, (2.029) 3-(difluoromethyl)-1- methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-ind-e4n-yl]-1H-pyrazole-4-carboxamide, (2.030) 3- (difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-,23-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole- 4-carboxamide, (2.031) 3-(difluoromethyl)-N-[(3S-)f-l7uoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4- yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032)( N1-R[,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro- 1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-tmhyel-1H-pyrazole-4-carboxamide, (2.033) N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydr,o4-1 methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.034) N-[1-(-2d,i4chlorophenyl)-1-methoxypropan-2-yl]-3- (difluoromethyl)-1-methyl-1H-pyrazole-4-carboxam,ide (2.035) 5-chloro-1,3-dimethyl-N-[(3S)-1,1,3- trimethyl-3H-isobenzofuran-4-yl]pyrazole-4-carboxiadme, (2.036) 5-chloro-1,3-dimethyl-N-[(3R)-1,1,3- trimethyl-3H-isobenzofuran-4-yl]pyrazole-4-carboxiadme, (2.037) N-[2-[(1S)-1,3-dimethyl- butyl]phenyl]-5-fluoro-1,3-dimethyl-pyrazole-4-caorxbamide, (2.038) N-[2-[(1R)-1,3-dimethyl- butyl]phenyl]-5-fluoro-1,3-dimethyl-pyrazole-4-caorxbamide, (2.039) 3-(difluoromethyl)-N-methoxy-1- methyl-N-[(1S)-1-methyl-2-(2,4,6-trichlorophenylh)eytl]pyrazole-4-carboxamide, (2.040) 3-(difluoro- methyl)-N-methoxy-1-methyl-N-[(1R)-1-methyl-2-(26,4-t,richlorophenyl)ethyl]pyrazole-4-carbox- amide, (2.041) N-[2-[(1S)-1,3-dimethylbutyl]-3-thniyel]-1-methyl-3-(trifluoromethyl)pyrazole-4-carbox- amide, (2.042) N-[2-[(1R)-1,3-dimethylbutyl]-3-thniyel]-1-methyl-3-(trifluoromethyl)pyrazole-4- carboxamide, (2.043) N-[rac-(1S,2S)-2-(2,4-dichplohreonyl)cyclobutyl]-2-(trifluoromethyl)nico- tinamide, (2.044) 2-(difluoromethyl)-N-(3-ethyl-1-d,1imethyl-indan-4-yl)pyridine-3-carboxamide. BCS243002 FC -41- 3) Inhibitors of the respiratory chain at compleIxI, I for example (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumeythsotrxobin, (3.005) coumoxystrobin, (3.006) cyazofamid, (3.007) dimoxystrobin, (3.008) enoxoabsitnr, (3.009) famoxadone, (3.010) fenamidone, (3.011) fenpicoxamid, (3.012) florylpicoxamid, (31.30) flufenoxystrobin, (3.014) fluoxastrobin, (3.0)15 kresoxim-methyl, (3.016) mandestrobin, (3.017) mryelptaicoxamid, (3.018) metominostrobin, (3.019) metyltetraprole, (3.020) orysastrobin, (3.021) pxiycsotrobin, (3.022) pyraclostrobin, (3.023)pyrametostrobin, (3.024) pyraoxystrobin, (3.025r)ib peyncarb, (3.026) trifloxystrobin, (3.027) (2E){-2 --[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2- (methoxyimino)-N-methylacetamide, (3.028) (2E,3Z-{)[-15-(4-chloro-2-fluorophenyl)-1H-pyrazol-3- yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enami,de (3.029) (2E,3Z)-5-{[1-(4-chlorophenyl)-1H- pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpe-n3t-enamide, (3.030) (2R)-2-{2-[(2,5-dimethyl- phenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.031) (2S)-2-{2-[(2,5-dimethylphe-noxy)methyl]phenyl}-2-methoxy-N-methylacetamide,.0 (32) (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enam,id (e3.033) methyl (Z)-2-(5-cyclohexyl-2-methyl- phenoxy)-3-methoxy-prop-2-enoate, (3.034) methyl )-2 (-Z(5-cyclopentyl-2-methyl-phenoxy)-3- methoxy-prop-2-enoate, (3.035) methyl (Z)-3-meth-o2x-[y2-methyl-5-(3-propylpyrazol-1- yl)phenoxy]prop-2-enoate, (3.036) methyl (Z)-3-moextyh-2-[2-methyl-5-[3-(trifluoromethyl)pyrazol-1- yl]phenoxy]prop-2-enoate, (3.037) ethyl (Z)-2-[5--i(s3opropylpyrazol-1-yl)-2-methyl-phenoxy]-3- methoxy-prop-2-enoate, (3.038) methyl {5-[3-(2,4m-deithylphenyl)-1H-pyrazol-1-yl]-2-methyl- benzyl}carbamate, (3.039) (2E)-2-methoxyimino-N-hmyel-t2-[3-methyl-2-[[(E)-1-[3-(trifluoro- methyl)phenyl]ethylideneamino]oxymethyl]phenyl]aacmetide, (3.040) (2E)-2-[2-[[(E)-1-(3,5-difluoro- phenyl)ethylideneamino]oxymethyl]-3-methyl-phen2yl-]m- ethoxyimino-N-methyl-acetamide, (3.041) [rac-2-(4-bromo-7-fluoro-indol-1-yl)-1-methyl-propl]y (2S)-2-[(3-hydroxy-4-methoxy-pyridine-2- carbonyl)amino]propanoate, (3.042) [rac-2-(7-bro4m-folu-oro-indol-1-yl)-1-methyl-propyl] (2S)-2-[(3- acetoxy-4-methoxy-pyridine-2-carbonyl)amino]propatneo, (3.043) [rac-2-(7-bromoindol-1-yl)-1- methyl-propyl] (2S)-2-[(3-hydroxy-4-methoxy-pyridein-2-carbonyl)amino]propanoate, (3.044) [rac-2- (3,5-dichloro-2-pyridyl)-1-methyl-propyl] (2S)-2-3[(-hydroxy-4-methoxy-pyridine-2- carbonyl)amino]propanoate, (3.045) [(1S)-1-[1-(1p-hntahyl)cyclopropyl]ethyl] (2S)-2-[(3-acetoxy-4- methoxy-pyridine-2-carbonyl)amino]propanoate, (36.)04 [(1S)-1-[1-(1-naphthyl)cyclopropyl]ethyl] (2S)-2-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)ianmo]propanoate, (3.047) [(1S)-1-[1-(1- naphthyl)cyclopropyl]ethyl] (2S)-2-[[3-(acetoxymeotxhy)-4-methoxy-pyridine-2-carbonyl]amino]pro- panoate, (3.048) [2-[[(1S)-2-[(1RS,2SR)-2-(3,5-dloicroh-2-pyridyl)-1-methyl-propoxy]-1-methyl-2-oxo- ethyl]carbamoyl]-4-methoxy-3-pyridyl]oxymethyl 2-mtheylpropanoate, (3.049) 2-[cyano-(2,6-difluoro- 4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methl-ythiazole-4-carboxamide, (3.050) 2-[cyano-(2,6- difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]ocnta-3-yl-thiazole-4-carboxamide, (3.051) 2-[cyano- (2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thaizole-4-carboxamide, (3.052) 2-[acetyl-(2,6- difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobut)y-l5-methyl-thiazole-4-carboxamide, (3.053) 2- [(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amin-oN]-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4- BCS243002 FC -42- carboxamide, (3.054) 2-[(2,6-difluoro-4-pyridyl)-(m2ethoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)- 5-methyl-thiazole-4-carboxamide, (3.055) 2-[(2,6fl-udoiro-4-pyridyl)-(tetrahydrofuran-3- carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-meth-Nyl-(tetrahydrofuran-3-carbonyl)thiazole-4- carboxamide, (3.056) 2-[(2,6-difluoro-4-pyridyl)e-(trtahydrofuran-3-carbonyl)amino]-N-(2,2- dimethylcyclobutyl)-5-methyl-thiazole-4-carboxam,ide (3.057) 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3- carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-meth-tyhliazole-4-carboxamide, (3.058) 2-[(2,6- difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)anmoi]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole- 4-carboxamide, (3.059) N-(3-ethyl-3,5,5-trimethycllcoyhexyl)-3-formamido-2-hydroxybenzamide. 4) Inhibitors of the mitosis and cell division,r f eoxample (4.001) carbendazim, (4.002) diethofebn,car (4.003) ethaboxam, (4.004) fluopicolide, (4.005)uo fplimomide, (4.006) metrafenone, (4.007) pencycuron, (4.008) pyridachlometyl, (4.009) pyerinoofne (chlazafenone), (4.010) thiabendazole, (4).011 thiophanate-methyl, (4.012) zoxamide, (4.013) 3o-rcoh-l5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6- methylpyridazine, (4.014) 3-chloro-5-(6-chloropyinri-d3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyri- dazine, (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2,i6fl-udorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.016) 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-oflruophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.017) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophe)n-1y,l3-dimethyl-1H-pyrazol-5-amine, (4.018) 4- (2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophen)-y1l,3-dimethyl-1H-pyrazol-5-amine, (4.019) 4-(2- bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimeylt-h1H-pyrazol-5-amine, (4.020) 4-(2-bromo-4- fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-prayzol-5-amine, (4.021) 4-(2-chloro-4-fluoro- phenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyzroal-5-amine, (4.022) 4-(2-chloro-4-fluorophenyl)- N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyraz-5o-lamine, (4.023) 4-(2-chloro-4-fluorophenyl)-N- (2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine4,.0 (24) 4-(2-chloro-4-fluorophenyl)-N-(2-fluoro- phenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.025) (44--chlorophenyl)-5-(2,6-difluorophenyl)-3,6- dimethylpyridazine, (4.026) N-(2-bromo-6-fluorophyel)n-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H- pyrazol-5-amine, (4.027) N-(2-bromophenyl)-4-(2-ocrhol-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5- amine, (4.028) N-(4-chloro-2,6-difluorophenyl)-4--c(2hloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol- 5-amine. 5) Compounds capable to have a multisite actiorn e,x foample (5.001) bordeaux mixture, (5.002) capl,tafo (5.003) captan, (5.004) chlorothalonil, (5.005)p ceorp hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, (5.008) copper oxychloride, (5.00o9p)p cer(2+) sulfate, (5.010) dithianon, (5.011) doed,in (5.012) folpet, (5.013) mancozeb, (5.014) mane.b0,1 (55) metiram, (5.016) metiram zinc, (5.017) oxine- copper, (5.018) propineb, (5.019) sulfur and su plfruerparations including calcium polysulfide, (5.0)20 thiram, (5.021) zineb, (5.022) ziram, (5.023) 6y-el-t5h,7-dioxo-6,7-dihydro-5H- pyrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazol-e3-carbonitrile. BCS243002 FC -43- 6) Compounds capable to induce a host defence e,x faomr ple (6.001) acibenzolar-S-methyl, (6.002) fosetyl-aluminium, (6.003) fosetyl-calcium, (6.004 f)osetyl-sodium, (6.005) isotianil, (6.006) phosphorous acid and its salts, (6.007) proben,a (z6o.l0e08) tiadinil. 7) Inhibitors of the amino acid and / or protein byinotshesis, for example (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloridea htyed,r (7.004) oxytetracycline, (7.005) pyrimethanil 8) Inhibitors of the ATP production, for example.0 (081) silthiofam. 9) Inhibitors of the cell wall synthesis, for exalmep (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mdaipnropamid, (9.006) pyrimorph, (9.007) valifena,late (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropdyirni-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.0)09 (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-)y-1l -(morpholin-4-yl)prop-2-en-1-one. 10) Inhibitors of the lipid synthesis or transpo ortr, membrane synthesis, for example (10.001) fluoxapiprolin, (10.002) natamycin, (10.003) oxatphiiprolin, (10.004) propamocarb, (10.005) propamocarb hydrochloride, (10.006) propamocarbe-tfyolaste, (10.007) tolclofos-methyl, (10.008) 1-(4- {4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxzaol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5- methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethano,ne (10.009) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)- 4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}pipiedrin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyra- zol-1-yl]ethanone, (10.01) 2-{(5R)-3-[2-(1-{[3,5-sb(idifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin- 4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-}y-3l -chlorophenyl methanesulfonate, (10.011) 2-{(-5S) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]caetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydr-o 1,2-oxazol-5-yl}-3-chlorophenyl methanesulfonat1e0,. (012) 3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H- pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-l]y-1,5-dihydro-2,4-benzodioxepin-6-yl methane- sulfonate, (10.013) 9-fluoro-3-[2-(1-{[5-methyl-3tr-i(fluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin--4 yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxep-6in-yl methanesulfonate, (10.014) 3-[2-(1-{[3,5- bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidni-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodio- xepin-6-yl methanesulfonate, (10.015) 3-[2-(1-{[-3b,i5s(difluoromethyl)-1H-pyrazol-1- yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-9-fluoor-1,5-dihydro-2,4-benzodioxepin-6-yl methane- sulfonate. 11) Inhibitors of the melanin biosynthesis, form expale (11.001) tolprocarb, (11.002) tricyclazole. 12) Inhibitors of the nucleic acid synthesis, foxram eple (12.001) benalaxyl, (12.002) benalaxyl-M (kiralaxyl), (12.003) metalaxyl, (12.004) metala-xMyl (mefenoxam). 13) Inhibitors of the signal transduction, for expalem (13.001) fludioxonil, (13.002) iprodione, (1033.0) procymidone, (13.004) proquinazid, (13.005) quinfoexny, (13.006) vinclozolin. 14) Compounds capable to act as an uncoupler,xa fomrp ele (14.001) fluazinam, (14.002) meptyldinocap. BCS243002 FC -44- 15) Further compounds, for example (15.001) abcsc aicsiid, (15.002) aminopyrifen, (15.003) benthia,zole (15.004) bethoxazin, (15.005) capsimycin, (15.00 c6a)rvone, (15.007) chinomethionat, (15.008) chloroinconazide, (15.009) cufraneb, (15.010) cfyefnluamid, (15.011) cymoxanil, (15.012) cyprosulfamide, (15.013) dipymetitrone, (15.014)ta Dg-atose, (15.015) feneptamidoquin, (15.016) flufenoxadiazam, (15.017) flumetylsulforim, (15.0)1 f8lutianil, (15.019) ipflufenoquin, (15.020) metlhy isothiocyanate, (15.021) mildiomycin, (15.022) neilck dimethyldithiocarbamate, (15.023) nitrothal- isopropyl, (15.024) oxyfenthiin, (15.025) pentacrholpohenol and salts, (15.026) picarbutrazox, (15).027 quinofumelin, (15.028) tebufloquin, (15.029) tectalolafm, (15.030) tolnifanide, (15.031) 2-(6- benzylpyridin-2-yl)quinazoline, (15.032) 2-[6-(3u-folro-4-methoxyphenyl)-5-methylpyridin-2-yl]quina- zoline, (15.033) 2-phenylphenol and salts, (15.043-4am) ino-5-fluoropyrimidin-2-ol (tautomeric form-: 4 amino-5-fluoropyrimidin-2(1H)-one), (15.035) 4-ox4o-[-(2-phenylethyl)amino]butanoic acid, (15.036) 5- amino-1,3,4-thiadiazole-2-thiol, (15.037) 5-chloNro'--phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfono-hydrazide, (15.038) 5-fluoro-2-[(4-fluorobenzyl)o]pxy rimidin-4-amine, (15.039) 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.040) buty-3n- 1-yl {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-ycl}arbamate, (15.041) ethyl (2Z)-3-amino-2-cyano- 3-phenylacrylate, (15.042) methyl 2-[acetyl-[2-elsthuylfonyl-4-(trifluoromethyl)benzoyl]amino]-5- (trifluoromethoxy)benzoate, (15.043) N-acetyl-N-b[r2o-mo-4-(trifluoromethoxy)phenyl]-2-ethyl- sulfonyl-4-(trifluoromethyl)benzamide, (15.044) pnhaezine-1-carboxylic acid, (15.045) propyl 3,4,5- trihydroxybenzoate, (15.046) quinolin-8-ol, (15.0)4 q7uinolin-8-ol sulfate (2:1), (15.048) (2R)-2-beynl-zN-(8-fluoro-2-methyl-3-quinolyl)-2,4-dimethyl-pennta mide, (15.049) (2S)-2-benzyl-N-(8-fluoro-2-methyl-3-quinolyl)-2,4-dimethyl-pentanamide, (150.0)51-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (105.1) 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline, (15.052) 1-(5fl-uoromethyl)-6-methyl-pyridin-3-yl)-4,4-difluoro- 3,3-dimethyl-3,4-dihydroisoquinoline, (15.053) 1,-6(-5dimethylpyridin-3-yl)-4,4-difluoro-3,3-dimethyl- 3,4-dihydroisoquinoline, (15.054) 1-(6-(difluoromheylt)-5-methoxy-pyridin-3-yl)-4,4-difluoro-3,3- dimethyl-3,4-dihydroisoquinoline, (15.055) 1-(6-f(ludoi romethyl)-5-methyl-pyridin-3-yl)-4,4-difluoro- 3,3-dimethyl-3,4-dihydroisoquinoline, (15.056) 4d,i4fl-uoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5- a]pyridin-3-yl)isoquinoline, (15.057) 1-(6,7-dimeytlhpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3- dimethyl-isoquinoline, (15.058) 1-(6,7-dimethylpzyoralo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl- 3,4-dihydroisoquinoline, (15.059) 2-{2-fluoro-6-[-(f8luoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2- ol, (15.060) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4h-dyidroisoquinolin-1-yl)quinoline, (15.061) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl8)- fluoroquinoline, (15.062) 3-(4,4-difluoro-5,5-dimethyl-4,5-dihydrothieno[2,3-c]pyridin-7-yl)quinlinoe, (15.063) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4- dihydroisoquinolin-1-yl)quinoline, (15.064) 4,4-lduiof ro-3,3-dimethyl-1-(4-methylbenzimidazol-1- yl)isoquinoline, (15.065) 4,4-difluoro-3,3-dimeth-1y-l(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquino- line, (15.066) 5-bromo-1-(5,6-dimethylpyridin-3--y3l),3-dimethyl-3,4-dihydroisoquinoline, (15.067)- 7,8 difluoro-N-[rac-1-benzyl-1,3-dimethyl-butyl]quinonlei -3-carboxamide, (15.068) 8-fluoro-3-(5-fluoro- 3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)-iqnouline, (15.069) 8-fluoro-3-(5-fluoro-3,3-dimeth-yl BCS243002 FC -45- 3,4-dihydroisoquinolin-1-yl)-quinoline, (15.070)fl 8u-oro-N-(4,4,4-trifluoro-2-methyl-1-phenylbutan-2- yl)quinoline-3-carboxamide, (15.071) 8-fluoro-N-R[()1-1-[(3-fluorophenyl)methyl]-1,3-dimethyl- butyl]quinoline-3-carboxamide, (15.072) 8-fluoro-[(N1-S)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl- butyl]quinoline-3-carboxamide, (15.073) 8-fluoro-[(N2-S)-4,4,4-trifluoro-2-methyl-1-phenylbutan-2- yl]quinoline-3-carboxamide, (15.074) 8-fluoro-N-c[r-a1-[(3-fluorophenyl)methyl]-1,3-dimethyl- butyl]quinoline-3-carboxamide, (15.075) 9-fluoro2--2d,imethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4- benzoxazepine, (15.076) N-(2,4-dimethyl-1-phenytlapne-n2-yl)-8-fluoroquinoline-3-carboxamide, (15.077) N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-7,8if-lduoro-quinoline-3-carboxamide, (15.078) N-[(1S)- 1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinolin-3e-carboxamide, (15.079) N-[(2S)-2,4-dimethyl-1- phenylpentan-2-yl]-8-fluoroquinoline-3-carboxamide (1,5.080) rac-2-benzyl-N-(8-fluoro-2-methyl-3- quinolyl)-2,4-dimethyl-pentanamide, (15.081) (5R3S-[)3--(3-cyclopropyl-2-fluorophenoxy)-6- methylpyridazin-4-yl]-5-(2,4-dimethylbenzyl)-5,6-hdyidro-4H-1,2,4-oxadiazine, (15.082) (5S)-3-[3-(3- cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4]--y5l-(2,4-dimethylbenzyl)-5,6-dihydro-4H-1,2,4- oxadiazine, (15.083) (5RS)-5-(4-bromo-2-methylbel)n-3zy-[3-(3-chloro-2-fluorophenoxy)-6-methyl- pyridazin-4-yl]-5,6-dihydro-4H-1,2,4-oxadiazine, 5 (.1084) (5RS)-3-[3-(3-chloro-2-fluorophenoxy)-6- methylpyridazin-4-yl]-5-(2-chloro-4-methylbenzyl),-65-dihydro-4H-1,2,4-oxadiazine, (15.085) (5S)-5- (4-bromo-2-methylbenzyl)-3-[3-(3-chloro-2-fluoropnhoexy)-6-methylpyridazin-4-yl]-5,6-dihydro-4H- 1,2,4-oxadiazine, (15.086) (5R)-3-[3-(3-chloro-u2o-frlophenoxy)-6-methylpyridazin-4-yl]-5-(2-chloro- 4-methylbenzyl)-5,6-dihydro-4H-1,2,4-oxadiazine,5. (0187) (5S)-3-[3-(3-chloro-2-fluorophenoxy)-6- methylpyridazin-4-yl]-5-(2-chloro-4-methylbenzyl),-65-dihydro-4H-1,2,4-oxadiazine, "(15.088) 6- chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,d4i-methylphenyl)-2,2-difluoroethyl]-5- methylpyridazine-4-carboxamide, ", (15.089) 3-(3o-mbro-2-fluoro-phenoxy)-6-chloro-N-[2-(2-chloro-4- methylphenyl)-2,2-difluoroethyl]-5-methylpyridazi-n4e-carbox-amide, (15.090) 6-chloro-N-[2-(2- chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyocplropyl-2-fluoro-phenoxy)-5-methylpyridazine-4- carboxamide, (15.091) 6-chloro-3-(3-cyclopropyll-u2o-frophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2- difluoroethyl]-5-methylpyridazine-4-carboxamide,5 (.0192) 6-chloro-3-(3-chloro-2-fluorophenoxy)-N- [2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methpyylridazine-4-carbox-amide, (15.093) N-[2-(2-bromo-4-methylphenyl)-2,2-difluoroethyl]-6-chloro-(-3 -cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide, (15.094) 1,1-diethyl-43- [[5[-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.095) 1,3-dimethoxy-1--[[[54-(trifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]urea, (15.096) 1-[[3-fluoro-4-(5tr-i(fluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl]methyl]azepan-2-one, (15.097) 1-[[4-[5ri-f(lutoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]piperidin-2-one, (15.098) 1-methyo-1x-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]urea, (15.099) 1-mexthy-o3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]urea, (15.100) 2-(duioflromethyl)-5-[2-[1-(2,6-difluorophenyl)cyclo- propoxy]pyrimidin-5-yl]-1,3,4-oxadiazole, (15.101) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl]phenyl]acetamide, (15.102) -d 3i,m3ethyl-1-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]piperidin-2-one, (150.31) 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)- BCS243002 FC -46- 1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.104) ,4- 4dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one, (1150.5) 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, 5 (.106) 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl dimethylcarbamate, (15.107) 5,5-dimet2h-y[l[-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]isoxazolidin-3-one, (15.108) 5-([5d-ifluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[(1R)-1- (2,6-difluorophenyl)ethyl]pyrimidin-2-amine, (15.91)0 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N- [(1R)-1-(2,6-difluorophenyl)propyl]pyrimidin-2-amein, (15.110) 5-[5-(difluoromethyl)-1,3,4-oxadiazol- 2-yl]-N-[(1R)-1-(2-fluorophenyl)ethyl]pyrimidin-2-maine, (15.111) 5-[5-(difluoromethyl)-1,3,4-oxadia- zol-2-yl]-N-[(1R)-1-(2-fluorophenyl)ethyl]pyrimidi-n2-amine, (15.112) 5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[(1R)-1-(3,5-difluorophenyl)eth]yplyrimidin-2-amine, (15.113) 5-[5-(difluoromethyl)- 1,3,4-oxadiazol-2-yl]-N-[(1R)-1-phenylethyl]pyrimiind-2-amine, (15.114) 5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl]priymidin-2-amine, (15.115) 5-methyl-1-[[4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]metlh]pyyrrolidin-2-one, (15.116) ethyl 1-{4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}-1H-yprazole-4-carboxylate, (15.117) methyl {4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}carbmaate, (15.118) N-(1-methylcyclopropyl)-4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, 15 (.119) N-(2,4-difluorophenyl)-4-[5-(trifluoro- methyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.120) 2- Nd,imethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]propanamide, (15.121 N),N-dimethyl-1-{4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]benzyl}-1H-1,2,4-triazol-3-amine, 5 (.1122) N-[(E)-methoxyiminomethyl]-4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, 15 (.123) N-[(E)-N-methoxy-C-methyl-carbon- imidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-l]ybenzamide, (15.124) N-[(Z)-methoxyimino- methyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-]yblenzamide, (15.125) N-[(Z)-N-methoxy-C-methyl- carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiaolz-3-yl]benzamide, (15.126) N-[[2,3-difluoro-4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]metlh]-y3,3,3-trifluoro-propanamide, (15.127) N-[[4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]metlh]pyropanamide, (15.128) N-[4-[5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxam,i (d1e5.129) N-{2,3-difluoro-4-[5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl]benzyl}butanamide, (15.130) {4 N--[5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl]benzyl}cyclopropanecarboxamide, (15.131) N-{4--([t5rifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl}propanamide, (15.132) N-allyl-N-[[4-[5-r(iftluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]acetamide, (15.133) N-allyl-N-[[[45--(trifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]propanamide, (15.134) N-ethyl-2-tmhyel-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]propanamide, (15.135) N-methoNxy-[-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl]methyl]cyclopropanecarboxamide, (15.13 N6-)methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]benzamide, (15.137) N-methyl-4-[5-(trifluoromtheyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide, (15.138) N-methyl-N-phenyl-4-[5-(trifluoromethyl),-21,4-oxadiazol-3-yl]benzamide, (15.139) 2,2-difluoro-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazo3l- yl]phenyl]acetic acid, (15.14) ethyl 1-[[4-[(Z)--2ethoxy-3,3,3-trifluoro-prop-1-enoxy]phenyl]methyyl]rpazole-4-carboxylate, (15.141) ethyl 1-[[4-[[2- (trifluoromethyl)-1,3-dioxolan-2-yl]methoxy]phenyml]ethyl]pyrazole-4-carboxylate, (15.142) N-(2,2,2- BCS243002 FC -47- trifluoroethyl)-2-[[4-[5-(trifluoromethyl)-1,2,4-oaxdiazol-3-yl]phenyl]methyl]oxazole-4-carboxamide, (15.143) N-[(2S)-1-{3-[(2RS)-2-(5-fluoro-2-methoxhyepnyl)-2-hydroxyethyl]-5-[(1E)-N-isopropoxy- ethanimidoyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2Hy)l-}propan-2-yl]-2-methylpropanamide, (15.144) N-[(2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroyxethyl]-5-[(1E)-N-isopropoxyethanimidoyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbuta2n- yl]-2-methylpropanamide, (15.145) N-[(2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-[5(-1E)-N-isopropoxyethanimidoyl]-2,6-dioxo-3,6- dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl]-2,2d-imethylpropanamide, (15.146) N-[(2S)-1-{3-[2- hydroxy-2-(2-methoxyphenyl)ethyl]-5-[(1E)-N-isoproxpyethanimidoyl]-2,6-dioxo-3,6-dihydropyri- midin-1(2H)-yl}propan-2-yl]-2-methylpropanamide, 5 (.1147) N-[(2S)-1-{3-[2-(2-cyanoethoxy)-2-(5- fluoro-2-methoxyphenyl)ethyl]-5-[(1E)-N-isopropoxtyheanimidoyl]-2,6-dioxo-3,6-dihydropyrimidin- 1(2H)-yl}propan-2-yl]-2-methylpropanamide, (15.148) N-[(2S)-1-{3-[(2R)-2-(5-fluoro-2-methoxy- phenyl)-2-hydroxyethyl]-5-[(1E)-N-isopropoxyethanidimoyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)- yl}propan-2-yl]-2-methylpropanamide, (15.149) N-S[()2-1-{3-[(2R)-2-(5-fluoro-2-methoxyphenyl)-2- hydroxyethyl]-5-[(1E)-N-isopropoxyethanimidoyl]-2-,d6ioxo-3,6-dihydropyrimidin-1(2H)-yl}-3- methylbutan-2-yl]-2-methylpropanamide. All named mixing partners of the classes (1) to) ( a1s5 described here above can be present in tmhe o ffor the free compound or, if their functional groupsab elne this, an agrochemically active salt thereof.The compound of formula (I) and the composition th oef invention may also be combined with one ormore biological control agents.As used herein, the term ”biological control” isfi dne d as control of harmful organisms such as aphytopathogenic fungi and / or insects and / or aca arindds / or nematodes by the use or employment of a biological control agent. As used herein, the term “biological control age inst” defined as an organism other than the harmful organisms and / or proteins or secondary metabso plirtoeduced by such an organism for the purpose of biological control. Mutants of the second organ sishmall be included within the definition of the boioglical control agent. The term “mutant” refers to a vatri oafn the parental strain as well as methods foari onbintg a mutant or variant in which the pesticidal acytiv isit greater than that expressed by the parenrtaainl . st The ”parent strain“ is defined herein as the oraigli sntrain before mutagenesis. To obtain such msuta hnet parental strain may be treated with a chemical su acsh N-methyl-N'-nitro-N-nitrosoguanidine, ethylmethanesulfone, or by irradiation using gamm x-ara,y, or UV-irradiation, or by other means well known to those skilled in the art. Known mechanis omfs biological control agents comprise enteric bacteria that control root rot by out-competingg fiu fnor space on the surface of the root. Bacte torixailns, such as antibiotics, have been used to controlo pgaetnhs. The toxin can be isolated and applied dlyire toctthe plant or the bacterial species may be admrineidst seo it produces the tox iin situ. BCS243002 FC -48- A ”variant” is a strain having all the identifyin cgharacteristics of the NRRL or ATCC Accession Numrsbe as indicated in this text and can be identified ha avsing a genome that hybridizes under condition hsig ohf stringency to the genome of the NRRL or ATCC Accioenss Numbers. “Hybridization” refers to a reaction in which onre m oore polynucleotides react to form a complexi tshat stabilized via hydrogen bonding between the bafs tehse o nucleotide residues. The hydrogen bonding may occur by Watson-Crick base pairing, Hoogstein bningd, i or in any other sequence-specific manner. The complex may comprise two strands forming a duptleruxc sture, three or more strands forming a multi- stranded complex, a single self-hybridizing stra onrd a,ny combination of these. Hybridization reancstio can be performed under conditions of differentin “sgterncy”. In general, a low stringency hybridizantioreaction is carried out at about 40 °C in 10 X S oSrC a solution of equivalent ionic strength / tempuerrea.tA moderate stringency hybridization is typicallyrf poermed at about 50 °C in 6 X SSC, and a high stringency hybridization reaction is generally poermrfed at about 60 °C in 1 X SSC. A variant of the indicated NRRL or ATCC Accessionum Nber may also be defined as a strain having agenomic sequence that is greater than 85%, mofre ra pbrely greater than 90% or more preferably greaterthan 95% sequence identity to the genome of theica intedd NRRL or ATCC Accession Number. A polynucleotide or polynucleotide region (or a poelpyptide or polypeptide region) has a certain peracgeent (for example, 80%, 85%, 90%, or 95%) of “sequendceent iity” to another sequence means that, when aligned, that percentage of bases (or amino ac airdes) the same in comparing the two sequences. This alignment and the percent homology or sequencetit iyde cnan be determined using software programs known in the art, for example, those describedu inrre Cnt Protocols in Molecular Biology (F. M. Ausulbe et al., eds., 1987). NRRL is the abbreviation for the Agricultural Rersceha Service Culture Collection, an international depositary authority for the purposes of deposinicgro morganism strains under the Budapest treatyhe on t international recognition of the deposit of micrgoaonrisms for the purposes of patent procedure, g havin the address National Center for Agricultural Uatiltiizon Research, Agricultural Research service, U.S. Department of Agriculture, 1815 North universityre Sett, Peroira, Illinois 61604 USA. ATCC is the abbreviation for the American Type Curuelt Collection, an international depositary autthyorifor the purposes of deposing microorganism stra uin dser the Budapest treaty on the internationalrecognition of the deposit of microorganisms foer t phurposes of patent procedure, having the addressATCC Patent Depository, 10801 University Blvd., Maasnsas, VA 10110 USA. Examples of biological control agents which may co bmebined with the compound of formula (I) and the composition of the invention are: (A) Antibacterial agents selected from the grou:p of BCS243002 FC -49- (A1) bacteria, such as (A1.1 B)acillus subtilis, in particular strain QST713 / AQ713 (available as SERENADE OPTI or SERENADE ASO from Bayer CropScieen LcP, US, having NRRL Accession No. B21661, U.S. Patent No.6,060,051); (A1 B.2a)cillus sp., in particular strain D747 (available as DOUBLE NICKEL®from Kumiai Chemical Industry Co., Ltd.), havingcc Aession No. FERM BP-8234, U.S. Patent No.7,094,592; (A1.3 B)acillus pumilus, in particular strain BU F-33, having NRRL Acceosnsi No.50185 (available as part of the CARTISS®A product from BASF, EPA Reg. No. 71840-19); (A1 B.4a)cillus subtilis var. amyloliquefaciens train FZB24 having Accession No. DSM 10271 (aavbaleil from Novozymes as TAEGR®O or TAEGRO®ECO (EPA Registration No.70127-5)); (A1. a5 P)aenibacillus sp. strain having Accession No. NRRL B-50972 ore Ascscion No. NRRL B-67129, WO 2016 / 154297; (A1.6) Bacillus subtilis strain BU1814, (available as VELOND®IS PLUS, VELONDIS®FLEX and VELONDIS®EXTRA from BASF SE); (A1.7) Bacillus mojavensis train R3B (Accession No. NCAIM (P) B001389) (WO 2013 / 034938) from Certis USA LL aC s,ubsidiary of Mitsui & Co.; (A1.8 B)acillus subtilis CX-9060 from Certis USA LLC, a subsidiary of Miits &u Co.; (A1.9) Paenibacillus polymyx,a in particular strain AC-1 (e.g. TOPSEE®D from Green Biotech Company Ltd.); (A1.1 P0)seudomonas proradix (e.g. PRORADIX®from Sourcon Padena); (A1.1 P1)antoea agglomeran,s in particular strain E325 (Accession No. NRRL B-21856) (available as BOLMOTIME BIOLOGICALTMFD BIOPESTICIDE from Northwest Agri Products); and (A2) fungi, such as (A2.1 A) ureobasidium pullulan,s in particular blastospores of strain DSM14940, blastospores of strain DSM 14941 ormixtures oft bolsapsores of strains DSM14940 and DSM14941 (e.g., BOTECTOR®and BLOSSOM PROTEC®Tfrom bio-ferm, CH); (A2.2) Pseudozyma aphid (isas disclosed in WO2011 / 151819 by Yissum Research Developmentp Caonmy of the Hebrew University of Jerusalem); (A2.3) Saccharomyces cerevis,ia ien particular strains CNCM No. I-3936, CNCM No-3.9 I37, CNCM No. I-3938 or CNCM No. I-3939 (WO 2010 / 086790) fro Lmesaffre et Compagnie, FR; (B) biological fungicides selected from the grouf:p o (B1) bacteria, for example (B1.1 B)acillus subtilis, in particular strain QST713 / AQ713 (available as SERENADE OPTI or SERENADE ASO from Bayer CropScieen LcP, US, having NRRL Accession No. B21661 and described in U.S. Patent No. 6,060,0 (5B11);.2) Bacillus pumilus, in particular strain QST2808 (available as SONATA® from Bayer CropSceien LcP, US, having Accession No. NRRL B- 30087 and described in U.S. Patent No. 6,245,5 (5B11).;3) Bacillus pumilus, in particular strain GB34 (available as Yield Shield® from Bayer AG, DE); (.B4)1 Bacillus pumilus, in particular strain BU F-33, having NRRL Accession No. 50185 (available as o pfa trhte CARTISSA product from BASF, EPA Reg. No.71840-19); (B1.5 B)acillus amyloliquefacien,s in particular strain D747 (available as Doubleck Neil™ from Kumiai Chemical Industry Co., Ltd., having aecscsion number FERM BP-8234, US Patent No. 7,094,592); (B1.6) Bacillus subtilis Y1336 (available as BIOBA®C WP from Bion-Tech, Taiwan,registered as a biological fungicide in Taiwan urn Rde gistration Nos.4764, 5454, 5096 and 5277).;7 ()B1Bacillus subtilis strain MBI 600 (available as SUBTILEX from BASF) S,E having Accession Number BCS243002 FC -50- NRRL B-50595, U.S. Patent No. 5,061,495; (B1 B.8a)cillus subtilis strain GB03 (available as Kodiak® from Bayer AG, DE); (B1.9 B) acillus subtilis var. amyloliquefacien sstrain FZB24 having Accession No. DSM 10271 (available from Novozymes as TAEG®R oOr TAEGRO®ECO (EPA Registration No.70127- 5)); (B1.10) Bacillus mycoide,s isolate J , having Accession No. B-30890 (avaleila abs BMJ TGA®I or WG and LifeGardTMfrom Certis USA LLC, a subsidiary of Mitsui & Co;. ()B1.11) Bacillus licheniformis, in particular strain SB3086 , having Accession N AoT.CC 55406, WO 2003 / 000051 (available as ECOGUARD®Biofungicide and GREEN RELEATFMfrom Novozymes); (B1.12) aPaenibacillus sp. strain having Accession No. NRRL B-50972 or Accoenss Ni o. NRRL B-67129, WO 2016 / 154297; (B1.13) Bacillus subtilis strain BU1814, (available as VELOND®IS PLUS, VELONDIS®FLEX and VELONDIS®EXTRA from BASF SE); (B1.14) Bacillus subtilis CX-9060 from Certis USA LLC, a subsidiary of Mitsui & Co.; (B1.15) Bacillus amyloliquefaciens train F727 (also known as strain MBI110) (NRRL Accession No. B-50768; WO 2014 / 028)52 (1STARGUS®from Marrone Bio Innovations); (B1.16 B) acillus amyloliquefaciens train FZB42, Accession No. DSM 23117 (availabsle aRHIZOVITAL ® from ABiTEP, DE); (B1.17) Bacillus licheniformis FMCH001 and Bacillus subtilisFMCH002 (QUARTZO®(WG) and PRESENC®E (WP) from FMC Corporation); (B1.18 B)acillus mojavensis strain R3B (Accession No. NCAIM (P) B001389) (WO1230 / 034938) from Certis USA LLC, a subsidiary of Mitsui & Co.; (B1.19 P)aenibacillus polymyxa ssp. plantarum (WO 2016 / 020371) from BASF SE; (B1.20) Paenibacillus epiphyticu (sWO 2016 / 020371) from BASF SE; (B.1.2 P1s)eudomonaschlororaphis strain AFS009, having Accession No. NRRL B-50897O, W 2017 / 019448 (e.g., HOWLER™and ZIO®from AgBiome Innovations, US); (B1.22 P)seudomonas chlororaph,is in particular strain MA342 (e.g. CEDOMON®, CERALL®, and CEDRES®S by Bioagri and Koppert); (B1.23 S)treptomyces lydicus strain WYEC108 (also known a Sstreptomyces lydicu sstrain WYCD108US) (ACTINO-IRON®and ACTINOVATE®from Novozymes); (B1.24) Agrobacterium radiobacter strain K84 (e.g.GALLTROL-A ® from AgBioChem, CA); (B1.25) Agrobacterium radiobacter strain K1026 (e.g.NOGALLTMfrom BASF SE); (B1.26) Bacillus subtilis KTSB strain (FOLIACTIVE®from Donaghys); (B1.27) Bacillus subtilis IAB / BS03 (AVIVTMfrom STK Bio-Ag Technologies); (B1.28 B)acillus subtilis strain Y1336 (available as BIOBA®C WP from Bion-Tech, Taiwan, registered as a biocloalg fiungicidein Taiwan under Registration Nos. 4764, 5454, 50 a9n6d 5277); (B1.29) Bacillus amyloliquefaciensisolate B246 (e.g. AVOGREETNMfrom University of Pretoria); (B1.30 B)acillus methylotrophicus train BAC-9912 (from Chinese Academy of Sciences’ Instetit ouf Applied Ecology); (B1.31 P)seudomonas proradix (e.g. PRORADIX®from Sourcon Padena); (B1.3 S2t)reptomyces griseovirid sistrain K61 (also known as Streptomyces galbu sstrain K61) (Accession No. DSM 7206) (MYCOST®O fProm Verdera; PREFENCE®from BioWorks; cf. Crop Protection 2006, 25, 46785-4); (B1.33) Pseudomonas fluorescens strain A506 (e.g. BLIGHTBAN®A506 by NuFarm); and (B2) fungi, for example: (B2.1 C)oniothyrium minitan,s in particular strain CON / M / 91-8 (Accession No. DSM-9660; e.g. Contans ® from Bayer CropSciencelo Bgiiocs GmbH); (B2.2) Metschnikowia fructicol,a in particular strain NRRL Y-30752; (B2.3 M)icrosphaeropsis ochrace;a (B2.5) Trichoderma atroviride, BCS243002 FC -51- in particular strain SC1 (having Accession No. C 1B2S2089, WO 2009 / 116106 and U.S. Patent No. 8,431,120 (from Bi-PA)), strain 77B (T77 from Andmeartt Biocontrol) or strain LU132 (e.g. Sentinel from Agrimm Technologies Limited); (B2.6 T)richoderma harzianum strain T-22 (e.g. Trianum-P from Andermatt Biocontrol or Koppert) or strain Cepa Sb-imT5 (from Simbiose Agro); (B2.14 G)liocladium roseum (also known as Clonostachys rosea f. ros)e,a in particular strain 321U from Adjuvants Plutsr,a sin ACM941 as disclosed in Xue (Efficacy of Clonostasch ryosea strain ACM941 and fungicide seed treatments for controlling the root tot complex fi oefld pea, Can Jour Plant Sci 83(3): 519-524),tr oarin s IK726 (Jensen DF, et al. Development of a biocoln atgroent for plant disease control with special eamspish on the near commercial fungal antagon Cislotnostachys rosea strain ‘IK726’; Australas Plant Pathol. 2007;36:95–101); (B2.35 T)alaromyces flavu,s strain V117b; (B2.36 T)richoderma viride, in particular strain B35 (Pietr et al., 1993, Zesz. Nauk. A R z wcz Secinie 161: 125-137); (B2.37 T)richoderma asperellum, in particular strain SKT-1, having Accession N FoE.RM P-16510 (e.g. ECO-HOPE® from Kumiai Chemical Industry), strain T34 (e.g. T34 c Boiontrol by Biocontrol Technologies S.L., ES) or strain ICC 012 from Isagro; (B2.38 T)richoderma atroviride, strain CNCM I-1237 (e.g. Esquive® WP from Agrauxine, FR); (B2.39) Trichoderma atroviride, strain no. V08 / 002387; (B2.40 T)richoderma atroviride, strain NMI no. V08 / 002388; (B2.41 T)richoderma atroviride, strain NMI no. V08 / 002389; (B2.42) Trichoderma atroviride, strain NMI no. V08 / 002390; (B2.43 T)richoderma atroviride, strain LC52 (e.g. Tenet by Agrimm Technologies LimitedB);2 (.44) Trichoderma atroviride, strain ATCC 20476 (IMI 206040); (B2.45 T)richoderma atroviride, strain T11 (IMI352941 / CECT20498); (B2.46) Trichoderma harmatum; (B2.47) Trichoderma harzianum; (B2.48) Trichoderma harzianum rifai T3 (9e.g. Trichodex® from Makhteshim, US); (B2.4 T9)richoderma asperellu,m in particular, strain kd (e.g. T-Gro from Andermatt Biocontrol); (B2.50 T)richoderma harzianum, strain ITEM 908 (e.g. Trianum-P from Koppert); (B2.51) Trichoderma harzianum, strain TH35 (e.g. Root-Pro by Mycontrol); (B2.52) Trichoderma virens (also known as Gliocladium virens), in particular strain GL-21 (e.g. SoilGard by Certis, US); (B2.53) Trichoderma viride, strain TV1(e.g. Trianum-P by Koppert); (B2.5 A4m) pelomyces quisqualis, in particular strain AQ 10 (e.g. AQ 10® by InthraecmBio Italia); (B2.56) Aureobasidium pullulans, in particular blastospores of strain DSM149402;. (5B7) Aureobasidium pullulan,s in particular blastospores of strain DSM 14941; (B2.5 A8)ureobasidium pullulan,s in particular mixtures of blastospores of strains DSM14940 and DSM 14941. ( Be.ogtector® by bio-ferm, CH); (B2.64)Cladosporium cladosporioide, s train H39, having Accession No. CBS122244, US102 / 0291039 (byStichting Dienst Landbouwkundig Onderzoek); (B2.69 G)liocladium catenulatum (Synonym: Clonostachys rosea f. catenul)at setrain J1446 (e.g. Prestop ® by Lallemand); (B02). L7ecanicillium lecanii (formerly known as Verticillium lecanii) conidia of strain KV01 (e.g. Vertalec® by Koppert / Arysta); (B2.71) Penicillium vermiculatum; (B2.72) Pichia anomala, strain WRL-076 (NRRL Y-30842), U.S. Patent No. 7,579,183; (B2.7 T5ri)choderma atroviride, strain SKT-1 (FERM P-16510), JP Patent Publication (Kokai) 11-253151 A; (B2.7 T6ri)choderma atroviride, strain SKT-2 (FERM P- 16511), JP Patent Publication (Kokai) 11-253151 (B A2;.77) Trichoderma atroviride, strain SKT-3 (FERM P-17021), JP Patent Publication (Kokai) 113-12551 A; (B2.78) Trichoderma gamsi (iformerly T. BCS243002 FC -52- viride), strain ICC080 (IMI CC 392151 CABI, e.g. BioDerm bya AGROBIOSOL DE MEXICO, S.A. DE C.V.); (B2.79) Trichoderma harzianum, strain DB 103 (available as T-GR®O 7456 by Dagutat Biolab); (B2.80) Trichoderma polysporu,m strain IMI 206039 (e.g. Binab TF WP by BINAB BIinon-ovation AB, Sweden); (B2.81 T)richoderma stromaticu,m having Accession No. Ts3550 (e.g. Tricovab byL CAECP,Brazil); (B2.83) Ulocladium oudemansii strain U3, having Accessioon. N M 99 / 06216 (e.g., BOTRY-ZEN®by Botry-Zen Ltd, New Zealand and BOTRYS®TO frPom BioWorks, Inc;.) (B2.84) Verticillium albo-atrum (formerly V. dahliae), strain WCS850 having Accession No. WCS850, dietepdos at the Central Bureau for Fungi Cultures (e.g., DUTCH TR®I bGy Tree Care Innovations); (B2.8 V6e)rticillium chlamydosporium; (B2.87) mixtures of Trichoderma asperellum strain ICC 012 (also known as Trichoderma harzianum ICC012), having Accession No. CABI CC IMI 39271n6d a Trichoderma gamsii (formerly T. viride) strain ICC 080, having Accession No. IMI 39215e1.g (., BIO-TAMTMfrom Isagro USA, Inc. and BIODERMA®by Agrobiosol de Mexico, S.A. de C.V.); (B2.88 T)richoderma asperelloides JM41R (Accession No. NRRL B-50759) (TRICHO PL®US from BASF SE); (B2.89) Aspergillus flavus train NRRL 21882 (products known as AFLA-GUA®R fDrom Syngenta / ChemChina); (B2.90) Chaetomium cupreum (Accession No. CABI 353812) (e.g. BIOKUPRUTMM by AgriLife); (B2.91) Saccharomyces cerevis,ia ien particular strain LASO2 (from Agro-Levures D eétrivés), strain LAS117 cell walls (CEREVISAN®E from Lesaffre; ROMEO®from BASF SE), strains CNCM No. I- 3936, CNCM No. I-3937, CNCM No. I-3938, CNCM No3.9 I-39 (WO 2010 / 086790) from Lesaffre et Compagnie, FR; (B2.92) Trichoderma virens strain G-41, formerly known a Gsliocladium virens (Accession No. ATCC 20906) (e.g., ROOTSHIE®LD PLUS WP and TURFSHIEL®D PLUS WP from BioWorks, US); (B2.93) Trichoderma hamatu,m having Accession No. ATCC 28012; (B2.94) Ampelomyces quisqual sistrain AQ10, having Accession No. CNCM I-807 (,e A.gQ. 10®by IntrachemBio Italia); (B2.95) Phlebiopsis gigantea strain VRA 1992 (ROTSTO®P C from Danstar Ferment); (B2.96) Penicillium steckii (DSM 27859; WO 2015 / 067800) from BASF S (EB;2.97) Chaetomium globosum (available as RIVADIOM®by Rivale); (B2.98) Cryptococcus flavesce,ns train 3C (NRRL Y-50378); (B2.99) Dactylaria candida; (B2.100) Dilophosphora alopecuri (available as TWIST FUNGU®S); (B2.101) Fusarium oxysporum, strain Fo47 (available as FUSACLEA®N by Natural Plant Protection); (B2.102) Pseudozyma flocculo,s satrain PF-A22 UL (available as SPOROD®E LX by Plant Products Co., CA); (B2.103) Trichoderma gamsi (iformerly T. viride), strain ICC 080 (IMI CC 392151 CABI) (available as BIODERMA®by AGROBIOSOL DE MEXICO, S.A. DE C.V.); (B2.104 T)richoderma fertile (e.g. product TrichoPlus from BASF); (B2.105 M)uscodor roseu,s in particular strain A3-5 (Accession No. NRRL 30548); (B2.106 S)implicillium lanosoniveum; biological control agents having an effect for imovpirng plant growth and / or plant health which may be combined in the compound combinations accordin tghe to invention including (C1) bacteria selected from the group consistin Bga ocfillus pumilus, in particular strain QST2808 (having Accession No. NRRL No. B-30087 B);acillus subtilis, in particular strain QST713 / AQ713 (having NRRL Accession No. B-21661and described in U.S. Pateon.t 6 N,060,051; available as SERENA®D OEPTI or BCS243002 FC -53- SERENADE®ASO from Bayer CropScience LP, US B)a;cillus subtilis, in particular strain AQ30002 (having Accession Nos. NRRL B-50421 and describned U. iS. Patent Application No. 13 / 330,576); Bacillus subtilis, in particular strain AQ30004 (and NRRL B-50455d a dnescribed in U.S. Patent Application No.13 / 330,576) S;inorhizobium melilot sitrain NRG-185-1 (NITRAGIN®GOLD from Bayer CropScience); Bacillus subtilis strain BU1814, (available as TEQUALI®S from BASF SE); Bacillus subtilis rm303 (RHIZOMAX®from Biofilm Crop Protection) B; acillus amyloliquefacien psm414 (LOLI- PEPTA®from Biofilm Crop Protection); Bacillus mycoides BT155 (NRRL No. B-50921), Bacillus mycoides EE118 (NRRL No. B-50918) B, acillus mycoides EE141 (NRRL No. B-50916) B, acillus mycoides BT46-3 (NRRL No. B-50922) B,acillus cereus family member EE128 (NRRL No. B-50917), Bacillus thuringiensis BT013A (NRRL No. B-50924) also known B asacillus thuringiensis 4Q7, Bacillus cereus family member EE349 (NRRL No. B-50928 B)a,cillus amyloliquefacien SsB3281 (ATCC # PTA- 7542; WO 2017 / 205258) B, acillus amyloliquefaciens TJ1000 (available as QUIKROOT®S from Novozymes); Bacillus firmus, in particular strain CNMC I-1582 (e.g. VOTIV®O from BASF SE); Bacillus pumilus, in particular strain GB34 (e.g. YIELD SHIEL®D from Bayer Crop Science, DE B);acillus amyloliquefacien,s in particular strain IN937a B;acillus amyloliquefacien,s in particular strain FZB42 (e.g.RHIZOVITAL ® from ABiTEP, DE); Bacillus amyloliquefacien BsS27 (Accession No. NRRL B-5015);a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (available as QUARTZ®O (WG), PRESENCE®(WP) from FMC Corporation) B; acillus cereu,s in particular strain BP01 (ATCC 55675; e.g. MEPICHLO®R from Arysta Lifescience, US) B;acillus subtilis, in particular strain MBI 600 (e.g. SUBTILEX®from BASF SE); Bradyrhizobium japonicum (e.g. OPTIMIZE®from Novozymes); Mesorhizobium cicer (e.g., NODULATOR from BASF SE) R; hizobium leguminosarium biovar viciae (e.g., NODULATOR from BASF SE); Delftia acidovoran,s in particular strain RAY209 (e.g. BIOBOOST®from Brett Young Seeds) L;actobacillus sp. (e.g. LACTOPLANT®from LactoPAFI); Paenibacillus polymyx,a in particular strain AC-1 (e.g. TOPSEE®D from Green Biotech Company Ltd.); Pseudomonas prorad (ixe.g. PRORADIX®from Sourcon Padena A);zospirillum brasilens (ee.g., VIGOR®from KALO, Inc.); Azospirillum lipoferum (e.g., VERTEX-IFTMfrom TerraMax, Inc.); a mixture of Azotobacter vinelandi ai nd Clostridium pasteurianum (available as INVIGORATE®from Agrinos); Pseudomonas aerugino,s ian particular strain PN1 R;hizobium leguminosaru,m in particular bv. viceae strain Z25 (Accession No. CECT 4585 A);zorhizobium caulinodan,s in particular strain ZB-SK-5; Azotobacter chroococcu,m in particular strain H23 A;zotobacter vineland,ii in particular strain ATCC 12837; Bacillus siamens,is in particular strain KCTC 13613T B;acillus tequilensi,s in particular strain NII- 0943; Serratia marcescen,s in particular strain SRM (Accession No. MTCC 87);0 T8hiobacillus sp. (e.g. CROPAID®from Cropaid Ltd UK); and (C2) fungi selected from the group consisting P oufrpureocillium lilacinum (previously known as Paecilomyces lilacinu)s strain 251 (AGAL 89 / 030550; e.g. BioAct from Bary CeropScience Biologics GmbH)Penicillium bilaii, strain ATCC 22348 (e.g. JumpS®tar ftrom Acceleron BioAg), Talaromyces flavus,strain V117b; Trichoderma atroviride strain CNCM I-1237 (e.g. Esquive® WP from Agrauex,in BCS243002 FC -54- FR), Trichoderma viride, e.g. strain B35 (Pietr et al., 1993, Zesz. Na Au Rk. w Szczecinie 161: 125-137); Trichoderma atroviride strain LC52 (also known a Tsrichoderma atroviride strain LU132; e.g. Sentinel from Agrimm Technologies Limited) T;richoderma atroviride strain SC1 described in International Application No. PCT / IT2008 / 000196 T);richoderma asperellum strain kd (e.g. T-Gro from Andermatt Biocontrol); Trichoderma asperellum strain Eco-T (Plant Health Products, ZA T)r;ichoderma harzianum strain T-22 (e.g. Trianum-P from Andermatt Bioconlt orr Koppert); Myrothecium verrucaria strain AARC-0255 (e.g. DiTera™ from Valent Bioscience Ps)e;nicillium bilaii strain ATCC ATCC20851; Pythium oligandrum strain M1 (ATCC 38472; e.g. Polyversum from Biopprraety, CZ); Trichoderma virens strain GL-21 (e.g. SoilGard® from Certis, USA V)e;rticillium albo-atrum (formerly V. dahliae) strain WCS850 (CBS 276.92; e.g. Dutch Trig frome T Creare Innovations) T;richoderma atrovirid,e in particular strain no. V08 / 002387, strain no. NMI. N Vo08 / 002388, strain no. NMI No. V08 / 002389, strain no. NMI No. V08 / 002390; Trichoderma harzianum strain ITEM 908; Trichoderma harzianum, strain TSTh20; Trichoderma harzianum strain 1295-22; Pythium oligandrum strain DV74; Rhizopogon amylopogon (e.g. comprised in Myco-Sol from Helena Chemicoaml Cpany); Rhizopogon fulvigleba (e.g. comprised in Myco-Sol from Helena Chemical Compa;n ayn)d Trichoderma virens train GI-3; insecticidally active biological control agentse scetel d from (D1) bacteria selected from the group consisting Ba ocfillus thuringiensis subsp. aizaw,a ini particular strain ABTS-1857 (SD-1372; e.g. XENTA®RIfrom Valent BioSciences) B;acillus mycoide,s isolate J. (e.g. BmJ from Certis USA LLC, a subsidiary of Muiits & Co.); Bacillus sphaericu,s in particular Serotype H5a5b strain 2362 (strain ABTS-1743) (e.g. VECTOL®E fXrom Valent BioSciences, US) B;acillus thuringiensis subs.p kurstaki strain BMP 123 from Becker Microbial Pdurocts, IL; Bacillus thuringiensis subsp. aizawa,i in particular serotype H-7 (e.g. FLORBA®C WG from Valent BioSciences, US B);acillus thuringiensis subsp. kurstak sitrain HD-1 (e.g. DIPE®L ES from Valent BioSciences, US B);acillus thuringiensis subsp. kurstak stirain BMP 123 by Becker Microbial Products, I BLa;cillus thuringiensis israelensis strain BMP 144 (e.g. AQUABA®C by Becker Microbial Products IL) B;urkholderia spp,. in particular Burkholderia rinojensis strain A396 (also known a Bsurkholderia rinojensis strain MBI 305) (Accession No. NRRL B-50319; WO 2011 / 106491 and W 20O13 / 032693; e.g. MBI-206 TGAI and ZELTO®from Marrone Bio Innovations) C;hromobacterium subtsug,a ien particular strain PRAA4-1T (MBI-203; e.g. GRANDEVO®from Marrone Bio Innovations); Paenibacillus popilliae (formerly Bacillus popilliae; e.g. MILKY SPORE POWDETRMand MILKY SPORE GRANULARTMfrom St. Gabriel Laboratories); Bacillus thuringiensis subsp. israelensis (serotype H-14) strain AM65-52 (Accession No. ATCC 1276) (e.g. VECTOBA®C by Valent BioSciences, US B);acillus thuringiensis var. kurstaki strain EVB-113-19 (e.g., BIOPROTE®C from AEF Global); Bacillus thuringiensis subsp. tenebrionis strain NB 176 (SD-5428; e.g. NOVODO®R FC from BioFa DE); Bacillus thuringiensis var. japonensis strain Buibui; Bacillus thuringiensis subsp. kursta sktirain ABTS 351; Bacillus thuringiensis subsp. kurstak sitrain PB 54; Bacillus thuringiensis subsp. kursta sktirain SA 11; Bacillus thuringiensis subsp. kurstak sitrain SA 12; Bacillus thuringiensis subsp. kursta sktriain EG 2348 B;acillus thuringiensis BCS243002 FC -55- var. Colmeri (e.g. TIANBAOBTC by Changzhou Jianghai Chemicaclt Foary); Bacillus thuringiensis subsp. aizawai strain GC-91; Serratia entomophila (e.g. INVADE®by Wrightson Seeds) S;erratia marcescen,s in particular strain SRM (Accession No. MTCC 87);0 a8nd Wolbachia pipientis ZAP strain (e.g., ZAP MALES®from MosquitoMate); and (D2) fungi selected from the group consisting Is oafria fumosorosea (previously known as Paecilomyces fumosoroseu)s strain apopka 97 B; eauveria bassiana strain ATCC 74040 (e.g. NATURALI®S from Intrachem Bio Italia); Beauveria bassiana strain GHA (Accession No. ATCC74250; e.g. BOTANIGUARD®ES and MYCONTROL-O®from Laverlam International Corporation Z);oophtora radicans; Metarhizium robertsi 1i 5013-1 (deposited under NRRL accession number36)7, M07etarhizium robertsii 23013-3 (deposited under NRRL accession number56)7,0 a7nd Metarhizium anisopliae 3213-1 (deposited under NRRL accession number 67074) (W01O7 / 2066094; Pioneer Hi-Bred International);Beauveria bassiana strain ATP02 (Accession No. DSM 24665). Among e th,e Is aria fumosorosea(previously known as Paecilomyces fumosorose)u sstrain apopka 97 is particularly preferred; (E) viruses selected from the group consistin Agd oofxophyes oran (asummer fruit tortrix) granulosis virus (GV), Cydia pomonella (codling moth) granulosis virus (GV H),elicoverpa armigera (cotton bollworm) nuclear polyhedrosis virus (NPV S),podoptera exigua (beet armyworm) mNPV, Spodoptera frugiperda (fall armyworm) mNPV, and Spodoptera littoralis (African cotton leafworm) NPV; (F) bacteria and fungi which can be added as 'ilnaonct'u to plants or plant parts or plant organs w anhdich, by virtue of their particular properties, promotelan pt growth and plant health. Examples are: Agrobacterium spp,. Azorhizobium caulinodan,s Azospirillum spp., Azotobacter sp.p, Bradyrhizobium spp., Burkholderia spp., in particular Burkholderia cepacia (formerly known as Pseudomonas cepac),ia Gigaspora sp.p, or Gigaspora monosporu,m Glomus sp.p, Laccaria spp., Lactobacillus buchne,ri Paraglomus spp. P,isolithus tinctoru,s Pseudomonas spp R.,hizobium sp.p, in particular Rhizobium trifoli,i Rhizopogon spp S.,cleroderma spp S.,uillus spp., and Streptomyces spp a.;nd (G) plant extracts and products formed by micronoirsgmas including proteins and secondary metabolites which can be used as biological control agents,h s ausc Allium sativum, Artemisia absinthium, azadirachtin, Biokeeper WP C,assia nigrican,s Celastrus angulatu,s Chenopodium anthelminticu,m chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvens,e Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), Pyrethrum / Pyrethrin,s Quassia amar,a Quercus, Quillaja, Regalia, "Requiem ™ Insecticide", rotenon rey,ania / ryanodine, Symphytum officina,le Tanacetum vulgare, thymol, Triact 70, TriCon, Tropaeulum maju,s Urtica dioica, Veratrin, Viscum album, Brassicaceae extract, in particular oilseed rape powder or marudst powder, as well as bioinsecticidal / acaricidal active substances obtained from olivl,e in o pi articular unsaturated fatty / carboxylic ac hidasving carbon chain lengths1C6-C20as active ingredients, such as, for example, cinoendta in the product with the trade name FLiPPER®. BCS243002 FC -56-The compound of formula (I) and the composition th oef invention may be combined with one or moreactive ingredients selected from insecticides,ic aicdaers and nematicides. “Insecticides” as well as the term “insecticidael”fe rrs to the ability of a substance to increaseta mlitoyr or inhibit growth rate of insects. As used herein, t tehrem “insects” comprises all organisms in thes clas “Insecta”. “Nematicide” and “nematicidal” refers to the abyili otf a substance to increase mortality or inhihbeit t growth rate of nematodes. In general, the term “anteomde” comprises eggs, larvae, juvenile and mature forms of said organism.“Acaricide” and “acaricidal” refers to the abili otyf a substance to increase mortality or inhibitw gtrho rateof ectoparasites belonging to the class Arachn siudba-,class Acari.Examples of insecticides, acaricides and nematsic,id re spectively, which could be mixed with thecompound of formula (I) and the composition of i tnhveention are: (1) Acetylcholinesterase (AChE) inhibitors, such, f aosr example, carbamates, for example alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboximt,ox byucarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathio,ca isrboprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofan,o txriazamate, trimethacarb, XMC and xylylcarb; or organophosphates, for example acephate, azamesth,ip ahzoinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, cphylorirfos-methyl, coumaphos, cyanophos, demeton-S- methyl, diazinon, dichlorvos / DDVP, dicrotophos, deitmhoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion,th fieonn, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl O-(methoxyaminothiophosph)or syallicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrootso,ph naled, omethoate, oxydemeton-methyl, parathion-methyl, phenthoate, phorate, phosalohnoes,m pet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofoysr,id paphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometroianz,o tphos, triclorfon and vamidothion. (2) GABA-gated chloride channel blockers, such f aosr, example, cyclodiene-organochlorines, for example chlordane and endosulfan or phenylpyraz (ofiplersoles), for example ethiprole and fipronil. (3) Sodium channel modulators, such as, for exa,m ppylreethroids, e.g. acrinathrin, allethrin, d-criasn-ts allethrin, d-trans allethrin, bifenthrin, bioalleritnh, bioallethrin s-cyclopentenyl isomer, bioreshmreint, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhahlortin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cyperme,thrin theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, emntphrin [(EZ)-(1R)-isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythtrein,a flumethrin, tau-fluvalinate, halfenprox, imipthrorin, kadethrin, momfluorothrin, permethrin, phenothrin(1R [)-trans-isomer], prallethrin, pyrethrins BCS243002 FC -57- (pyrethrum), resmethrin, silafluofen, tefluthrine,tr tamethrin, tetramethrin [(1R)- isomer)], tralomhreint and transfluthrin or DDT or methoxychlor. (4) Nicotinic acetylcholine receptor (nAChR) comiptiveet modulators, such as, for example, neonicotinoids, e.g. acetamiprid, clothianidin,o dteinfuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor or flupyirfaudrone. (5) Nicotinic acetylcholine receptor (nAChR) alleorsict modulators, such as, for example, spinosy.ngs., e spinetoram and spinosad. (6) Glutamate-gated chloride channel (GluCl) aellorisct modulators, such as, for example, avermectins / milbemycins, for example abamectin,m emecatin benzoate, lepimectin and milbemectin. (7) Juvenile hormone mimics, such as, for exam jpulvee,nile hormone analogues, e.g. hydroprene, kinoprene and methoprene or fenoxycarb or pyripfreonx.y (8) Miscellaneous non-specific (multi-site) inhoibrist, such as, for example, alkyl halides, e.g. myleth bromide and other alkyl halides; or chloropicrinre su olphuryl fluoride or borax or tartar emetic oert mhyl isocyanate generators, e.g. diazomet and metam. (9) Modulators of Chordotonal Organs, such as e, fxoarmple pymetrozine or flonicamid. (10) Mite growth inhibitors, such as, for examplloefe cntezine, hexythiazox and diflovidazin or etooxlaez. (11) Microbial disruptors of the insect gut member,an such as, for exampl Beacillus thuringiensis subspecies israelensis, Bacillus sphaericu,s Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and B.t. plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A,C mry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / 35Ab1. (12) Inhibitors of mitochondrial ATP synthase, su achs, ATP disruptors such as, for example, diafenthiuron or organotin compounds, for exampzleoc ayclotin, cyhexatin and fenbutatin oxide or propargite or tetradifon. (13) Uncouplers of oxidative phosphorylation viasr duiption of the proton gradient, such as, for exlaem, p chlorfenapyr, DNOC and sulfluramid. (14) Nicotinic acetylcholine receptor channel bleorcsk, such as, for example, bensultap, cartap hydrochloride, thiocylam, and thiosultap-sodium. (15) Inhibitors of chitin biosynthesis, type 0, h suc as, for example, bistrifluron, chlorfluazuron,diflubenzuron, flucycloxuron, flufenoxuron, hexamflu ron, lufenuron, novaluron, noviflumuron,teflubenzuron and triflumuron. BCS243002 FC -58- (16) Inhibitors of chitin biosynthesis, type 1, feoxrample buprofezin. (17) Moulting disruptor (in particular for Dipter ia.e,. dipterans), such as, for example, cyromazine. (18) Ecdysone receptor agonists, such as, for elxea,m chpromafenozide, halofenozide, methoxyfenozide and tebufenozide. (19) Octopamine receptor agonists, such as, fomr epxlea, amitraz.(20) Mitochondrial complex III electron transponrth i bitors, such as, for example, hydramethylnone oracequinocyl or fluacrypyrim. (21) Mitochondrial complex I electron transporti ibnihtors, such as, for example from the group of the METI acaricides, e.g. fenazaquin, fenpyroximater,im piydifen, pyridaben, tebufenpyrad and tolfenpyrad or rotenone (Derris).(22) Voltage-dependent sodium channel blockersh, s ausc, for example indoxacarb or metaflumizone.(23) Inhibitors of acetyl CoA carboxylase, such f aosr, example, tetronic and tetramic acid derivast,ive e.g. spirodiclofen, spiromesifen and spirotetramat.(24) Mitochondrial complex IV electron transporth i bnitors, such as, for example, phosphines, e.g.aluminium phosphide, calcium phosphide, phosphinde z ainc phosphide or cyanides, e.g. calciumcyanide, potassium cyanide and sodium cyanide.(25) Mitochondrial complex II electron transporth i bnitors, such as, for example b,eta-ketonitrilederivatives, e.g. cyenopyrafen and cyflumetofen c aanrdboxanilides, such as, for example, pyflubumide. (28) Ryanodine receptor modulators, such as, foarm epxle, diamides, e.g. chlorantraniliprole, cyantraniliprole and flubendiamide, further active compounds such as, for example,o Apfyidropen, Afoxolaner, Azadirachtin, Benclothiaz, Benzoximate, Bifenazate, Broflanilide, Bromoproptey,la Chinomethionat, Chloroprallethrin, Cryolite, Cyclaniliprole, Cycloxaprid, Cyhalodiamide, Diclomroezotiaz, Dicofol, epsilon-Metofluthrin, epsilon- Momfluthrin, Flometoquin, Fluazaindolizine, Fluenlfsoune, Flufenerim, Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Fluralaner, Fluxametamiduef,e Fnozide, Guadipyr, Heptafluthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, kappa-Tefluthrin, Llaontier, Meperfluthrin, Paichongding, Pyridalyl, Pyrifluquinazon, Pyriminostrobin, Spirobudiclofen, Tetramethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tigolaner, Tioxazafen,io Tfhluoximate, Triflumezopyrim and iodomethane; furthermore preparations based B oancillus firmus (I-1582, BioNeem, Votivo), and also the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoerothyl)sulphinyl]phenyl}-3-(trifluoromethyl)-1H- 1,2,4-triazole-5-amine (known from WO2006 / 043635)CA (S 885026-50-6), {1'-[(2E)-3-(4- BCS243002 FC -59- chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-43'-,piperidin]-1(2H)-yl}(2-chloropyridin-4- yl)methanone (known from WO2003 / 106457) (CAS 637-32630-7), 2-chloro-N-[2-{1-[(2E)-3-(4- chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trliuforomethyl)phenyl]isonicotinamide (known from WO2006 / 003494) (CAS 872999-66-1), 3-(4-chloro-2i,m6-edthylphenyl)-4-hydroxy-8-methoxy-1,8- diazaspiro[4.5]dec-3-en-2-one (known from WO 2012010651) (CAS 1225292-17-0), 3-(4-chloro-2,6- dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4d.e5c]-3-en-4-yl ethyl carbonate (known from EP2647626) (CAS 1440516-42-6), 4-(but-2-yn-1-ylo-6xy-()3,5-dimethylpiperidin-1-yl)-5-fluoro- pyrimidine (known from WO2004 / 099160) (CAS 7929184--05), PF1364 (known from JP2010 / 018586) (CAS 1204776-60-2), N-[(2E)-1-[(6-chloropyridin--y3l)methyl]pyridin-2(1H)-ylidene]-2,2,2-trifluoro- acetamide (known from WO2012 / 029672) (CAS 1363410-02-)4, (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]- 2-pyridylidene]-1,1,1-trifluoro-propan-2-one (know frnom WO2013 / 144213) (CAS 1461743-15-6 N)-, [3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-n(ptaefluoroethyl)-4-(trifluoromethyl)-H1-pyrazole- 5-carboxamide (known from WO2010 / 051926) (CAS 128296-814-0), 5-bromo-4-chloroN--[4-chloro-2- methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pidyyrl)pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-dichplohreonyl)-4,5-dihydro-5-(trifluoromethyl)-3- isoxazolyl]-2-methylN--(cis-1-oxido-3-thietanyl)-benzamide, 4-[5-(3,5-dichloprhoenyl)-4,5-dihydro-5- (trifluoromethyl)-3-isoxazolyl]-2-methyNl--(trans-1-oxido-3-thietanyl)-benzamide and 4-S[()5-5-(3,5- dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3s-oixazolyl]-2-methylN--(cis-1-oxido-3-thietanyl) benzamide (known from WO 2013 / 050317 A1) (CAS 132382-683-7), N-[3-chloro-1-(3-pyridinyl)-1H- pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanaimde, (+)-N-[3-chloro-1-(3-pyridinyl)- 1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanaimde and (-)N--[3-chloro-1-(3- pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanaimde (known from WO 2013 / 162715 A2, WO 2013 / 162716 A2, US 2014 / 024183 A41) (CAS 1477923-37-7), 5-[[E(2)-3- chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(tlruiforomethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile (known from CN 10133793)7 ( ACAS 1105672-77-2), 3-bromNo- [4-chloro-2-methyl-6-[(methylamino)thioxomethyl]phenyl]-1-(c3h-loro-2-pyridinyl)-1H-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, known from CN 103109816 A) (SCA 1232543-85-9); N-[4-chloro-2-[[(1,1- dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(c3h-loro-2-pyridinyl)-3-(fluoromethoxy)-H1- Pyrazole-5-carboxamide (known from WO 2012 / 0344013) ( ACAS 1268277-22-0) N,-[2-(5-amino-1,3, 4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-brom-1o-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carbox- amide (known from WO 2011 / 085575 A1) (CAS 12338822-8-2), 4-[3-[2,6-dichloro-4-[(3,3-dichloro-2- propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(truifolromethyl)-pyrimidine (known from CN 101337940 A) (CAS 1108184-52-6);E ()2- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl) phenyl]ethylidene]N--[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide kno (wn from CN 101715774 A) (CAS 1232543-85-9); 3-(2,2-dichelotrhoenyl)-2,2-dimethyl-4-(H1-benzimidazol-2- yl)phenyl-cyclopropanecarboxylic acid ester (kno fwronm CN 103524422 A) (CAS 1542271-46-4);S (4)a -7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(ftlruioromethyl)thio]phenyl]amino]carbonyl]- indeno[1,2e-][1,3,4]oxadiazine-4a(H3)-carboxylic acid methyl ester (known from CN 102132961 A) BCS243002 FC -60-(CAS 1370358-69-2); 6-deoxy-O3- ethyl-2,4-di-O-methyl-, 1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl]phenyl]carbamateα]--L-mannopyranose (known from US 2014 / 0275503 A1) (CAS 1181213-14-8); 8-(2-cycroloppylmethoxy-4-trifluoromethyl-phenoxy)-3- (6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[23..1 ]octane (CAS 1253850-56-4), a (8n-ti)-8-(2- cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(tr6if-luoromethyl-pyridazin-3-yl)-3-aza- bicyclo[3.2.1 ]octane (CAS 933798-27-7),s (y8n-)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-pheno)xy -3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyc[l3o.2.1]octane (known from WO2007 / 040280 A1, WO 2007040282 A1) (CAS 934001-66-8), N-[3-chloro(3-1-p-yridinyl)-1H-pyrazol-4-yl]-N-ethyl-3- [(3,3,3-trifluoropropyl)thio]-propanamide (knowno fmr WO 2015 / 058021 A1, WO 2015 / 058028 A1) (CAS 1477919-27-9) and N-[4-(aminothioxomethyl)-2e-tmhyl-6-[(methylamino)carbonyl]phenyl]-3- bromo-1-(3-chloro-2-pyridinyl)-H1-pyrazole-5-carboxamide (known from CN 103265527 ( AC)AS 1452877-50-7), 5-(1,3-dioxan-2-yl)-4-[[4-(trifluomroethyl)phenyl]methoxy]-pyrimidine (known fromWO 2013 / 115391 A1) (CAS 1449021-97-9), 3-(4-chlo2r,6o- dimethylphenyl)-4-hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (knownm fro WO 2010 / 066780 A1, WO 2011 / 151146 A1) (CAS 1229023-34-0), 3-(4-chloro-2,6-dimethylphen-8y-lm) ethoxy-1-methyl-1,8-diazaspiro[4.5]decane- 2,4-dione (known from WO 2014 / 187846 A1) (CAS 166358-758-8), 3-(4-chloro-2,6-dimethylphenyl)-8- methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-4e-nyl--carbonic acid ethyl ester (known from WO 2010 / 066780 A1, WO 2011151146 A1) (CAS 1229023-)0,0- N0-[1-[(6-chloro-3-pyridinyl)methyl]- 2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide (know fnrom DE 3639877 A1, WO 2012029672 A1) (CAS 1363400-41-2), [NE()]-N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridniylidene]-2,2,2-trifluoro- acetamide, (known from WO 2016005276 A1) (CAS9156686-03-7), [NZ()]-N-[1-[(6-chloro-3- pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-triufloro-acetamide, (CAS 1702305-40-5),en 3d-o-3-[2- propoxy-4-(trifluoromethyl)phenoxy]-9-[[5-(trifluoormethyl)-2-pyridinyl]oxy]-9- azabicyclo[3.3.1]nonane (known from WO 2011 / 1055 A016, WO 2016 / 133011 A1) (CAS 1332838-17- 1). Examples of herbicides which could be mixed witeh c thompound of formula (I) and the composition of the invention are: Acetochlor, acifluorfen, acifluorfen-sodium, aclfoenni, alachlor, allidochlor, alloxydim, alloxydim- sodium, ametryn, amicarbazone, amidochlor, amidfuorsounl, 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H- indol-6-yl)pyridine-2-carboxylic acid, aminocyclorpaychlor, aminocyclopyrachlor-potassium, aminocyclopyrachlor-methyl, aminopyralid, amitro alem, moniumsulfamate, anilofos, asulam, atrazine, azafenidin, azimsulfuron, beflubutamid, benazolin b,enazolin-ethyl, benfluralin, benfuresate, bensulfuron, bensulfuron-methyl, bensulide, benntaez,o benzobicyclon, benzofenap, bicyclopyron, bifenox, bilanafos, bilanafos-sodium, bispyribaics,p byribac-sodium, bixlozone, bromacil, bromobutide, bromofenoxim, bromoxynil, bromoxynil-butyrate, -paostsium, -heptanoate, and -octanoate, busoxinone, butachlor, butafenacil, butamifos, butenachlor,ra bluint, butroxydim, butylate, cafenstrole, carbetdaem,i carfentrazone, carfentrazone-ethyl, chloramben,orb chrolmuron, 1-{2-chloro-3-[(3-cyclopropyl-5- BCS243002 FC -61- hydroxy-1-methyl-1H-pyrazol-4-yl)carbonyl]-6-(truiflormethyl)phenyl}piperidin-2-on, 4-{2-chloro-3- [(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-(methylsfuolnyl)benzoyl}-1,3-dimethyl-1H-pyrazol-5-yl-1,3- dimethyl-1H-pyrazol-4-carboxylat, chlorfenac, chfelonrac-sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl, chloridazon, chlorimuron, o chrilmuron-ethyl, 2-[2-chloro-4-(methylsulfonyl)-3- (morpholin-4-ylmethyl)benzoyl]-3-hydroxycyclohex-e2n--1-on, 4-{2-chloro-4-(methylsulfonyl)-3- [(2,2,2-trifluoroethoxy)methyl]benzoyl}-1-ethyl-1Hp-yrazol-5-yl-1,3-dimethyl-1H-pyrazol-4- carboxylat, chlorophthalim, chlorotoluron, chlorlt-hdaimethyl, 3-[5-chloro-4-(trifluormethyl)pyridine2-- yl]-4-hydroxy-1-methylimidazolidine-2-on, chlorsulrfon, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clacyfos, clethodim, clodinafop, cilnoadfop-propargyl, clomazone, clomeprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyandaem, i cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyohfaolp, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D- butotyl, -butyl, -dimethylammonium, -diolamin, -eytl,h -2-ethylhexyl, -isobutyl, -isooctyl, -isoprop-yl ammonium, -potassium, -triisopropanolammonium, a -tnrodlamine, 2,4-DB, 2,4-DB-butyl, -dimethyl- ammonium, -isooctyl, -potassium, and -sodium, daroimnu (dymron), dalapon, dazomet, n-decanol, desmedipham, detosyl-pyrazolate (DTP), dicambah,lo dbicenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam,e dnifzoquat, diflufenican, diflufenzopyr, diflufenzorp-y sodium, dimefuron, dimepiperate, dimethachlor, dthimameetryn, dimethenamid, dimethenamid-P, 3-(2,6- dimethylphenyl)-6-[(2-hydroxy-6-oxocyclohex-1-eny-1l)-carbonyl]-1-methylchinazolin-2,4(1H,3H)- dion, 1,3-dimethyl-4-[2-(methylsulfonyl)-4-(trifluromethyl)benzoyl]-1H-pyrazol-5-yl-1,3-dimethyl-1H- pyrazol-4-carboxylat, dimetrasulfuron, dinitramin dei,noterb, diphenamid, diquat, diquat-dibromid, dithiopyr, diuron, DMPA, DNOC, endothal, EPTC, eoscparrb, ethalfluralin, ethametsulfuron, etha- metsulfuron-methyl, ethiozin, ethofumesate, etheonxy,f ethoxyfen-ethyl, ethoxysulfuron, etobenzanid,ethyl-[(3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo4- (trifluormethyl)-3,6-dihydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetat, F-9960, F-523 i1.e,. N-{2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-5- oxo-4,5-dihydro-1H-tetrazol-1-yl]phenyl}ethanesunlfaomide, F-7967, i. e. 3-[7-chloro-5-fluoro-2- (trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-(6t-rifluoromethyl)pyrimidine-2,4(1H,3H)-dione, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoroxpa-pP-ethyl, fenoxasulfone, fenquinotrione,fentrazamide, flamprop, flamprop-M-isopropyl, flarmop -M-methyl, flazasulfuron, florasulam, fluazifop,fluazifop-P, fluazifop-butyl, fluazifop-P-butyl, u flcarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, flufenpyr-ethl,y flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron, flurenol, flurenol-buty -l,dimethylammonium and -methyl, fluoroglycofen, fluoroglycofen-ethyl, flupropanate, flupyrsulfuron f,lupyrsulfuron-methyl-sodium, fluridone, fluro- chloridone, fluroxypyr, fluroxypyr-meptyl, flurtamnoe, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, glufaotsein, glufosinate-ammonium, glufosinate-P-sodium, glufosinate-P-ammonium, glufosinate-P-sodium, golyspahte, glyphosate-ammonium, -isopropyl- ammonium, -diammonium, -dimethylammonium, -potamss,iu -sodium, and -trimesium, H-9201, i.e. O- (2,4-dimethyl-6-nitrophenyl) O-ethyl isopropylphohsopramidothioate, halauxifen, halauxifen-methyl,halosafen, halosulfuron, halosulfuron-methyl, hxayflo p, haloxyfop-P, haloxyfop-ethoxyethyl, BCS243002 FC -62- haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxypf-oP-methyl, hexazinone, HW-02, i.e. 1- (dimethoxyphosphoryl) ethyl-(2,4-dichlorophenoxye)taacte, 4-hydroxy-1-methoxy-5-methyl-3-[4- (trifluormethyl)pyridine-2-yl]imidazolidine-2-on, - 4hydroxy-1-methyl-3-[4-(trifluormethyl)pyridine-2- yl]imidazolidine-2-on, (5-hydroxy-1-methyl-1H-pyroalz-4-yl)(3,3,4-trimethyl-1,1-dioxido-2,3-dihydro- 1-benzothiophen-5-yl)methanon, 6-[(2-hydroxy-6-coyxcolohex-1-en-1-yl)carbonyl]-1,5-dimethyl-3-(2- methylphenyl)chinazolin-2,4(1H,3H)-dion, imazamebtehnaz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, za impayr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imaazpeytrh-immonium, imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-somdiu, ioxynil, ioxynil-octanoate, -potassium and -sodium, ipfencarbazone, isoproturon, isou irsoonx,aben, isoxaflutole, karbutilate, KUH-043, i 3.e-. ({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)1-H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5- dihydro-1,2-oxazole, ketospiradox, lactofen, lenl,aci linuron, MCPA, MCPA-butotyl, - dimethylammonium, -2-ethylhexyl, -isopropylammoni,um -potassium, and -sodium, MCPB, MCPB- methyl, -ethy,l and -sodium, mecoprop, mecopropi-usmod, and -butotyl, mecoprop-P, mecoprop-P- butotyl, -dimethylammonium, -2-ethylhexyl, and -apsostium, mefenacet, mefluidide, mesosulfuron, mesosulfuron-methyl, mesotrione, methabenzthiaz,u mroentam, metamifop, metamitron, metazachlor, metazosulfuron, methabenzthiazuron, methiopyrsounlf,ur methiozolin, 2-({2-[(2-methoxy- ethoxy)methyl]-6-(trifluormethyl)pyridin-3-yl}carbnoyl)cyclohexan-1,3-dion, methyl isothiocyanate, 1- methyl-4-[(3,3,4-trimethyl-1,1-dioxido-2,3-dihydr1o--benzothiophen-5-yl)carbonyl]-1H-pyrazol-5- ylpropan-1-sulfonat, metobromuron, metolachlor, e St-omlachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinat, monolrionnu, monosulfuron, monosulfuron-ester, MT-5950, i.e. N-(3-chloro-4-isopropylphenyl)-2-methylpenta mnide, NGGC-011, napropamide, NC-310, i.e. [5- (benzyloxy)-1-methyl-1H-pyrazol-4-yl](2,4-dichlorohpenyl)methanone, neburon, nicosulfuron, nonanoic acid (pelargonic acid), norflurazon, oleic acidtt (yfa acids), orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefo xny,fluorfen, paraquat, paraquat dichloride, pebeu,latpendimethalin, penoxsulam, pentachlorphenol, peanzto nxe, pethoxamid, petroleum oils, phenmedipham,picloram, picolinafen, pinoxaden, piperophos, plarechtilor, primisulfuron, primisulfuron-methyl, prodiamine, profoxydim, prometon, prometryn, prohploarc, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazondeiu-smo, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen p,yraflufen-ethyl, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuron-eth pyylr,azoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, pyributicarb, i pdyarfol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, ptyhriiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop,iza qluofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, QYM-201, QYR-301, rimsulfur,on saflufenacil, sethoxydim, siduron, simazine, simetryn, SL-261, sulcotrion, sulfentrazone, smulefoturon, sulfometuron-methyl, sulfosulfuron, SYN- 523, SYP-249, i.e. 1-ethoxy-3-methyl-1-oxobut-3-2e-nyl- 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate, SYP-300, i.e.1-[7-fluoro-3-oxo-4ro-(p -2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]- BCS243002 FC -63- 3-propyl-2-thioxoimidazolidine-4,5-dione, 2,3,6-TB,A TCA (trichloroacetic acid), TCA-sodium, tebuthiuron, tefuryltrione, tembotrione, tepraloixmyd, terbacil, terbucarb, terbumeton, terbuthylazin, terbutryn, tetflupyrolimet, thenylchlor, thiazopy thr,iencarbazone, thiencarbazone-methyl, thifensrounlf,u thifensulfuron-methyl, thiobencarb, tiafenacil,p tyorlalate, topramezone, tralkoxydim, triafamone-, tri allate, triasulfuron, triaziflam, tribenuron, trinbueron-methyl, triclopyr, trietazine, trifloxysulfounr, trifloxysulfuron-sodium, trifludimoxazin, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, urea sulfate, vernolate, ZJ-0862, i.e. 3,4-dich-lNor-o{2-[(4,6-dimethoxypyrimidin-2- yl)oxy]benzyl}aniline. Examples for plant growth regulators are: Acibenzolar, acibenzolar-S-methyl, 5-aminolevuli ancicid, ancymidol, 6-benzylaminopurine, Brassinolid, catechine, chlormequat chloride, cloprop, cycladnei,li 3-(cycloprop-1-enyl) propionic acid, daminoz,ide dazomet, n-decanol, dikegulac, dikegulac-sodiumd,ot ehnal, endothal-dipotassium, -disodium, and - mono(N,N-dimethylalkylammonium), ethephon, flumelintr,a flurenol, flurenol-butyl, flurprimidol, forchlorfenuron, gibberellic acid, inabenfide, inl-d3o-acetic acid (IAA), 4-indol-3-ylbutyric acid, isoprothiolane, probenazole, jasmonic acid, ma hleydicrazide, mepiquat chloride, 1-methylcyclopropene, methyl jasmonate, 2-(1-naphthyl)acetamide, 1-nayplahcthetic acid, 2- naphthyloxyacetic acid, nitrophenolate-mixture, paclobutrazol, N-(2-phenthyylel)-beta-alanine, N-phenylphthalamic acid, prohexadione, prohexadione-calcium, prohydrojasm, o snaelicylic acid, strigolactone, tecnazene, thidiazuron, triacontanol, trinexapac, trinexapathcy-le, tsitodef, uniconazole, uniconazole-P. Examples of safeners which could be mixed with c tohmepound of formula (I) and the composition of the invention are, for example, benoxacor, cloquinto (c-metexyl), cyometrinil, cyprosulfamide, dichlormid, fenchlorazole (-ethyl), fenclorim, flurazole, flufxeonim, furilazole, isoxadifen (-ethyl), mefenpyr (- diethyl), naphthalic anhydride, oxabetrinil, 2-moexthy-N-({4-[(methylcarbamoyl)amino]phenyl}- sulphonyl)benzamide (CAS 129531-12-0), 4-(dichlocreotayl)-1-oxa-4-azaspiro[4.5]decane (CAS 71526- 07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxalizdoine (CAS 52836-31-4). Examples of nitrification inhibitors wich can bex medi with the compound of formula (I) and the composition of the invention are selected from g throeup consisting of 2-(3,4-dimethyl-1 H-pyrazol-1 - yl)succinic acid, 2-(4,5-dimethyl-1 H-pyrazol-1) -syulccinic acid, 3,4-dimethyl pyrazolium glycola 3te,4,- dimethyl pyrazolium citrate, 3,4-dimethyl pyrazomliu lactate, 3,4-dimethyl pyrazolium mandelate,41- ,2, triazole, 4-Chloro-3-methylpyrazole, N-((3(5)-melt-h1yH-pyrazole-1-yl)methyl)acetamide, N-((3(5)- methyl-1 H-pyrazole-1-yl)methyl)formamide, N-((3,(45-)dimethylpyrazole-1-yl)methyl)formamide, N- ((4-chloro-3(5)-methyl-pyrazole-1-yl)methyl)formadmei; reaction adducts of dicyandiamide, urea and formaldehyde, triazonyl- formaldehyde-dicyandiamid aedducts, 2-cyano-1-((4-oxo-1,3,5-triazinan-1- yl)methyl)guanidine, 1-((2-cyanoguanidino)methyel)au,r 2-cyano-1-((2-cyanoguanidino)methyl)- guanidine, 2-chloro-6-(trichloromethyl)-pyridineit (rnapyrin or N-serve), dicyandiamide, 3,4-dimethyl pyrazole phosphate, 4,5-dimethyl pyrazole phosp,h 3a,t4e-dimethylpyrazole, 4,5-dimethyl pyrazole, BCS243002 FC -64- ammoniumthiosulfate, neem, products based on iniegnretsd of neem, linoleic acid, alpha-linolenic acid, methyl p-coumarate, methyl ferulate, methyl 3-(4d-rhoyxyphenyl) propionate, karanjin, brachialacto-n, p benzoquinone sorgoleone, 4-amino-1,2,4-triazolero hcyhdloride, 1-amido-2-thiourea, 2-amino-4-chloro- 6-methylpyrimidine, 2-mercapto-benzothiazole, 5o-extyh-3-trichloromethyl-1,2,4-thiodiazole (terrazole, etridiazole), 2-sulfanilamidothiazole, 3-methylpzyoral, 1,2,4-triazol thiourea, cyan amide, melamine, zeolite powder, catechol, benzoquinone, sodiumab teotrrate, allylthiourea, chlorate salts, and zinlfca steu.The compound of formula (I) and the composition th oef invention may be combined with one or moreagriculturally beneficial agents. Examples of agriculturally beneficial agents incelu bdiostimulants, plant growth regulators, plantn sailg molecules, growth enhancers, microbial stimula mtinoglecules, biomolecules, soil amendments, nutr,ientsplant nutrient enhancers, etc., such as lipo-chligito soaccharides (LCO), chitooligosaccharides (CO),chitinous compounds, flavonoids, jasmonic acid e or iv datives thereof (e.g., jasmonates), cytokinins,auxins, gibberellins, absiscic acid, ethylene,s birnaossteroids, salicylates, macro- and micro-nutsri,en linoleic acid or derivatives thereof, linolenic d ac oi r derivatives thereof, karrikins, and beneficial microorganisms (e.g. R,hizobium spp., Bradyrhizobium spp., Sinorhizobium spp., Azorhizobium spp., Glomus spp., Gigaspora spp., Hymenoscyphou sspp., Oidiodendron spp., Laccaria spp., Pisolithus spp., Rhizopogon spp., Scleroderma spp., Rhizoctonia spp., Acinetobacter spp., Arthrobacter spp., Arthrobotrys spp., Aspergillus spp., Azospirillum spp., Bacillus spp., Burkholderia spp., Candida spp., Chryseomonas spp., Enterobacter spp., Eupenicillium spp., Exiguobacterium spp., Klebsiella spp., Kluyvera spp., Microbacterium spp., Mucor spp., Paecilomyces pp., Paenibacillus spp., Penicillium spp., Pseudomonas spp., Serratia spp., Stenotrophomona sspp., Streptomyces pp., Streptosporangium spp., Swaminathania spp., Thiobacillus spp., Torulospora spp., Vibrio spp., Xanthobacter spp., Xanthomonas pp., etc.), and combinations thereof. Methods and usesThe compound of formula (I) and the composition th oef invention have potent microbicidal activityand / or plant defense modulating potential. They b cean used for controlling unwanted microorganisms,such as unwanted fungi and bacteria, on plantsy. T cahne be particularly useful in crop protectione (ythcontrol microorganisms that cause plants disea osre fso)r protecting materials (e.g. industrial maatelsr,i timber, storage goods) as described in more de htaeirlesin below. More specifically, the compound offormula (I) and the composition of the invention c bae used to protect seeds, germinating seedsg, e dmerseedlings, plants, plant parts, fruits, harvestd gso aond / or the soil in which the plants grow fromw uan tedmicroorganisms. Control or controlling as used herein encompassroestec ptive, curative and eradicative treatment ofunwanted microorganisms. Unwanted microorganismys b mea pathogenic bacteria, pathogenic virus,pathogenic oomycetes or pathogenic fungi, moreif sicpaelcly phytopathogenic bacteria, phytopathogenic BCS243002 FC -65- virus, phytopathogenic oomycetes or phytopathoge fnuincgi. As detailed herein below, these phytopathogenic microorganims are the causal ag oefn ats broad spectrum of plants diseases. More specifically, the compound of formula (I) a tnhde composition of the invention can be used asfungicides. For the purpose of the specificatiohne, t term “fungicide” refers to a compound or comtpio nsithat can be used in crop protection for the con otrfo ulnwanted fungi, such as Plasmodiophoromycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Bamsidyicoetes and Deuteromycetes and / or for the control of Oomycetes. The compound of formula (I) and the composition th oef invention may also be used as antibacterianlt a.geIn particular, they may be used in crop protect fion r, example for the control of unwanted bacte sruiac,has Pseudomonadaceae, Rhizobiaceae, Xanthomona,d Eacneteareobacteriaceae, Corynebacteriaceae and Streptomycetaceae. The compound of formula (I) and the composition th oef invention may also be used as antiviral agnent i crop protection. For example the compound of foram (uI)l and the composition of the invention may have effects on diseases from plant viruses, such as to tbhaecco mosaic virus (TMV), tobacco rattle virus, tobacco stunt virus (TStuV), tobacco leaf curl s vir (uVLCV), tobacco nervilia mosaic virus (TVBMV), tobacco necrotic dwarf virus (TNDV), tobacco stre vairkus (TSV), potato virus X (PVX), potato viruses Y, S, M, and A, potato acuba mosaic virus (PAMVo)t,a pto mop-top virus (PMTV), potato leaf-roll virus(PLRV), alfalfa mosaic virus (AMV), cucumber mosa vi rcus (CMV), cucumber green mottlemosaic virus(CGMMV), cucumber yellows virus (CuYV), watermelo mnosaic virus (WMV), tomato spotted wilt virus (TSWV), tomato ringspot virus (TomRSV), sugarcanoes maic virus (SCMV), rice drawf virus, rice stripe virus, rice black-streaked drawf virus, strawbe mrroyttle virus (SMoV), strawberry vein banding virus (SVBV), strawberry mild yellow edge virus (SMYEV s)t,rawberry crinkle virus (SCrV), broad beanwilt virus (BBWV), and melon necrotic spot virus (MNSV). The present invention also relates to a metho cdo fnotrrolling unwanted microorganisms, such as unewdant fungi, oomycetes and bacteria, on plants compri tshieng step of applying at least one compound ofu folarm (I) or at least one composition of the invention th toe microorganisms and / or their habitat (to thaent psl, plant parts, seeds, fruits or to the soil in wh tihceh plants grow). Typically, when the compound of formula (I) and tchoemposition of the invention are used in cura otirve protective methods for controlling phytopathoge fnuincgi and / or phytopathogenic oomycetes, an effectiv and plant-compatible amount thereof is appliedh teo p tlants, plant parts, fruits, seeds or to thel o sroi substrates in which the plants grow. Suitable srautbesst that may be used for cultivating plants idneclu inorganic based substrates, such as mineral wno pola,r iticular stone wool, perlite, sand or gravergl;a onic substrates, such as peat, pine bark or sawdus pt;e atrnodleum based substrates such as polymeric fo rams plastic beads. Effective and plant-compatible anmto mueans an amount that is sufficient to control or destroy the fungi present or liable to appear oen c trhopland and that does not entail any appreciable BCS243002 FC -66- symptom of phytotoxicity for said crops. Such ano aumnt can vary within a wide range depending on the fungus to be controlled, the type of crop, the c grroopwth stage, the climatic conditions and thee recstipve compound or composition of the invention used. T ahmisount can be determined by systematic fields trial that are within the capabilities of a person sdkil ilne the art. Plants and plant parts The compound of formula (I) and the composition th oef invention may be applied to any plants or plant parts. Plants mean all plants and plant populations, s ausch desired and undesired wild plants or crop plants (including naturally occurring crop plants). Croplan pts may be plants which can be obtained by conventional breeding and optimization methodsy o bri botechnological and genetic engineering methods or combinations of these methods, including theet giceanlly modified plants (GMO or transgenic plants) and the plant cultivars which are protectable aonnd-p nrotectable by plant breeders’ rights. Plant cultivars are understood to mean plants wh aicvhe new properties ("traits") and have beenn oebdta biy conventional breeding, by mutagenesis or by recnoamnbti DNA techniques. They can be cultivars, vaersie,ti bio- or genotypes. Plant parts are understood to mean all parts agnadn osr of plants above and below the ground, such as shoots, leaves, needles, stalks, stems, floweurist, b fordies, fruits, seeds, roots, tubers and rheizso.m The plant parts also include harvested material andet vaetigve and generative propagation material, for example cuttings, tubers, rhizomes, slips and s.eeds Plants which may be treated in accordance with m tehtehods of the invention include the following:tto con, flax, grapevine, fruit, vegetables, such R aossaceae sp (f.or example pome fruits such as apples and p beuatrs, also stone fruits such as apricots, cherries, adlmso annd peaches, and soft fruits such as strawsb)e,rrie Ribesioidae sp,. Juglandaceae s,p B.etulaceae s,p A. nacardiaceae s,p F.agaceae sp,. Moraceae sp,. Oleaceae sp., Actinidaceae sp,. Lauraceae sp,. Musaceae sp (.for example banana trees and plantatio Rnusb),iaceae sp. (for example coffee), Theaceae s,p. Sterculiceae sp,. Rutaceae sp (.for example lemons, oranges and grapefruit); Solanaceae sp (.for example tomatoes) L,iliaceae sp,. Asteraceae sp (.for example lettuce), Umbelliferae sp,. Cruciferae sp,. Chenopodiaceae s,p C.ucurbitaceae sp (.for example cucumber A),lliaceae sp. (for example leek, onion P),apilionaceae sp (.for example peas); major crop plants, suc Ghr aasmineae sp. (for example maize, turf, cereals such as wheea,t, ri rcye, barley, oats, millet and triticale A)s,teraceae sp (f.or example sunflower) B,rassicaceae sp (f.or example white cabbage, red cabbage, brocc aoullii,flower, Brussels sprouts, pak choi, kohlrabi, radishes, and oils reaepde, mustard, horseradish and cre Fsasb),acae sp. (for example bean, peanuts P)a,pilionaceae sp (.for example soya bean S),olanaceae sp (.for example potatoes), Chenopodiaceae s (pfo.r example sugar beet, fodder beet, swiss ch baeredt,root); useful plants and ornamental plants for gardens and wooded areas; and genyet micoadllified varieties of each of these plants. BCS243002 FC -67- Plants and plant cultivars which may be treated th bey above disclosed methods include plants andt plancultivars which are resistant against one or moioretic b stresses, i.e. said plants show a bettern dsefeagainst animal and microbial pests, such as ag naeinmstatodes, insects, mites, phytopathogenic fungi, bacteria, viruses and / or viroids. Plants and plant cultivars which may be treated the by above disclosed methods include those planictsh wh are resistant to one or more abiotic stresses.ti Acb sitoress conditions may include, for exampleu, dgrhot, cold temperature exposure, heat exposure, osmotic, stfrloeosdsing, increased soil salinity, increased mrainle exposure, ozone exposure, high light exposuret,e ldim aivailability of nitrogen nutrients, limited ailvaability of phosphorus nutrients, shade avoidance. Plants and plant cultivars which may be treated th bey above disclosed methods include those plants characterized by enhanced yield characteristicsre.a Insed yield in said plants may be the resu flotr o ef,xample,improved plant physiology, growth and developm seunct,h as water use efficiency, water retentioni e nfficcy,improved nitrogen use, enhanced carbon assimi,lat imionproved photosynthesis, increased germination efficiency and accelerated maturation. Yield maryth feurmore be affected by improved plant architectur (under stress and non-stress conditions), inclu bduintg not limited to, early flowering, flowering ctoronl forhybrid seed production, seedling vigor, plant s iinzte, rnode number and distance, root growth, siezed , f sruitsize, pod size, pod or ear number, seed numbe pro pde orr ear, seed mass, enhanced seed filling,e rded sueced dispersal, reduced pod dehiscence and lodgingta rnecseis. Further yield traits include seed compons,it siouch as carbohydrate content and composition for exam coptlteon or starch, protein content, oil content and composition, nutritional value, reduction in anutit-rnitional compounds, improved processability anedtte br storage stability. Plants and plant cultivars which may be treated th bey above disclosed methods include plants andt plan cultivars which are hybrid plants that already exspsr the characteristic of heterosis or hybrid v wighoirch results in generally higher yield, vigor, healthd a rnesistance towards biotic and abiotic stresses. Transgenic plants, seed treatment and integrativoenn ets The compound of formula (I) can be advantageousselyd u to treat transgenic plants, plant cultivar psla onrt parts that received genetic material which impa drtvsantageous and / or useful properties (traitsh)e tose t plants, plant cultivars or plant parts. Therefo itre i,s contemplated that the present invention meay b combined with one or more recombinant traits onrs trgaenic event(s) or a combination thereof. For the purposes of this application, a transgenic eve cnrte iasted by the insertion of a specific recombin DaNnAt molecule into a specific position (locus) withine t chhromosome of the plant genome. The insertioante csre a novel DNA sequence referred to as an “event” is an cdharacterized by the inserted recombinant DNA molecule and some amount of genomic DNA immedia atedljyacent to / flanking both ends of the insertedDNA. Such trait(s) or transgenic event(s) includ beu,t are not limited to, pest resistance, water useefficiency, yield performance, drought toleranceee,d s quality, improved nutritional quality, hybriede sd BCS243002 FC -68- production, and herbicide tolerance, in which trhaeit t is measured with respect to a plant lackincgh su trait or transgenic event. Concrete examples ohf s audcvantageous and / or useful properties (traites) ar better plant growth, vigor, stress tolerance, satabnilidty, lodging resistance, nutrient uptake, pl naunttrition,and / or yield, in particular improved growth, incsrea d tolerance to high or low temperatures, incrdeasetolerance to drought or to levels of water or s soail inity, enhanced flowering performance, easierharvesting, accelerated ripening, higher yieldsg,he hri quality and / or a higher nutritional value h oef t harvested products, better storage life and / ore psrsoacbility of the harvested products, and increasedresistance against animal and microbial pests,a ssuc ahgainst insects, arachnids, nematodes, mliutegs, sand snails. Among DNA sequences encoding proteins which confer prtoiepser of tolerance to suc ahnimal and microbial pests, in particula irnsects, mention will particularly be made t ohef genetic material from Bacillus thuringiensis encoding the Bt proteins widely described in tihteera lture and well known to those skilled in the art. Mention will also be ma odfe proteins extracted from bacteria such as Photorhabdus (WO97 / 17432 and WO98 / 0893.2 In) particular, mention will be made of the Bt Cry or VIP proteins which include the CrylA, CryIAb, CrycIA, CryIIA, CryIIIA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CryIF proteins or toxic fragments thefr aenod also hybrids or combinations thereof, especially the CrylF protein or hybrids derived from a Cry plrFotein (e.g. hybrid CrylA-CrylF proteins or toxic fragments thereof), the CrylA-type protsein or toxic fragments thereof, preferably the CrylAc protein or hybrids derived from the CrylAcro ptein (e.g. hybrid CrylAb-CrylAc proteins) or the CrylAb or Bt2 protein or toxic fragments thefr,e tohe Cry2Ae, Cry2Af or Cry2Ag proteins or toxic fragments thereof, the CrylA.105 protein o tro axic fragment thereof, the VIP3Aa19 protein, the VIP3Aa20 protein, the VIP3A proteins producned th ie COT202 or COT203 cotton events, the VIP3Aa protein or a toxic fragment thereof as diebsecdr in Estruch et al. (1996), Proc Natl Acad Sci US A. 28;93(11):5389-94, the Cry proteins as debsecdri in WO2001 / 47952 th,e insecticidal proteins from Xenorhabdus (as described in WO98 / 50427 S),erratia (particularly from S. entomophila) or Photorhabdus species strains, such as Tc-proteins from Photodruhsa abs described in WO98 / 08932. Also any variants or mutants of any one of thesoete pinrs differing in some amino acids (1-10, preferably 1-5) from any of the above named seqeuse,n pcarticularly the sequence of their toxic fragment, or which are fused to a transit pept siduec,h as a plastid transit peptide, or another pinrote or peptide, is included herein. Another and particularly emphasized example of such prtoiepse irs conferred tolerance to ne or more herbicides, for example imidazolinones, sulphoneyalusr, glyphosate or phosphinothricin. Among DNA sequences encoding proteins which confer prope orfti teoslerance to certain herbicides on the tranmsefodr plant cells and plants, mention will be particuyla brle made to the bar or PAT gene or the Streptosmyce coelicolor gene described in WO2009 / 152359 whicnhfe cros tolerance to glufosinate herbicides, a gene encoding a suitable EPSPS (5-Enolpyruvylshikimapth-3o-sphat-synthase) which confers tolerance to herbicides having EPSPS as a target, especialblyic hideers such as glyphosate and its salts, a gecnoedi enng BCS243002 FC -69- glyphosate-n-acetyltransferase, or a gene enco gdlyinpghosate oxidoreductase. Further suitable hedrebici tolerance traits include at least one ALS (acetoaltaec synthase) inhibitor (e.g. WO2007 / 024782), a mutated Arabidopsis ALS / AHAS gene (e.g. U.S. Pate 6n,8t55,533), genes encoding 2,4-D- monooxygenases conferring tolerance to 2,4-D ( d2i,c4h-lorophenoxyacetic acid) and genes encoding Dicamba monooxygenases conferring tolerance tom dbicaa (3,6-dichloro-2- methoxybenzoic acid). Yet another example of such properties is resiseta tonc one or more phytopathogenic fungi, for example Asian Soybean Rust. Amon DgNA sequences encoding proteins which confer prtoiepse orf resistance to such diseases, mention will particularly be m oafd tehe genetic material from glycine tomentell,a for example from any one of publically available accioenss lines PI441001, PI483224, PI583970, PI446958, PI499939, PI505220, PI499933, PI441008, PI50525 P6I4 o4r6961 as described W inO2019 / 103918. Further and particularly emphasized examples of such prtrioepse are increased resistance against bacteria and / or viruses owing, for example, to systemic airceqdu resistance (SAR), systemin, phytoalexins, elicitors and also resistance genes and corresnpgolnyd eixpressed proteins and toxins. Particularly useful transgenic events in transge pnlaicnts or plant cultivars which can be treatedh wit preference in accordance with the invent iinocnlude Event 531 / PV-GHBK04 (cotton, insect conl,tro described in WO2002 / 040677), Event 1143-14A (co,t itnosnect control, not deposited, described in WO2006 / 128569); Event 1143-51B (cotton, insect r cool,nt not deposited, described in WO2006 / 128570); Event 1445 (cotton, herbicide taonlecre, not deposited, described in US-A 2002- 120964 or WO2002 / 034946); Event 17053 (rice, heidrbeic tolerance, deposited as PTA-9843, described in WO2010 / 117737); Event 17314 (rice,bi hceidre tolerance, deposited as PTA-9844, described in WO2010 / 117735); Event 281-24-236 o (cno,tt insect control - herbicide tolerance, deposited as PTA-6233, described in WO2005 / 1032r6 U6S o-A 2005-216969); Event 3006-210-23 (cotton, insect control - herbicide tolerance, dseitpeod as PTA-6233, described in US-A 2007-143876 orWO2005 / 103266); Event 3272 (corn, quality tra dite,posited as PTA-9972, described in WO2006 / 098952 or US-A 2006-230473); Event 33391e (awt,h herbicide tolerance, deposited as PTA-2347, described in WO2002 / 027004), Event 40 (4c1o6rn, insect control - herbicide tolerance, deposited as ATCC PTA-11508, described in WO 115 / 09735); Event 43A47 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-1150e9s,cr dibed in WO2011 / 075595); Event 5307 (corn, insect control, deposited as ATCC PTA-95 d6e1s,cribed in WO2010 / 077816); Event ASR- 368 (bent grass, herbicide tolerance, deposite AdT aCsC PTA-4816, described in US-A 2006-162007 or WO2004 / 053062); Event B16 (corn, herbicide taonlecre, not deposited, described in US-A 2003- 126634); Event BPS-CV127- 9 (soybean, herbicidera tonlce, deposited as NCIMB No. 41603, described in WO2010 / 080829); Event BLRl (oilseepde r,a restoration of male sterility, deposited as NCIMB 41193, described in WO2005 / 074671), Event C3-E647B (cotton, insect control, deposited as DSM ACC2724, described in US-A 2009-217423 or WO62 / 01028573); Event CE44-69D (cotton, insect control, not deposited, described in US-A102-00024077); Event CE44-69D (cotton, insect BCS243002 FC -70- control, not deposited, described in WO2006 / 128;5 E71v)ent CE46-02A (cotton, insect control, not deposited, described in WO2006 / 128572); Event CO2T (1c0otton, insect control, not deposited, described in US-A 2006-130175 or WO2004 / 039986)e;n Etv COT202 (cotton, insect control, not deposited, described in US-A 2007-067868 or WO2050454 / 79); Event COT203 (cotton, insect control, not deposited, described in WO2005 / 054;48 );0) Event DAS21606-3 / 1606 (soybean, herbicide tolerance, deposited as PTA-11028, dbeesdcri n WO2012 / 033794), Event DAS40278 (corn, herbicide tolerance, deposited as ATCC PT0A24-14, described in WO2011 / 022469); Event DAS-44406-6 / pDAB8264.44.06.l (soybean, herbici tdoelerance, deposited as PTA-11336, described in WO2012 / 075426), Event DAS-14536-7 / pBD8A291.45.36.2 (soybean, herbicide tolerance, deposited as PTA-11335, described in 0 W1O2 / 2075429), Event DAS-59122-7 (corn, insect control - herbicide tolerance, deposited A aTsCC PTA 11384, described in US-A 2006- 070139); Event DAS-59132 (corn, insect controlr -b hiceide tolerance, not deposited, described in WO2009 / 100188); Event DAS68416 (soybean, herbi tcoidleerance, deposited as ATCC PTA-10442, described in WO2011 / 066384 or WO2011 / 066360); Ev DePn-t098140-6 (corn, herbicide tolerance, deposited as ATCC PTA-8296, described in US-A 2010397-395 or WO 08 / 112019); Event DP- 305423-1 (soybean, quality trait, not deposited, sc driebed in US-A 2008-312082 or WO2008 / 054747); Event DP-32138-1 (corn, hybridioznat siystem, deposited as ATCC PTA-9158, described in US-A 2009-0210970 or WO2009 / 103049v)e;n Et DP-356043-5 (soybean, herbicide tolerance, deposited as ATCC PTA-8287, describe UdS in-A 2010-0184079 or WO2008 / 002872); Event EE-I (brinjal, insect control, not deposite dde,scribed in WO 07 / 091277); Event Fil 17 (corn, herbicide tolerance, deposited as ATCC 209031,r dibeesdc in US-A 2006-059581 or WO 98 / 044140); Event FG72 (soybean, herbicide tolerance, depo asiste PdTA-11041, described in WO2011 / 063413), Event GA21 (corn, herbicide tolerance, deposite AdT aCsC 209033, described in US-A 2005-086719 or WO 98 / 044140); Event GG25 (corn, herbicide taonlecre, deposited as ATCC 209032, described in US-A 2005-188434 or WO98 / 044140); Event GHB1c1o9tt (on, insect control - herbicide tolerance, deposited as ATCC PTA-8398, described in WO20087 / 18501); Event GHB614 (cotton, herbicide tolerance, deposited as ATCC PTA-6878, describe UdS in-A 2010-050282 or W02007 / 017186); Event GJ11 (corn, herbicide tolerance, deposite AdT aCsC 209030, described in US-A 2005-188434or WO98 / 044140); Event GM RZ13 (sugar beet, vireus is rtance, deposited as NCIMB-41601,described in WO2010 / 076212); Event H7-l (sugar , b hee rtbicide tolerance, deposited as NCIMB41158 or NCIMB 41159, described in US-A 2004-1726 o6r9 WO 2004 / 074492); Event JOPLINl (wheat, disease tolerance, not deposited, descr inibe UdS-A 2008-064032); Event LL27 (soybean, herbicide tolerance, deposited as NCIMB41658, dibeesdcr in WO2006 / 108674 or US-A 2008- 320616); Event LL55 (soybean, herbicide toleran dceep,osited as NCIMB 41660, described in WO 2006 / 108675 or US-A 2008-196127); Event LLcotton (c2o5tton, herbicide tolerance, deposited as ATCC PTA-3343, described in WO2003 / 013224 or US 2-0 A03-097687); Event LLRICE06 (rice, herbicide tolerance, deposited as ATCC 203353,r dibeesdc in US 6,468,747 or WO2000 / 026345); Event LLRice62 ( rice, herbicide tolerance, depeodsit as ATCC 203352, described in BCS243002 FC -71- WO2000 / 026345), Event LLRICE601 (rice, herbicideler taonce, deposited as ATCC PTA-2600, described in US-A 2008-2289060 or WO2000 / 026356v)e;n Et LY038 (corn, quality trait, deposited as ATCC PTA-5623, described in US-A 2007-028322 W oOr2005 / 061720); Event MIR162 (corn, insect control, deposited as PTA-8166, describe UdS in-A 2009-300784 or WO2007 / 142840); Event MIR604 (corn, insect control, not deposited, debsecdri in US-A 2008-167456 or WO2005 / 103301); Event MON15985 (cotton, insect control, depositesd A aTCC PTA-2516, described in US-A 2004- 250317 or WO2002 / 100163); Event MON810 (corn, ints ceocntrol, not deposited, described in US- A 2002-102582); Event MON863 (corn, insect cont droelp,osited as ATCC PTA-2605, described in WO2004 / 011601 or US-A 2006-095986); Event MON87 (4c2o7rn, pollination control, deposited as ATCC PTA-7899, described in WO2011 / 062904); EvenOt N M87460 (corn, stress tolerance, deposited as ATCC PTA-8910, described in WO20092 / 16131 or US-A 2011-0138504); Event MON87701 (soybean, insect control, deposited as C AT PCTA- 8194, described in US-A 2009- 130071 or WO2009 / 064652); Event MON87705 (soybe qauna,lity trait - herbicide tolerance, deposited as ATCC PTA-9241, described in US-A 2001800-887 or WO2010 / 037016); Event MON87708 (soybean, herbicide tolerance, depositesd A aTCC PTA-9670, described in WO2011 / 034704); Event MON87712 (soybean, yield,o dseitped as PTA-10296, described in WO2012 / 051199), Event MON87754 (soybean, qualitayit, tr deposited as ATCC PTA-9385, described in WO2010 / 024976); Event MON87769 (sonyb,e qauality trait, deposited as ATCC PTA- 8911, described in US-A 2011-0067141 or WO2009 / 17032);8 Event MON88017 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-558d2e,scribed in US-A 2008-028482 orWO2005 / 059103); Event MON88913 (cotton, herbiciodle r tance, deposited as ATCC PTA-4854,described in WO2004 / 072235 or US-A 2006-059590)e;n Etv MON88302 (oilseed rape, herbicide tolerance, deposited as PTA-10955, described in 0 W1O1 / 2153186), Event MON88701 (cotton, herbicide tolerance, deposited as PTA-11754, dbeesdcri n WO2012 / 134808), Event MON89034 (corn, insect control, deposited as ATCC PTA-74 d5e5s,cribed in WO 07 / 140256 or US-A 2008- 260932); Event MON89788 (soybean, herbicide tolceera,n deposited as ATCC PTA-6708, described in US-A 2006-282915 or WO2006 / 130436); Event MS (oli 1lseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-850 or PTA-248e5s,c dribed in WO2001 / 031042); Event MS8 (oilseed rape, pollination control - herbicide troalnece, deposited as ATCC PTA-730, described in WO2001 / 041558 or US-A 2003-188347); Event NK603rn (c,o herbicide tolerance, deposited as ATCC PTA-2478, described in US-A 2007-292854); Etv PeEn-7 (rice, insect control, not deposited, described in WO2008 / 114282); Event RF3 (oilseede, ra ppollination control - herbicide tolerance, deposited as ATCC PTA-730, described in WO2001 / 05481 o5r US-A 2003-188347); Event RT73(oilseed rape, herbicide tolerance, not deposi dted s,cribed in WO2002 / 036831 or US-A 2008-070260); Event SYHT0H2 / SYN-000H2-5 (soybean, hiceidrbe tolerance, deposited as PTA-11226, described in WO2012 / 082548), Event T227-1 (sugaert, b heerbicide tolerance, not deposited, described in WO2002 / 44407 or US-A 2009-265817);n Etv Te25 (corn, herbicide tolerance, notdeposited, described in US-A 2001-029014 or WO205016 / 54); Event T304-40 (cotton, insect BCS243002 FC -72- control - herbicide tolerance, deposited as ATCCA- P8T171, described in US-A 2010-077501 or WO2008 / 122406); Event T342-142 (cotton, insect r cool,nt not deposited, described in WO2006 / 128568); Event TC1507 (corn, insect con -tr hoelrbicide tolerance, not deposited, described in US-A 2005-039226 or WO2004 / 099447); Event VIP410 (3corn, insect control - herbicide tolerance, deposited as ATCC PTA-3925, describe WdO in2003 / 052073), Event 32316 (corn, insect control-herbicide tolerance, deposited as PTA-11,5 d0e7scribed in WO2011 / 084632), Event 4114 (corn, insect control-herbicide tolerance, depods aites PTA-11506, described in WO2011 / 084621), event EE-GM3 / FG72 (soybean, herbicide toleran AcTeC,C Accession N° PTA-11041) optionally stacked with event EE-GM1 / LL27 or event EE-GM2 / LL5 (W5O2011 / 063413A2), event DAS- 68416-4 (soybean, herbicide tolerance, ATCC Accoenss Ni° PTA-10442, WO2011 / 066360Al), event DAS-68416-4 (soybean, herbicide tolerance,CC AT Accession N° PTA-10442, WO2011 / 066384Al), event DP-040416-8 (corn, inseocnttr col, ATCC Accession N° PTA-11508, WO2011 / 075593Al), event DP-043A47-3 (corn, inseocntt crol, ATCC Accession N° PTA-11509, WO2011 / 075595Al), event DP- 004114-3 (corn, ins ceocnttrol, ATCC Accession N° PTA-11506, WO2011 / 084621Al), event DP-032316-8 (corn, inseocnttr col, ATCC Accession N° PTA-11507, WO2011 / 084632Al), event MON-88302-9 (oilseed ra hpeer,bicide tolerance, ATCC Accession N° PTA-10955, WO2011 / 153186Al), event DAS-21606-3 (bseoayn, herbicide tolerance, ATCC Accession No. PTA-11028, WO2012 / 033794A2), eventN M-8O7712-4 (soybean, quality trait, ATCC Accession N°. PTA-10296, WO2012 / 051199A2),n etv DeAS-44406-6 (soybean, stacked herbicide tolerance, ATCC Accession N°. PTA-113 W36O, 2012 / 075426Al), event DAS-14536-7 (soybean, stacked herbicide tolerance, ATCC Acocenss Ni°. PTA-11335, WO2012 / 075429Al), event SYN-000H2-5 (soybean, herbicide tolerance,CC AT Accession N°. PTA-11226, WO2012 / 082548A2), event DP-061061-7 (oilseed r hapereb,icide tolerance, no deposit N° available, WO2012071039Al), event DP-073496-4 (oilseed rapeerb,i hcide tolerance, no deposit N° available, US2012131692), event 8264.44.06.1 (soybean, sta hcekerbdicide tolerance, Accession N° PTA-11336, WO2012075426A2), event 8291.45.36.2 (soy,b setan cked herbicide tolerance, AccessionN°. PTA-11335, WO2012075429A2), event SYHT0H2 (seoaynb, ATCC Accession N°. PTA-11226, WO2012 / 082548A2), event MON88701 (cotton, ATCC Ascscioen N° PTA-11754, WO2012 / 134808Al), event KK179-2 (alfalfa, ATCC Acscseion N° PTA-11833, WO2013 / 003558Al), event pDAB8264.42.32.1 (soybea stna,cked herbicide tolerance, ATCC Accession N° PTA-11993, WO2013 / 010094Al), event MTZ0D9Y (corn, ATCC Accession N° PTA- 13025, WO2013 / 012775Al). Further, a list of such transgenic event(s) is i pdreodv by the United States Department of Agricul’tsure (USDA) Animal and Plant Health Inspection ServiAcePH ( IS) and can be found on their website on the world wide web at aphis.usda.gov. For this appiloicna,t the status of such list as it is / was on thlineg fi date of this application, is relevant. BCS243002 FC -73- The genes / events which impart the desired trai qtsue instion may also be present in combinations o wnitehanother in the transgenic plants. Examples ofg trean isc plants which may be mentioned are the impnot rtacrop plants, such as cereals (wheat, rice, treit,ic baalrley, rye, oats), maize, soya beans, pota stouegsa,rbeet, sugar cane, tomatoes, peas and other typ ves ge otfable, cotton, tobacco, oilseed rape and fr aulsitoplants (with the fruits apples, pears, citrus fsru aitnd grapes), with particular emphasis being g tivoen maize, soya beans, wheat, rice, potatoes, cotutogna,r s cane, tobacco and oilseed rape. Traits whriech a particularly emphasized are the increased resiesta onf c the plants to insects, arachnids, nematoddes an slugs and snails, as well as the increased recseist oafn the plants to one or more herbicides. Commercially available examples of such plantsn,t pl paarts or plant seeds that may be treated with preference in accordance with the invention inclu codmemercial products, such as plant seeds, sold ordistributed under the GENUITY®, DROUGHTGARD®, SMARST AX®, RIB COMPLETE®,ROUNDUP READY®, VT DOUBLE PRO®, VT TRIPLE PRO®, BOLLGARD II®, ROUNDUP READY 2 YIELD®, YIELDGARD®, ROUNDUP READY® 2 XTENDTM, INTACTA RR2 PRO®, VISTIVE GOLD®, and / or XTENDFLEX™ trade names. Pathogens Non-limiting examples of pathogens of fungal diseesas which may be treated in accordance with the invention include: diseases caused by powdery mildew pathogens, faomr p elxe Blumeria species, for exampl Belumeria graminis; Podosphaera species, for example Podosphaera leucotrich;a Sphaerotheca species, for example Sphaerotheca fuligine;a Uncinula species, for exampl Uencinula necato;rdiseases caused by rust disease pathogens, forpl exa Gmymnosporangium species, for exampleGymnosporangium sabin;a Heemileia species, for exampl Heemileia vastatrix; Phakopsora species, for example Phakopsora pachyrhiz oir Phakopsora meibomia;e Puccinia species, for exampl Peuccinia recondita, Puccinia graminis oder Puccinia striiformis; Uromyces species, for example Uromyces appendiculatu;s diseases caused by pathogens from the group o Ofo tmheycetes, for examp Alelbugo species, for example Albugo candida; Bremia species, for example Bremia lactuca;e Peronospora species, for example Peronospora pis oir P. brassicae; Phytophthora species, for examp Plehytophthora infestan;s Plasmopara species, for exampl Pelasmopara viticola; Pseudoperonospor sapecies, for exampl Peseudoperonospora humuli or Pseudoperonospora cuben;s Pisythium species, for exampl Peythium ultimum; leaf blotch diseases and leaf wilt diseases cau fsoerd e,xample, by Alternaria species, for example Alternaria solan;i Cercospora species, for exampl Ceercospora beticol;a Cladiosporium species, for example Cladiosporium cucumerinu;m Cochliobolus species, for example Cochliobolus sativus (conl idia form: Drechslera, syn: Helminthosporium) or Cochliobolus miyabeanu;s Colletotrichum species, for BCS243002 FC -74- example Colletotrichum lindemuthaniu;m Corynespora species, for example Corynespora cassiico;la Cycloconium species, for exampl Ceycloconium oleaginu;m Diaporthe species, for exampl Deiaporthecitri ; Elsinoe species, for exampl Eelsinoe fawcett;ii Gloeosporium species, for exampl Geloeosporiumlaeticolor; Glomerella species, for example Glomerella cingulata; Guignardia species, for example Guignardia bidwell;i Leptosphaeria species, for exampl Leeptosphaeria maculan; Ms agnaporthe species, for example Magnaporthe grise;a Microdochium species, for example Microdochium nivale; Mycosphaerella species, for example Mycosphaerella graminico,la Mycosphaerella arachidicola or Mycosphaerella fijiens;is Phaeosphaeria species, for exampl Pehaeosphaeria nodoru;m Pyrenophora species, for exampl Peyrenophora teres or Pyrenophora tritici repenti;s Ramularia species, for example Ramularia collo-cygni or Ramularia areola; Rhynchosporium species, for example Rhynchosporium secalis; Septoria species, for exampl Seeptoria apii or Septoria lycopersic;i Stagonospora species, for example Stagonospora nodoru;m Typhula species, for exampl Teyphula incarnata; Venturia species, for example Venturia inaequali;s root and stem diseases caused, for exampl Ce,o brtyicium species, for exampl Ceorticium graminearum; Fusarium species, for example Fusarium oxysporum; Gaeumannomyces species, for example Gaeumannomyces grami;nis Plasmodiophora species, for example Plasmodiophora brassica;e Rhizoctonia species, for example Rhizoctonia solan;i Sarocladium species, for exampl Searocladium oryzae; Sclerotium species, for example Sclerotium oryza;e Tapesia species, for example Tapesia acuformis; Thielaviopsis species, for exampl Tehielaviopsis basicol;a ear and panicle diseases (including corn cobs)e cda,u fosr example, by Alternaria species, for example Alternaria spp.; Aspergillus species, for exampl Aespergillus flavu;s Cladosporium species, for example Cladosporium cladosporioide;s Claviceps species, for exampl Celaviceps purpure;a Fusarium species, for example Fusarium culmorum; Gibberella species, for example Gibberella zea;e Monographella species, for exampl Meonographella nivali;s Stagnospora species, for exampl Setagnospora nodoru;mdiseases caused by smut fungi, for exam Spl heacelotheca species, for exampl Sephacelotheca reilian;aTilletia species, for example Tilletia caries or Tilletia controversa; Urocystis species, for example Urocystis occulta; Ustilago species, for exampl Uestilago nuda; fruit rot caused, for example, b Ayspergillus species, for exampl Aespergillus flavu;s Botrytis species, for example Botrytis cinerea; Monilinia species, for examp Mleonilinia laxa; Penicillium species, for example Penicillium expansum or Penicillium purpurogenum; Rhizopus species, for exampl Rehizopus stolonife;r Sclerotinia species, for exampl Seclerotinia sclerotiorum; Verticilium species, for exampl Veerticilium alboatrum;seed- and soil-borne rot and wilt diseases, anod d ails eases of seedlings, caused, for example, byAlternaria species, for exampl Aelternaria brassicicola; Aphanomyces pecies, for examp Alephanomyces euteiche;s Ascochyta species, for exampl Aescochyta lenti;s Aspergillus species, for exampl Aespergillus BCS243002 FC -75- flavus; Cladosporium species, for exampl Celadosporium herbarum; Cochliobolus species, for example Cochliobolus sativus (conidial form: Drechslera, Bipolaris Syn: Helminthosporium); Colletotrichum species, for example Colletotrichum coccode;s Fusarium species, for example Fusarium culmorum; Gibberella species, for exampl Geibberella zea;e Macrophomina species, for exampl Meacrophomina phaseolina; Microdochium species, for example Microdochium nivale; Monographella species, for example Monographella nivali;s Penicillium species, for exampl Peenicillium expansum; Phoma species, for example Phoma lingam; Phomopsis species, for exampl Pehomopsis soja;e Phytophthora species, for example Phytophthora cactorum; Pyrenophora species, for exampl Peyrenophora gramine;a Pyricularia species, for exampl Peyricularia oryzae; Pythium species, for exampl Peythium ultimum; Rhizoctonia species, for example Rhizoctonia solan;i Rhizopus species, for exampl Rehizopus oryza;e Sclerotium species, for exampl Seclerotium rolfsi;i Septoria species, for examp Sleeptoria nodorum; Typhula species, for example Typhula incarnata; Verticillium species, for exampl Veerticillium dahliae; cancers, galls and witches’ broom caused, for exlea,m bpy Nectria species, for examp Nleectria galligena; wilt diseases caused, for example, V beyrticillium species, for example Verticillium longisporum; Fusarium species, for exampl Feusarium oxysporum; deformations of leaves, flowers and fruits caus foerd, example, by Exobasidium species, for example Exobasidium vexan;s Taphrina species, for exampl Teaphrina deforman;s degenerative diseases in woody plants, cause edx,a fomrple, by Esca species, for exampl Pehaeomoniella chlamydospor,a Phaeoacremonium aleophilum or Fomitiporia mediterrane;a Ganoderma species, for example Ganoderma boninen;se diseases of plant tubers caused, for example R,h bizyoctonia species, for exampl Rehizoctonia solan;i Helminthosporium species, for exampl Heelminthosporium solan;i diseases caused by bacterial pathogens, for exa Xmapnltehomonas species, for exampl Xeanthomonas campestris pv. oryza;e Pseudomonas species, for example Pseudomonas syringae pv. lachrym;ans Erwinia species, for example Erwinia amylovora; Liberibacter species, for example Liberibacter asiaticus; Xyella species, for example Xylella fastidiosa; Ralstonia species, for example Ralstonia solanacearum; Dickeya species, for example Dickeya solan;i Clavibacter species, for example Clavibacter michiganens;is Streptomyces pecies, for exampl Setreptomyces scabi.es diseases of soya beans: Fungal diseases on leaves, stems, pods and seuesdesd, c faor example, b Aylternaria leaf spotA (lternaria spec. atrans tenuissim),a Anthracnose (Colletotrichum gloeosporoides dematium var. trunucma),t brown spot (Septoria glycine)s, cercospora leaf spot and blightC (ercospora kikuch)i,i choanephora leaf blight (Choanephora infundibulifera trispora (Sy)n,.) dactuliophora leaf spot D ( actuliophora glycine)s, downy BCS243002 FC -76- mildew (Peronospora manshuric),a drechslera blight (Drechslera glycin)i, frogeye leaf spotC (ercospora sojina), leptosphaerulina leaf spotL (eptosphaerulina trifol)ii, phyllostica leaf spotP (hyllosticta sojaecol)a, pod and stem blightP (homopsis soja),e powdery mildewM ( icrosphaera diffus)a, pyrenochaeta leaf spot (Pyrenochaeta glycine),s rhizoctonia aerial, foliage, and web blighRth (izoctonia solan),i rust (Phakopsora pachyrhiz,i Phakopsora meibomia),e scab S (phaceloma glycin)e,s stemphylium leaf blight (Stemphylium botryosum), sudden death syndromFeu (sarium virguliforme), target spotC (orynespora cassiico)l.a Fungal diseases on roots and the stem base ca fourse xda,mple, by black root roCt (alonectria crotalariae), charcoal rotM ( acrophomina phaseolin),a fusarium blight or wilt, root rot, and pod anodlla cr rot (Fusarium oxysporum, Fusarium orthocera,s Fusarium semitectu,m Fusarium equise)t,i mycoleptodiscus root rot (Mycoleptodiscus terrestr)i,s neocosmosporaN (eocosmospora vasinfe)c,ta pod and stem blightD (iaporthe phaseolorum), stem cankerD (iaporthe phaseolorum var. caulivo)r,a phytophthora rotP (hytophthora megasperm)a, brown stem rotP (hialophora gregat)a, pythium rot P ( ythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylu Pmy,thium ultimum), rhizoctonia root rot, stem decay, and damping-offR (hizoctonia solan),i sclerotinia stem decaySc (lerotinia sclerotiorum), sclerotinia southern blight (Sclerotinia rolfsi)i, thielaviopsis root rotT (hielaviopsis basicol)a. Mycotoxins In addition, the compound of formula (I) and them cpoosition of the invention may reduce the mycotoxincontent in the harvested material and the foods f aened s prepared therefrom. Mycotoxins includeparticularly, but not exclusively, the following:eo dxynivalenol (DON), nivalenol, 15-Ac-DON, 3-Ac- DON, T2- and HT2-toxin, fumonisins, zearalenon, milifoonrmin, fusarin, diaceotoxyscirpenol (DAS), beauvericin, enniatin, fusaroproliferin, fusareno cl,hratoxins, patulin, ergot alkaloids and aflantosxi which can be produced, for example, by the follogw fiunngi: Fusarium spec., such a Fs. acuminatum, F. asiaticum, F. avenaceum, F. crookwellens,e F. culmorum, F. graminearum (Gibberella zeae), F. equiset,i F. fujikoroi, F. musarum, F. oxysporum, F. proliferatum, F. poae, F. pseudograminearu,m F. sam- bucinum, F. scirpi, F. semitectum, F. solani, F. sporotrichoide,s F. langsethia,e F. subglutinan,s F. tricinctum, F. verticillioides, and also by Aspergillus spec., such a As. flavus, A. parasiticu,s A. nomius, A. ochraceu,s A. clavatus, A. terreus, A. versicolor, Penicillium spec., such as P. verrucosum, P. viridicatum, P. citrinum, P. expansum, P. claviforme, P. roquefort,i Claviceps spec., such a Cs. purpurea, C. fusiformis, C. paspal,i C. africana, Stachybotrys pec. and others. Material ProtectionThe compound of formula (I) and the composition th oef invention may also be used in the protection ofmaterials, especially for the protection of indiuaslt mraterials against attack and destruction byto pphaythogenic fungi. BCS243002 FC -77- In addition, the compound of formula (I) and them cpoosition of the invention may be used as antinfoguli compositions, alone or in combinations with othcetirv ae ingredients. Industrial materials in the present context aree ursntdood to mean inanimate materials which have been prepared for use in industry. For example, indaulst mriaterials which are to be protected from micarlobi alteration or destruction may be adhesives, gl puaepse,r, wallpaper and board / cardboard, textilesp,e ctsa,r leather, wood, fibers and tissues, paints andic pla rstticles, cooling lubricants and other mater wiahlsich can be infected with or destroyed by microorganismsr.ts P oaf production plants and buildings, for example cooling-water circuits, cooling and heating syste amnds ventilation and air-conditioning units, whi mchay be impaired by the proliferation of microorganisms m aalsyo be mentioned within the scope of the maste troia ble protected. Industrial materials within the scope th oef present invention preferably include adhe,si sviezses, paper and card, leather, wood, paints, coolingic launbtrs and heat transfer fluids, more preferabloyd w.oThe compound of formula (I) and the composition th oef invention may prevent adverse effects, such asrotting, decay, discoloration, decoloration or foartmion of mould. In the case of treatment of wood the compoundr omf u fola (I) and the composition of the invention may also be used against fungal diseases liable too gnro owr inside timber. Timber means all types of species of wood, and ty aplles of working of this wood intended for construction, for example solid wood, high-dens witoyod, laminated wood, and plywood. In addition, the compound of formula (I) and the composition of i tnhveention may be used to protect objects which come into contact with saltwater or brackish water, ecsiaplley hulls, screens, nets, buildings, mooringds s aingnalling systems, from fouling.The compound of formula (I) and the composition th oef invention may also be employed for protectingstorage goods. Storage goods are understood to n maetuarnal substances of vegetable or animal origrin o processed products thereof which are of naturgailn o,r aind for which long-term protection is desir Sedto.ragegoods of vegetable origin, for example plants a onrt p pl arts, such as stems, leaves, tubers, seueitdss,, g fr ains,may be protected freshly harvested or after proincges bsy (pre)drying, moistening, comminuting, gringd,i pressing or roasting. Storage goods also inclumdebe tri, both unprocessed, such as construction t,imber electricity poles and barriers, or in the formi onfis fhed products, such as furniture. Storage goo f d asnimal origin are, for example, hides, leather, furs aanidrs h. The compound of formula (I) and the componsit oif the invention may prevent adverse effects, suc rhot atinsg, decay, discoloration, decoloration or foartimon of mould. Microorganisms capable of degrading or alteringus intrdial materials include, for example, bacteruian,g fi, yeasts, algae and slime organisms. The compoun fdorm ofula (I) and the composition of the invention preferably act against fungi, especially mouldso,d w-odiscoloring and wood-destroying fungAis (comycetes, Basidiomycete,s Deuteromycete asnd Zygomycete)s, and against slime organisms and algae. Exam inpclleusde BCS243002 FC -78- microorganisms of the following gene Aralt:ernaria, such as Alternaria tenuis; Aspergillus, such as Aspergillus niger; Chaetomium, such as Chaetomium globosu;m Coniophora, such as Coniophora puetan;a Lentinus, such as Lentinus tigrinus; Penicillium, such as Penicillium glaucum; Polyporus, such as Polyporus versicolo;r Aureobasidium, such as Aureobasidium pullulan;s Sclerophom,a such as Sclerophoma pityophi;la Trichoderma, such as Trichoderma viride; Ophiostoma sp.p, Ceratocystis sp.p, Humicola spp., Petriella spp., Trichurus spp., Coriolus spp., Gloeophyllum sp.p, Pleurotus sp.p, Poria spp., Serpula sp.p and Tyromyces sp.,p Cladosporium sp.p, Paecilomyces sp.p Mucor spp., Escherichia, such as Escherichia col;i Pseudomona,s uch as Pseudomonas aerugino;sa Staphylococcu,s such as Staphylococcus aure,us Candida spp. and Saccharomyce sspp., such as Saccharomyces cerevisae. Seed Treatment The compound of formula (I) and the composition th oef invention may also be used to protect seedms fro unwanted microorganisms, such as phytopathogencirco moriganisms, for instance phytopathogenic fungior phytopathogenic oomycetes. The term seed(s)se ads h uerein include dormant seeds, primed seeds,pregerminated seeds and seeds with emerged rodot lesa avnes. Thus, the present invention also relates to a mde ftohro protecting seeds from unwanted microorganisms which comprises the step of treating the seeds t wheith compound of formula (I) or the composition th oef invention. The treatment of seeds with the compound of form (Iu)l oar the composition of the inventio pnrotects the seeds from phytopathogenic microorganisms, but p arlsootects the germinating seeds, the emerging seedlings and the plants after emergence fromre thaete td seeds. Therefore, the present invention also relates to a method for protecting seeds, germnigna steieds and emerging seedlings. The seeds treatment may be performed prior to sgo,w aitn the time of sowing or shortly thereafter. When the seeds treatment is performed prior ton sgow (ei.g. so-called on-seed applications), the seeds treatment may be performed as follows: the seedys b mea placed into a mixer with a desired amount ofthe compound of formula (I) or the compositionh oef t invention, the seeds and the compound of formula(I) or the composition of the invention are mixendtil u an homogeneous distribution on seeds is acehdi.ev If appropriate, the seeds may then be dried. The invention also relates to seeds coated with co thmepound of formula (I) or the composition of the invention. Preferably, the seeds are treated in a state icnh w ithi s sufficiently stable for no damage to oc icnur the course of treatment. In general, seeds can bed tre aatt any time between harvest and shortly aftwerin sgo.It is customary to use seeds which have been step da fra om the plant and freed from cobs, shellslk, s ,tacoats, hairs or the flesh of the fruits. For exaem,p itl is possible to use seeds which have beenes htaerdv, BCS243002 FC -79- cleaned and dried down to a moisture content osf t lheasn 15% by weight. Alternatively, it is alsos piobsle to use seeds which, after drying, for example, h baeveen treated with water and then dried againe,e odrs s just after priming, or seeds stored in primed ctoionndsi or pre-germinated seeds, or seeds sown osner nyur trays, tapes or paper.The amount of the compound of formula (I) or them cpo sition of the invention applied to the seeds istypically such that the germination of the see ndo its impaired, or that the resulting plant is nomt daaged. This must be ensured particularly in case theo thmep cound of formula (I w) ould exhibit phytotoxic effects at certain application rates. The intrinsic phenpoetsy of transgenic plants should also be taken into consideration when determining the amount of thmep coound of formula (I) to be applied to the se ined order to achieve optimum seed and germinating p plaronttection with a minimum amount of compound being employed. The compound of formula (I) can be applied as s duicreh,ctly to the seeds, i.e. without the use of o atnhyer components and without having been diluted. Alseo c tohmposition of the invention can be appliede to th seeds. The compound of formula (I) and the composition th oef invention are suitable for protecting seed asn oyf plant variety. Preferred seeds are that of cer (esaulcsh as wheat, barley, rye, millet, triticaled, a onats), oilseed rape, maize, cotton, soybean, rice, posta,t souenflower, beans, coffee, peas, beet (e.g. s buegeatr and fodder beet), peanut, vegetables (such aso to,m cuactumber, onions and lettuce), lawns and ornataml en plants. More preferred are seeds of wheat, soyb oeilasne,ed rape, maize and rice.The compound of formula (I) and the composition th oef invention may be used for treating transgenicseeds, in particular seeds of plants capable orfe esxsping a polypeptide or protein which acts aga pienst s,herbicidal damage or abiotic stress, thereby inscinrega the protective effect. Seeds of plants cap oafble expressing a polypeptide or protein which actsn asgta piests, herbicidal damage or abiotic stress may contain at least one heterologous gene which al tlohwes expression of said polypeptide or protein.s Tehe heterologous genes in transgenic seeds may oreig,i fnoart example, from microorganisms of the species Bacillus, Rhizobium, Pseudomonas, Serratia, Tricehrmoda, Clavibacter, Glomus or Gliocladium. These heterologous genes preferably originate from Buascil slp., in which case the gene product is effectiveagainst the European corn borer and / or the Wes cteorn rootworm. Particularly preferably, theheterologous genes originate from Bacillus thureing si s.Application The compound of formula (I) can be applied as s ourc fho,r example in the form of as ready-to-uset sioonlus,emulsions, water- or oil-based suspensions, pow, wder ttsable powders, pastes, soluble powders, d suoslutsb,legranules, granules for broadcasting, suspoemul csoionncentrates, natural products impregnated with the BCS243002 FC -80- compound of formula (I), synthetic substances imgnpareted with the compound of formula (I), fertilisze orr microencapsulations in polymeric substances.Application is accomplished in a customary mann foer, example by watering, spraying, atomizing,broadcasting, dusting, foaming or spreading-o ins. a Itlso possible to deploy the compound of form (Iu)la by the ultra-low volume method, via a drip irrigati soynstem or drench application, to apply it in-furro rw to injectit into the soil stem or trunk. It is further pobslsei to apply the compound of formula (I) by meafn as w ooundseal, paint or other wound dressing.The effective and plant-compatible amount of thmep co und of formula (I) which is applied to the plants,plant parts, fruits, seeds or soil will depend oanrio vus factors, such as the compound / compositionemployed, the subject of the treatment (plant,t p plan rt, fruit, seed or soil), the type of treatm (ednutsting,spraying, seed dressing), the purpose of the treenattm (curative and protective), the type of microorganisms, the development stage of the mricgraonoisms, the sensitivity of the microorganismes, th crop growth stage and the environmental conditions. When the compound of formula (I) is used as a fcuidneg,i the application rates can vary within ai rveelalyt wide range, depending on the kind of applicatioonr. t Fhe treatment of plant parts, such as leavees, th application rate may range from 0.1 to 10000 g p / hreaf,erably from 10 to 1000 g / ha, more preferarbolym f 50 to 300 g / ha (in the case of application by winagter or dripping, it is even possible to reduce theapplication rate, especially when inert substra sutecsh as rockwool or perlite are used). For thetm tre natof seeds, the application rate may range fromo 02.100 t g per 100 kg of seeds, preferably from 15 t0o g 1per 100 kg of seeds, more preferably from 2.5 to g 2 p5er 100 kg of seeds, even more preferably fr.o5m 2to 12.5 g per 100 kg of seeds. For the treatme snoti ol,f the application rate may range from 0.10 to 0100 g / ha, preferably from 1 to 5000 g / ha. These application rates are merely examples and no atre intended to limit the scope of the present invention.The compound of formula (I) and the composition th oef invention can be used in combination withmodels e.g. embedded in computer programs for s spiteecific crop management, satellite farming, precision farming or precision agriculture. Suchd melos support the site specific management of agricultural sites with data from various sourcuecsh s as soils, weather, crops (e.g. type, growtghe s,taplant health), weeds (e.g. type, growth stagee),a dsiess, pests, nutrients, water, moisture, biom sa tsesl,litedata, yield etc. with the purpose to optimize ptarobfiility, sustainability and protection of the ernovniment. In particular, such models can help to optimizeo angormical decisions, control the precision of peidsetic applications and record the work performed. BCS243002 FC -81- As an example, the compound of formula (I) canp bpelie ad to a crop plant according to appropriatee dos regime if a model models the development of a ful n dgisaease and calculates that a threshold has been reached for which it is recommendable to apply c tohmepound of formula (I) to the crop plant. Commercially available systems which include agrmoinco models are e.g. FieldScriTpMts from The Climate Corporation, XarvTioMfrom BASF, AGLogicTMfrom John Deere, etc. The compound of formula (I) can also be used inb cionmation with smart spraying equipment such as e.g.spot spraying or precision spraying equipment ahettdac to or housed within a farm vehicle such aasc ato tr ,robot, helicopter, airplane, unmanned aerial veh (icUlAV) such as a drone, etc. Such an equipment usually includes input sensors (such as e.g. ar caa)m aned a processing unit configured to analyze in tphuet data and configured to provide a decision base tdhe on analysis of the input data to apply the compdounof the invention to the crop plants (respectivehley w t eeds) in a specific and precise manner. The of usesuch smart spraying equipment usually also requ pioressitions systems (e.g. GPS receivers) to localizerecorded data and to guide or to control farm vleh s;ic geographic information systems (GIS) to reepnret sthe information on intelligible maps, and approtperia farm vehicles to perform the required farm anctio such as the spraying. In an example, fungal diseases can be detected im froamgery acquired by a camera. In an example fungal diseases can be identified and / or classified b oanse tdhat imagery. Such identification and / classaitfiiocn can make use of image processing algorithms. Smucahge i processing algorithms can utilize machine learning algorithms, such as trained neutral nektws,o drecision trees and utilize artificial intellnigcee algorithms. In this manner, the compounds descr hibeeredin can be applied only where needed. Aspects of the present teaching may be furtherr usntodoed in light of the following examples, whicho suhld not be construed as limiting the scope of the pnrte tseeaching in any way.
[0003] BCS243002 FC -82- A. EXAMPLES A-1. Generality A-1.1. Measurement of LogP values Measurement of LogP values as provided herein werafsor pmed according to EEC directive 79 / 831 Annex V.A8 by HPLC (High Performance Liquid Chromatogray)ph on reversed phase columns with the following methods:[a]LogP value is determined by measurement of LC- iUnV a,n acidic range, with 0.1% formic acid in water and acetonitrile as eluent (linear gradient from% 1 a0cetonitrile to 95% acetonitrile).[b] LogP value is determined by measurement of LC-U inV a, neutral range, with 0.001 molar ammoniumacetate solution in water and acetonitrile as etlu (elin ear gradient from 10% acetonitrile to 95%acetonitrile).[c]LogP value is determined by measurement of LC- iUnV a,n acidic range, with 0.1% phosphoric acid and acetonitrile as eluent (linear gradient from 10%eto ancitrile to 95% acetonitrile). If more than one LogP value is available withins thaeme method, all the values are given and sepdarate Calibration was done with straight-chain alkan2-so (nweith 3 to 16 carbon atoms) with known LogP vaslue (measurement of LogP values using retention timeitsh w linear interpolation between successivealkanones). Lambda-max-values were determined u UsVin-gspectra from 200 nm to 400 nm and the peak values of the chromatographic signals A-1.2.1H-NMR data 1H-NMR data of selected examples as provided he arrein written in form o 1fH-NMR-peak lists. To eachsignal peak are listed th δe-value in ppm and the signal intensity in roundc bkreats. Between th δe-value – signal intensity pairs are semicolons as delirms.ite The peak list of an example has therefore the form: δ1(intensity1); δ2(intensity2);……..; δi(intensityi);……; δn(intensityn) Intensity of sharp signals correlates with the hte oigf the signals in a printed example of a NMRc strpuem in cm and shows the real relations of signal inite ienss. From broad signals several peaks or thel mei odfdthe signal and their relative intensity in compoanris to the most intensive signal in the spectrum b cean shown. BCS243002 FC -83- For calibrating chemical shift fo1rH spectra, we use tetramethylsilane and / or the i cchaelm shift of thesolvent used, especially in the case of spectrasu mre da in DMSO. Therefore in NMR peak lists,tetramethylsilane peak can occur but not neceys.saril The1H-NMR peak lists are similar to classic1aHl-NMR prints and contains therefore usually allk pse,a which are listed at classical NMR-interpretation. Additionally, they can show like classic1aHl-NMR prints signals of solvents, stereoisomers th oef target compounds, which are also object of the invent aionnd, / or peaks of impurities. To show compound signals in the delta-range ofe snotlsv and / or water the usual peaks of solvents, for example peaks of DMSO in DMSO6-D and the peak of water are shown in1oHu-rNMR peak lists and have usually on average a high intensity.The peaks of stereoisomers of the target compo aund / sor peaks of impurities have usually on aver aagelower intensity than the peaks of target compou (nfodrs example with a purity >90%). Such stereoisomers and / or impurities can be typ foicra tlhe specific preparation process. Therefoereir th peaks can help to recognize the reproduction of p oreupraration process via “side-products-fingerpsr”i.nt An expert, who calculates the peaks of the targoemtp counds with known methods (MestreC, ACD- simulation, but also with empirically evaluated ecxtpation values) can isolate the peaks of thet targecompounds as needed optionally using additionaeln isnit y filters. This isolation would be similar torelevant peak picking at classic1aHl-NMR interpretation. Further details of NMR-data description with peiaskts l you find in the publication “Citation of NMR Peaklist Data within Patent Applications” of thes Reaerch Disclosure Database Number 564025.
[0004] BCS243002 FC -84- A-1.3. Abbreviations DMF N,N-dimethylformamide EtAc ethylacetate HATU O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium-hexafluorphosphat MeOH Methanol The following examples illustrate in a non-limitin mganner the preparation and biological activity th oef compounds of formula (I) according to the inven.tion A-2. Synthesis of compounds of formula (I) and intremediates Preparation example 1: preparation of 3-[1-tert-butyl-4-(3-cyclopropylepnhoxy)-1H-pyrazol-5-yl]-5- (2,4-dimethylbenzyl)-5,6-dihydro-4H-1,2,4-oxadiaezin (compound I-001) and 3-[4-(3- cyclopropylphenoxy)-1H-pyrazol-5-yl]-5-(2,4-dimetlhbyenzyl)-5,6-dihydro-4H-1,2,4-oxadiazine (compound I-002) Step 1: Preparation of 1-tert-butyl-4-(3-cycloprlopphyenoxy)-N-{(2RS)-1-(2,4-dimethylphenyl)-3-[(1,3- dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]propan-2-y-l1}H-pyrazole-5-carboxamide (intermediate 3-001) In a round-bottom flask under argon, HATU (417 m 1g.0,9 mmol) and 2-{[(2RS)-2-amino-3-(2,4- dimethylphenyl)propyl]oxy}-1H-isoindole-1,3(2H)-dnioe trifluoroacetate (1:1) (481 mg, 1.09 mmol) were added to a solution of 1-tert-butyl-4-(3-cypcrloopylphenoxy)-1H-pyrazole-5-carboxylic acid (300 mg, 0.99 mmol) in 7.5 mL dry DMF at 0°C. Then, Nd,Niis-opropylethylamine (0.52 mL, 2.99 mmol) was added dropwise and the resulting mixture was sdti 1rr5e minutes at 0°C before allowing to warm up to room temperature and stirred for two hours. Thect rioena mixture was poured into water and extracted with EtAc. The combined organic layers were wash weitdh brine, dried over MgS4O, filtered and concentrated. The product was purified by columrnom chatography with a n-Heptane / EtAc gradient to afford the title compound (538 mg, 99 % pure, 89 yie %ld). Step 2: Preparation of N-[(2RS)-1-(aminooxy)-3-(-2d,im4ethylphenyl)propan-2-yl]-1-tert-butyl-4-(3-cyclopropylphenoxy)-1H-pyrazole-5-carboxamide (rinmte diate 4-001)In a 50 ml round bottom flask under argon, hydreaz minonohydrate (0.231 mL, 2.6 mmol) was added at room temperature to a solution of 1-tert-butyl-4-c-(y3clopropylphenoxy)-N-{(2RS)-1-(2,4- dimethylphenyl)-3-[(1,3-dioxo-1,3-dihydro-2H-isoionld-2-yl)oxy]propan-2-yl}-1H-pyrazole-5- carboxamide (intermediate 3-001) (527 mg, 0.86 m)m ino 1l2 mL of a 1:1 mixture of C2HCl2 and MeOH. The resulting suspension was stirred two houroso amt r temperature. The white precipitate was filte orfefd and washed with C2HCl2. The reaction mixture was diluted in water andra ecxtted with CH2Cl2. The BCS243002 FC -85- combined organic layers were dried over Mg4,S fOiltered and concentrated in vacuo to afford t tihtle compound (408 mg, 92 % pure, 90 % yield).Step 3: Preparation of 3-[1-tert-butyl-4-(3-cycrlop ylphenoxy)-1H-pyrazol-5-yl]-5-(2,4-dimethylbenzyl)-5,6-dihydro-4H-1,2,4-oxadiazinem (cpoound I-001) and 3-[4-(3-cyclopropylphenoxy)- 1H-pyrazol-5-yl]-5-(2,4-dimethylbenzyl)-5,6-dihyd-r4oH-1,2,4-oxadiazine (compound I-002) In a 50 ml two-necked round bottom flask, N-[(2R1S-()a-minooxy)-3-(2,4-dimethylphenyl)propan-2-yl]- 1-tert-butyl-4-(3-cyclopropylphenoxy)-1H-pyrazole-c-5arboxamide (intermediate 4-001) (405 mg, 0.85 mmol) in 8 mL acetonitrile was heated at 110°C t phheonsphorus oxychloride (0.238 mL, 2.55 mmol) was added. The reaction was stirred during one andlf a ho huars at 95 °C. After cooling to room temperaet,urthe reaction mixture is poured carefully into au sra tted aqueous solution of NaHC3.O The aqueous phasewas extracted with EtAc and the organic phase wriaesd d over MgSO4, filtered and concentrated. The crude product was purified and separated on col cuhmronmatography with a n-Heptane / EtAc gradient to afford the title compounds 3-[1-tert-butyl-4-(3-cloypcropylphenoxy)-1H-pyrazol-5-yl]-5-(2,4- dimethylbenzyl)-5,6-dihydro-4H-1,2,4-oxadiazine 4 (12 mg, 100 % pure, 32 % yield) and 3-[4-(3- cyclopropylphenoxy)-1H-pyrazol-5-yl]-5-(2,4-dimetlhbyenzyl)-5,6-dihydro-4H-1,2,4-oxadiazine (149 mg, 100 % pure, 43 % yield). Preparation example 2: preparation of (5RS)-3-[1-tert-butyl-4-(3-cycloprylphenoxy)-1H-pyrazol-5- yl]-5-(2-chloro-4-methylbenzyl)-5,6-dihydro-4H-14,2-,oxadiazine (compound I-005)5RS)-5-(4-bromo-2-chlorobenzyl)-3-[1-tert-butyl-34- c(yclopropylphenoxy)-1H-pyrazol-5-yl]-5,6-dihydro-4H-1,2,4-oxadiazine (compound I-003) (52g, m 0.09 mmol), trimethylboroxine [823-96-1] (0.027 mL, 0.19 mmol), cesium carbonate (47 mg, 40.1 mmol) and [1,′1- bis(diphenylphosphino)ferrocen]dichlorpalladium( [I7I)2287-26-4] (4 mg, 0.005 mmol) were dissolvedin a degassed mixture of 0.5 mL 1,4-dioxane and5 m 0.L2 water. The reaction mixture was heated undermicrowave conditions at 130°C for 20 minutes. Tehaec rtion mixture was poured into saturated aqueous solution of NaHCO3 and extracted three times with EtAc. The combi onregdanic layers were dried over MgSO4, and then concentrated over reduced pressure. c Truhdee product was purified by column chromatography on silica gel with an n-Heptane / E gtAracdient, to afford the title compound (28 mg, 91% pure, 55% yield). The compounds of formula (I) listed in Table 2 bwel aond the intermediates listed in Tables 3 andlo 4w be have been prepared according to above outlineda praretiopn examples or in analogy thereto. Respective1H-NMR data are provided in Tables 2-A, 3-A and 4 r-eAs,pectively. Table 2: Compounds according to formula (I) BCS243002 FC -86- Ex N° A1Q R3R4R5L-R6R7LogP I-001 C (3-cyclopropylphenyl) H H H (2,4-dimethylphenyle)mthyl tert-[a]butyl 4.85 I-002 C (3-cyclopropylphenyl) H H H (2,4-dimethylphenyle)mthyl H 3.49[a]I-003 C (3-cyclopropylphenyl) H H H (4-bromo-2-chloro- tert-[a]phenyl)methyl butyl 4.67 I-004 C (3-cyclopropylphenyl) H H H (4-bromo-2-chloro-[a]phenyl)methyl H 3.34 I-005 C (3-cyclopropylphenyl) H H H (2-chloro-4-methyl- tert-[a]phenyl)methyl butyl 4.43 I-006 C (3-cyclopropylphenyl) H H H (2,4-dichlorophenyle)mthyl tert-[a]butyl 4.55 I-007 C (3-cyclopropylphenyl) H H H (2,4-dichlorophenyle)mthyl H 3.24[a]I-008 C [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl tert-[a]butyl 4.28 I-009 C [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl H 3.07[a]I-010 C [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl tert-[a]butyl 4.47 I-011 C [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl H 3.2[a0]I-012 C [3-(trifluoromethyl)phenyl] H H H (4-bromo-2-chloro-[a]phenyl)methyl H 3.80 I-013 C [3-(trifluoromethyl)phenyl] H H H (4-bromo-2-chloro- tert-[a]phenyl)methyl butyl 5.08 I-014 C (3-chlorophenyl) H H H (2,4-dimethylphenyl)methytert-[a]blutyl 4.70 I-015 C (3-chlorophenyl) H H H (2,4-dimethylphenyl)methyl H 3.35[a]I-016 C (3-chlorophenyl) H H H (4-bromo-2-chloro-[a]phenyl)methyl H 3.61 I-017 C (3-chlorophenyl) H H H (2,4-dichlorophenyl)methyl H 3.53[a]I-019 C (3-chloro-2-fluoro-phenyl) H H H (2,4-dimethylpnhyel)methyl tert-[a]butyl 4.64 I-020 C (3-chloro-2-fluoro-phenyl) H H H (2,4-dimethylpnhyel)methyl H 3.43[a]I-021 C (3-chloro-2-fluoro-phenyl) H H H (4-bromo-2-chloro- tert-[a]phenyl)methyl butyl 4.95 BCS243002 FC -87- Ex N° A1Q R3R4R5L-R6R7LogP I-022 C (3-chloro-2-fluoro-phenyl) H H H (2,4-dichloropnhyel)methyl H 3.60[a]I-023 C (3-chloro-2-fluoro-phenyl) H H H (2,4-dichloropnhyel)methyl tert-[a]butyl 4.84 Table 2-A:1H-NMR data for compounds of formula (I) I-001:1H-NMR(400.1 MHz, CDCl3): δ= 7.2723 (2.1); 7.2589 (3.8); 7.1473 (0.6); 6.97 (05.76); 6.8885 (0.5); 6.8854 (0.5); 6.8761 (0.97);665.1 (0.8); 6.7605 (0.6); 6.7590 (0.6); 6.7399 (1.2); 5.2974 (5.2); 4.517.03) (;03.5413 (0.4); 3.5137 (0.3); 2.2803 (3.0); 20.623 (3.2); 1.8505 (0.3); 1.6972 (16.0); 1.5507 (6.5); 0.9589 (0.5); 0.9504.06) (; 0.9377 (0.6); 0.9330 (0.6); 0.6769 (0.4);703.56 (0.6); 0.6700 (0.5); 0.6664 (0.3); 0.6641 (0.4); 0.6625 (0.5); 0.660.85) (;00.6574 (0.4); 0.0694 (1.2 -)0;.0002 (4.4) I-002:1H-NMR(400.1 MHz, CDCl3):δ= 7.2955 (6.1); 7.2590 (10.2); 7.2028 (1.0); 7.18 (23.1 ); 7.1634 (1.2); 6.9255 (3.0); 6.9066 (1.7.8);260 (1.1); 6.8062 (1.7);6.7842 (0.7); 6.7278 (0.8); 6.7255 (0.8); 6.721.40) (;16.7192 (1.0); 6.7076 (0.6); 6.7052 (0.6); 61.270 (1.1); 6.6989 (1.0); 6.6878 (1.5); 6.6834 (1.6); 6.6777 (0.9); 5.721.21) (;15.2975 (16.0); 4.1550 (0.4); 4.1487 (0.8);340.51 (1.1); 4.1239 (0.5); 4.1128 (0.5); 3.8109 (0.7); 3.7961 (1.4); 3.782.66) (;03.7775 (0.9); 3.7703 (1.4); 3.7638 (0.6); 35.675 (0.5); 3.7487 (0.4); 2.8906 (0.6); 2.8778 (0.6); 2.8564 (0.7); 2.850.24) (;02.8437 (0.6); 2.7044 (0.6); 2.6828 (0.6); 20.367 (0.5); 2.6484 (0.4); 2.2490 (8.8); 2.2261 (9.4); 2.0437 (1.6); 1.888.95) (;01.8806 (0.5); 1.8764 (0.3); 1.8679 (1.0); 19.585 (0.3); 1.8553 (0.5); 1.8470 (0.5); 1.5942 (2.1); 1.2764 (0.5); 1.258.52) (;11.2407 (0.5); 1.0098 (0.7); 0.9982 (1.6); 03.599 (1.8); 0.9889 (0.9); 0.9822 (1.0); 0.9771 (1.8); 0.9725 (1.6); 0.961.38) (;00.6992 (0.8); 0.6877 (2.1); 0.6834 (1.8); 05.267 (1.8); 0.6711 (2.2); 0.6590 (0.7); 0.0694 (1.8); 0.0080 (0. -40).;0002 (12.3); -0.0085 (0.4) I-003:1H-NMR(400.1 MHz, CDCl3): δ= 7.5244 (0.9); 7.5195 (0.9); 7.2723 (2.0); 7.26 (40.17); 7.2218 (0.5); 7.2169 (0.5); 7.2015 (0.61);976.5 (0.5); 7.1812 (0.4); 7.1618 (0.8); 7.1421 (0.4); 6.9407 (0.8); 6.920.37) (;06.7754 (0.6); 6.7716 (0.7); 6.7645 (0.6); 6.075 (0.6); 6.7530 (0.5); 6.7446 (0.7); 6.7394 (0.8); 6.7354 (0.7); 5.298.64) (;54.5181 (0.4); 4.5120 (0.4); 3.7885 (0.5); 3.678 (0.5); 3.7624 (0.6);3.7542 (0.4); 3.6953 (0.3); 3.6844 (0.4); 2.908.04) (;02.8937 (0.4); 2.8001 (0.3); 2.7796 (0.3); 25.00 (0.4); 1.8537 (0.4);1.7049 (16.0); 1.6528 (0.4); 1.5512 (6.9); 1.3002.25) (; 0.9680 (0.7); 0.9633 (0.7); 0.9519 (0.4);407.09 (0.7); 0.9423 (0.7); 0.6762 (0.7); 0.6741 (0.7); 0.6711 (0.7); 0.663.97) (;00.6609 (0.7); 0.0692 (1.9 -)0;.0002 (5.3) I-004:1H-NMR(400.1 MHz, CDCl3): δ= 11.0483 (0.7); 7.4815 (8.2); 7.4765 (8.3); 7.31 (1692.5); 7.2601 (41.3); 7.2309 (3.3); 7.2112 (6.78.)1;914 (4.0); 7.1109 (2.4); 7.1064 (2.4); 7.0906 (3.1); 7.0861 (3.09);561.5 (5.6); 6.9312 (4.4); 6.8464 (3.9); 6.8271) (;36.5.7390 (2.6); 6.7369 (2.8); 6.7327 (3.6); 6.7306 (3.4); 6.7189 (2.1); 6.716.72) (;26.7125 (3.8); 6.7104 (3.5); 6.7000 (5.1); 65.769 (5.8); 6.6901 (3.2); 5.6718 (3.3); 5.6666 (3.3); 4.1309 (0.5); 4.113.15) (;04.0753 (1.5); 4.0687 (2.3); 4.0491 (3.0); 42.204 (2.0); 3.9131 (2.5); 3.9023 (4.1); 3.8876 (1.9); 3.8797 (3.9); 3.875.03) (;43.8667 (2.2); 3.8584 (1.4); 3.8546 (1.7); 35.584 (1.0); 3.8345 (0.4); 3.0479 (2.3); 3.0352 (2.3); 3.0140 (2.8); 3.001.57) (;22.8944 (2.6); 2.8733 (2.4); 2.8609 (1.6); 29.383 (1.4); 2.0443 (2.2); 1.9198 (0.8); 1.9072 (1.6); 1.8988 (1.8); 1.894.72) (;11.8862 (3.3); 1.8777 (1.2); 1.8736 (1.9); 15.386 (1.8); 1.8584 (0.5); 1.8526 (0.9); 1.5879 (16.0); 1.3038 (0.9); 1.2726.60) (; 1.2647 (4.4); 1.2590 (3.6); 1.2411 (1.0);212.30 (2.2); 1.0106 (5.4); 1.0060 (6.0); 1.0015 (3.2); 0.9946 (3.3); 0.989.59) (;50.9850 (5.5); 0.9737 (2.6); 0.8988 (1.7); 01.988 (5.1); 0.8642 (2.1); 0.7109 (2.8); 0.6993 (7.3); 0.6951 (6.5); 0.686.94) (;60.6828 (7.8); 0.6706 (2.5); 0.0783 (0.6); 09.306 (17.5); 0.0601 (0.7); 0.0079 (1.6;) -0.0002 (47.7); -0.0085 (1.8) I-005:1H-NMR(400.1 MHz, CDCl3): δ= 7.2747 (2.0); 7.2592 (4.4); 7.1768 (0.7); 7.15 (02.16); 7.1337 (0.4); 7.1326 (0.4); 6.9430 (1.09);267.8 (0.5); 6.9253 (0.5);6.7742 (0.4); 6.7683 (0.8); 6.7481 (1.7); 5.297.21) (;24.5281 (0.3); 3.8013 (0.5); 3.7805 (0.6); 36.61 (0.4); 2.2939 (3.2);1.8523 (0.4); 1.7004 (16.0); 1.5512 (3.8); 1.2908.34) (; 0.9574 (0.6); 0.9526 (0.6); 0.9362 (0.6);301.59 (0.6); 0.6754 (0.5); 0.6733 (0.6); 0.6700 (0.5); 0.6659 (0.4); 0.663.15) (;00.6604 (0.6); 0.6575 (0.5); 0.0693 (1. -50).;0002 (4.8) I-006:1H-NMR(400.1 MHz, CDCl3): δ= 7.3751 (0.8); 7.3698 (0.8); 7.2719 (2.0); 7.25 (29.96); 7.1599 (0.7); 7.1402 (0.4); 7.0817 (0.40);776.4 (0.3); 7.0612 (0.6); 7.0559 (0.6); 7.0045 (0.9); 6.9840 (0.5); 6.774.35) (;06.7711 (0.7); 6.7646 (0.5); 6.7625 (0.3); 64.975 (0.4); 6.7516 (0.5); 6.7448 (0.6); 6.7421 (0.5); 6.7391 (0.6); 6.735.16) (;05.2973 (2.4); 3.7886 (0.4); 3.7833 (0.4); 32.276 (0.6); 3.7538 (0.3);3.6805 (0.4); 2.9186 (0.3); 2.0422 (0.3); 1.852.3 ) (;01.7050 (16.0); 1.6935 (0.3); 1.6522 (0.4);613.85 (2.2); 1.3021 (0.5);1.2645 (0.4); 1.2580 (0.4); 0.9656 (0.6); 0.960.86) (;00.9444 (0.6); 0.9397 (0.6); 0.8819 (0.6); 04.67 (0.6); 0.6726 (0.6);0.6693 (0.6); 0.6621 (0.6); 0.6588 (0.6); 0.656.85) (;00.0697 (1.0) -;0.0002 (2.8) I-007:1H-NMR(400.1 MHz, CDCl3): δ= 7.3254 (8.7); 7.2601 (8.6); 7.2216 (1.5); 7.20 (31.91); 7.1822 (1.8); 7.0163 (1.9); 6.9958 (3.69);569.3 (2.2); 6.9542 (2.1); 6.9389 (1.1); 6.9337 (1.1); 6.8418 (1.8); 6.822.56) (;16.7376 (1.2); 6.7356 (1.2); 6.7313 (1.6); 69.372 (1.5); 6.7174 (1.0);6.7153 (1.1); 6.7111 (1.6); 6.7091 (1.5); 6.695.2 ) (;26.6907 (2.6); 6.6853 (1.6); 5.6987 (1.5); 53.69 (1.5); 5.2974 (16.0);4.1485 (0.5); 4.1306 (1.4); 4.1127 (1.4); 4.094.96) (;04.0786 (0.7); 4.0720 (1.2); 4.0524 (1.5); 45.504 (1.0); 3.9178 (1.1); 3.9069 (1.8); 3.8934 (0.8); 3.8850 (1.7); 3.880.20) (;23.8726 (1.0); 3.8648 (0.7); 3.8607 (0.8); 38.705 (1.0); 3.0460 (1.0);3.0248 (1.2); 3.0123 (1.2); 2.9113 (1.2); 2.890.22) (;12.8777 (0.8); 2.8562 (0.7); 2.0434 (6.3); 12.91 (0.4); 1.9002 (0.7);1.8918 (0.8); 1.8879 (0.6); 1.8793 (1.5); 1.866.79) (;01.8587 (0.9); 1.8457 (0.4); 1.6340 (1.2); 16.127 (1.8); 1.2632 (1.0); 1.2583 (3.6); 1.2405 (1.7); 1.0172 (1.0); 1.005.55) (;21.0009 (2.7); 0.9965 (1.5); 0.9896 (1.5); 04.598 (2.7); 0.9799 (2.5);0.9687 (1.2); 0.7058 (1.2); 0.6941 (3.2); 0.689.9 ) (;20.6818 (2.8); 0.6776 (3.4); 0.6655 (1.0); 09.806 (2.4); 0.0080 (0.4); -0.0002 (9.6); -0.0084 (0.4) BCS243002 FC -88- I-008:1H-NMR(400.1 MHz, CDCl3): δ= 7.3989 (0.4); 7.3170 (0.4); 7.2966 (2.3); 7.27 (04.14); 7.2726 (0.4); 7.2589 (2.4); 6.9787 (0.58);960.6 (0.6); 6.8862 (1.2); 3.5759 (0.4); 2.2789 (2.9); 2.2285 (3.1); 1.70265.0 (1); 1.5800 (1.0); 1.3363 (0.4); 0.8819 (0. -50).;0002 (2.4) I-009:1H-NMR(400.1 MHz, CDCl3): δ= 7.4347 (0.8); 7.4150 (2.1); 7.3947 (2.4); 7.39 (23.54); 7.3891 (4.1); 7.3669 (2.1); 7.3475 (1.02);578.9 (5.8); 7.1864 (2.5); 7.1158 (1.3); 7.1124 (1.1); 7.1109 (1.2); 7.096.91) (;17.0956 (1.2); 7.0922 (1.0); 7.0906 (1.0); 61.393 (2.5); 6.9232 (2.9); 6.9128 (3.1); 6.8225 (1.5); 6.8032 (1.1); 5.688.50) (;25.2932 (1.1); 4.1483 (1.7); 4.1304 (3.8); 42.611 (3.5); 4.0948 (1.1); 3.8088 (0.8); 3.7950 (2.2); 3.7886 (1.2); 3.783.00) (;13.7762 (2.5); 3.7619 (0.7); 2.8903 (0.8); 28.487 (0.8); 2.8561 (1.1); 2.8503 (0.7); 2.8437 (1.0); 2.7217 (0.9); 2.701.29) (;02.6881 (0.7); 2.6663 (0.6); 2.2426 (14.9);126.72 (16.0); 2.2030 (0.4); 2.0429 (14.9); 1.7801 (0.5); 1.2752 (4.9); 1.2614.70) (; 1.2621 (1.0); 1.2574 (8.9); 1.2395 (4.2);908.58 (0.5); 0.8816 (1.7); 0.8639 (0.7); -0.0002 (5.8) I-010:1H-NMR(400.1 MHz, CDCl3): δ= 7.4138 (0.4); 7.3829 (0.8); 7.3777 (0.8); 7.32 (09.74); 7.3282 (0.3); 7.2992 (2.1); 7.2897 (0.42);878.4 (0.4); 7.2840 (0.5); 7.2623 (1.5); 7.1258 (0.4); 7.1205 (0.3); 7.105.46) (;07.1001 (0.6); 7.0504 (0.8); 7.0299 (0.5); 30.374 (0.5); 3.7320 (0.4); 3.7015 (0.4); 3.6915 (0.3); 2.9367 (0.4); 2.921.03) (;02.8770 (0.4); 2.8575 (0.3); 2.0389 (0.4); 10.371 (16.0); 1.6575 (0.3); 1.6415 (0.4); 1.6089 (1.6); 1.3248 (0.4); 1.256.74) (;00.8816 (0.5) -;0.0002 (1.4) I-011:1H-NMR(400.1 MHz, CDCl3): δ= 12.3849 (0.9); 7.4581 (2.9); 7.4384 (7.5); 7.41 (1879.7); 7.3796 (7.0); 7.3603 (4.0); 7.3165 (147.1.)3;114 (14.4); 7.2621 (14.6); 7.2195 (9.5); 7.1931 (0.4); 7.1802 (0.4.)1;5790 (0.6); 7.1482 (5.4); 7.1426 (4.7); 7.12796) (;47..1226 (4.2); 7.1032 (0.5); 7.0606 (6.7); 7.0401 (15.3); 7.0140 (8.0.)0;0791 (7.6); 6.9936 (3.4); 6.9886 (3.4); 5.70422) (;54..1305 (0.9); 4.1126 (0.9); 4.0948 (0.4); 4.0103 (2.8); 3.9899 (3.79);330.5 (0.8); 3.9207 (1.7); 3.9107 (2.5); 3.9054) (;33.1.8942 (8.5); 3.8767 (2.8); 3.8694 (4.7); 3.8594 (2.5); 3.0399 (2.4); 3.026.36) (;23.0060 (6.1); 2.9923 (5.5); 2.9607 (4.6); 20.294 (4.5); 2.9269 (2.4); 2.9064 (2.2); 2.0434 (4.3); 1.8794 (1.0); 1.835.92) (;11.3213 (0.8); 1.3036 (1.8); 1.2905 (2.2); 16.328 (2.4); 1.2750 (4.9);1.2726 (6.2); 1.2646 (9.1); 1.2577 (6.7); 1.239.70) (;20.8979 (4.8); 0.8811 (16.0); 0.8634 (6.4);008.0 (0.4); -0.0002 (13.8);-0.0085 (0.4) I-012:1H-NMR(400.1 MHz, CDCl3): δ= 7.4695 (6.4); 7.4646 (7.0); 7.4461 (2.7); 7.42 (25.76); 7.4175 (5.0); 7.3838 (2.6); 7.3646 (1.52);672.9 (6.2); 7.2240 (3.5); 7.1654 (1.9); 7.1605 (1.9); 7.1495 (2.5); 7.144.90) (;47.1304 (1.8); 7.1295 (1.8); 7.1242 (1.6); 68.199 (4.6); 6.9776 (3.7); 5.7080 (1.9); 4.1486 (0.4); 4.1307 (1.2); 4.112.92) (;14.0950 (0.4); 4.0071 (1.1); 3.9871 (1.4); 38.391 (0.6); 3.8937 (3.2); 3.8702 (1.9); 3.8601 (0.9); 3.0281 (1.0); 3.014.70) (;12.9944 (2.2); 2.9807 (2.0); 2.9488 (1.7); 28.592 (1.7); 2.9153 (0.9);2.8946 (0.8); 2.0446 (5.5); 1.8785 (0.7); 1.844.04) (;01.3210 (0.7); 1.3034 (1.7); 1.2904 (2.0); 16.28 (2.2); 1.2759 (4.5);1.2730 (5.5); 1.2644 (8.5); 1.2582 (7.6); 1.242.92) (;11.2403 (2.4); 0.8980 (4.5); 0.8811 (16.0);603.48 (6.1); -0.0002 (5.9) I-013:1H-NMR(400.1 MHz, CDCl3): δ= 7.5343 (0.8); 7.5294 (0.8); 7.4152 (0.4); 7.33 (01.74); 7.3003 (2.1); 7.2909 (0.4); 7.2856 (0.52);770.7 (0.5); 7.2656 (0.5); 7.2612 (3.9); 7.2503 (0.5); 7.2452 (0.5); 6.989.67) (;06.9691 (0.6); 3.7398 (0.5); 3.7315 (0.4); 35.270 (0.4); 3.6952 (0.3); 2.9260 (0.4); 2.9104 (0.3); 2.8645 (0.4); 2.844.93) (;01.7105 (16.0); 1.6569 (0.6); 1.6421 (0.8);817.65 (0.7); 1.5699 (1.2); 1.3243 (0.6); 1.2624 (0.4); 1.2581 (0.4); 1.210.50) (;10.8819 (0.7) -;0.0002 (3.8) I-014:1H-NMR(400.1 MHz, CDCl3): δ= 7.2951 (2.1); 7.2589 (3.1); 7.2230 (0.3); 7.20 (02.67); 7.1823 (0.5); 7.0371 (0.3); 7.0346 (0.40);372.3 (0.4); 7.0149 (0.4);7.0125 (0.4); 7.0063 (0.5); 7.0009 (0.7); 6.995.84) (;06.9845 (0.5); 6.9014 (0.4); 6.8984 (0.4); 64.89 (0.4); 6.8925 (0.4);6.8885 (0.3); 6.8863 (0.3); 6.8774 (0.8); 6.874.14) (;06.8715 (0.3); 3.5827 (0.4); 2.2859 (2.8); 27.723 (3.0); 1.6961 (16.0); 1.5630 (3.3); 1.2649 (0.6); 0.8820 (1.1); 0.864.24) (;0 -0.0002 (3.4) I-015:1H-NMR(400.1 MHz, CDCl3): δ= 7.3673 (6.8); 7.2600 (13.5); 7.2375 (2.0); 7.21 (47.14); 7.1967 (2.9); 7.0959 (1.6); 7.0937 (1.8.0);9712 (1.8); 7.0890 (1.7);7.0760 (1.3); 7.0737 (1.3); 7.0712 (1.4); 7.069.02) (;16.9426 (2.9); 6.9329 (2.2); 6.9136 (3.2); 64.90 (2.6); 6.8994 (3.9);6.8941 (2.6); 6.8497 (1.7); 6.8304 (1.2); 6.821.58) (;16.8193 (1.8); 6.8154 (1.6); 6.8132 (1.4); 60.780 (1.6); 6.7985 (1.5); 6.7946 (1.4); 6.7924 (1.3); 5.6324 (1.9); 5.297.13) (;14.1690 (1.1); 4.1490 (1.4); 4.1309 (1.2); 43.011 (1.0); 4.0952 (0.4); 3.8088 (0.9); 3.7949 (2.4); 3.7872 (1.1); 3.782.10) (;13.7762 (2.7); 3.7617 (0.7); 2.8947 (0.8); 23.388 (0.9); 2.8605 (1.1); 2.8548 (0.7); 2.8485 (1.0); 2.7050 (0.9); 2.684.19) (;02.6713 (0.7); 2.6491 (0.6); 2.2775 (15.2);221.72 (16.0); 2.0443 (4.8); 1.6673 (2.4); 1.3215 (0.5); 1.3039 (1.1); 1.290.93) (;11.2853 (1.5); 1.2764 (3.2); 1.2649 (5.3); 18.625 (5.5); 1.2407 (1.9); 0.8988 (2.8); 0.8819 (9.8); 0.8642 (3.8); 0.007.94) (;0 -0.0002 (13.6); -0.0085 (0.4) I-016:1H-NMR(600.0 MHz, d6-DMSO): δ= 13.3458 (0.2); 13.1912 (1.2); 8.8622 (0.1); 7.590 (20.4); 7.8978 (2.5); 7.7029 (2.1); 7.6995 (27.2.6);254 (0.3); 7.6222 (0.3); 7.5057 (1.1); 7.5023 (1.0); 7.4921 (1.5); 7.488.75) (;17.3779 (0.2); 7.3643 (0.3); 7.3508 (0.2); 72.634 (0.2); 7.3392 (0.2); 7.3265 (1.1); 7.3193 (0.2); 7.3130 (2.0); 7.299.61) (;17.2898 (2.0); 7.2761 (1.7); 7.1740 (0.3); 70.316 (0.3); 7.1509 (0.2); 7.1381 (0.2); 7.0711 (0.8); 7.0697 (0.9); 7.068.10) (;17.0666 (0.9); 7.0579 (0.8); 7.0565 (0.8); 74.705 (0.9); 7.0533 (0.8); 6.9516 (0.3); 6.9482 (0.2); 6.9161 (1.1); 6.909.32) (;16.8956 (0.2); 6.8924 (0.1); 6.8596 (0.8); 6.085 (2.0); 6.8521 (2.3); 6.8479 (0.5); 6.8381 (0.9); 6.8370 (1.0); 6.834.17) (;06.8328 (0.7); 6.8241 (0.2); 5.9064 (0.1); 58.375 (16.0); 4.0166 (0.1); 3.7540 (0.1); 3.7477 (0.3); 3.7418 (0.4); 3.736.06) (;03.7299 (0.7); 3.7240 (0.6); 3.7186 (0.4); 39.670 (0.3); 3.6492 (0.1); 3.6419 (0.2); 3.6287 (0.1); 3.6014 (0.6); 3.595.66) (;03.5830 (0.9); 3.5772 (0.8); 3.5201 (0.9); 34.851 (1.0); 3.5018 (0.7); 3.4967 (0.6); 3.4247 (0.2); 3.4218 (0.1); 3.418.21) (;03.4154 (0.1); 3.4129 (0.2); 3.4053 (0.1); 37.939 (0.3); 3.3907 (0.8); 3.3838 (0.4); 3.3784 (1.7); 3.3735 (0.9); 3.351576 (.61); 3.3335 (0.8); 3.3271 (0.3); 3.3216 (0.43);137.0 (0.1); 3.3092 (0.2); 3.3002 (0.3); 3.2942 (0.1); 3.2726 (0.1); 3.178.94) (;03.1702 (0.4); 2.9924 (0.6); 2.9812 (0.5); 29.896 (0.7); 2.9586 (0.7); 2.8623 (0.8); 2.8500 (0.8); 2.8397 (0.7); 2.827.56) (;02.8114 (0.1); 2.8009 (0.1); 2.7153 (0.1); 23.562 (0.2); 2.6203 (0.3); 2.6172 (0.2); 2.5778 (0.1); 2.5348 (0.2); 2.529.26) (;02.5261 (0.6); 2.5230 (0.6); 2.5143 (17.6);121.25 (39.4); 2.5082 (55.8); 2.5051 (40.4); 2.5021 (18.7); 2.3952 (0.2); 2.39 (02.03); 2.3889 (0.2); 1.2741 (0.1); 1.2440 (0.71);811.8 (0.1); 1.0382 (0.1); 0.8694 (0.1); 0.8579 (0.3); 0.8462 (0.2); 0.004.92) (0 BCS243002 FC -89- I-017:1H-NMR(600.2 MHz, d6-DMSO): δ= 13.1922 (1.8); 7.9036 (2.9); 7.5885 (2.4); 7.52 (00.64); 7.5071 (0.3); 7.3826 (0.9); 7.3694 (2.3.3);5763 (2.8); 7.3428 (1.4); 7.3268 (1.3); 7.3135 (2.0); 7.3001 (1.2); 7.282.74) (;07.2759 (0.3); 7.2525 (0.4); 7.2389 (0.4); 75.822 (0.4); 7.1630 (0.3);7.0686 (1.8); 7.0561 (1.5); 6.9509 (0.3); 6.917.08) (;16.9131 (1.9); 6.8932 (0.4); 6.8898 (0.4); 67.85 (3.0); 6.8397 (1.5);5.7615 (12.2); 3.7387 (1.4); 3.7334 (1.4); 3.600.89) (; 3.5970 (0.9); 3.5828 (1.3); 3.5218 (1.3);036.25 (0.9); 3.3288 (16.0); 3.0123 (0.7); 3.0014 (0.8); 2.9899 (1.0); 2.979.29) (;02.8775 (1.0); 2.8653 (1.2); 2.8555 (1.0); 23.284 (0.9); 2.5081 (5.1); 1.9949 (0.6); 1.6432 (0.6); 1.2089 (0.6); 1.180.74) (0 I-019:1H-NMR(400.1 MHz, CDCl3):δ= 7.2944 (0.8); 7.2601 (8.4); 6.9682 (0.3); 6.95 (04.65); 2.2863 (1.1); 2.2674 (1.2); 1.6900 (6.35);51.2 (16.0); 1.2533 (0.6);-0.0002 (9.2) I-020:1H-NMR(400.1 MHz, CDCl3): δ= 7.3000 (1.4); 7.2601 (18.4); 7.1758 (0.3); 7.01 (04.94); 7.0105 (0.4); 6.9404 (0.6); 6.9370 (0.5.9);2602 (1.1); 3.7923 (0.4); 3.7739 (0.5); 2.2408 (3.0); 2.2355 (2.8); 1.56464.0 (1); 1.2587 (0.4); 1.2534 (0.5); 0.0081 (0. -60).;0002 (19.5); -0.0084 (06.) I-021:1H-NMR(400.1 MHz, CDCl3): δ= 7.2900 (0.5); 7.2599 (10.4); 1.6979 (4.5); 1.541267.0 (); -0.0002 (11.4); -0.0084 (0.4) I-022:1H-NMR(400.1 MHz, CDCl3):δ= 7.3608 (9.8); 7.3476 (5.4); 7.3428 (5.3); 7.26 ( 231.8); 7.1953 (1.3); 7.1909 (1.4); 7.1796 (1.5.1);7755 (2.9); 7.1710 (1.8);7.1594 (1.8); 7.1553 (1.7); 7.1027 (2.0); 7.082.32) (;77.0696 (4.8); 7.0647 (4.3); 7.0491 (1.4); 74.04 (1.6); 7.0420 (1.8);7.0377 (1.4); 7.0210 (3.0); 7.0168 (2.8); 7.000.60) (;26.9968 (2.2); 6.9765 (2.3); 6.9721 (2.4); 68.895 (2.3); 6.9550 (3.0); 6.9512 (1.2); 6.9379 (1.3); 6.9338 (1.2); 5.682.91) (;25.6764 (2.2); 4.1487 (1.1); 4.1309 (3.4); 43.011 (3.4); 4.0952 (1.2); 4.0498 (1.0); 4.0431 (1.6); 4.0235 (2.1); 4.017.16) (;13.9382 (0.6); 3.9294 (1.0); 3.9232 (1.0); 36.791 (1.2); 3.9090 (1.5); 3.9019 (3.3); 3.8951 (1.7); 3.8754 (2.0); 3.864.73) (;13.0730 (1.1); 3.0667 (0.5); 3.0590 (1.2); 39.203 (2.7); 3.0251 (2.4); 2.9688 (1.8); 2.9484 (1.9); 2.9348 (1.3); 2.914.62) (;12.0443 (16.0); 2.0052 (13.2); 1.6486 (4.03);413.8 (0.5); 1.2766 (5.0);1.2709 (1.4); 1.2588 (10.1); 1.2409 (4.6); 0.8908.76) (; 0.8955 (0.5); 0.8818 (2.1); 0.8641 (0.8);008.0 (0.7); -0.0002 (23.2);-0.0085 (0.8) I-023:1H-NMR(400.1 MHz, CDCl3): δ= 7.4031 (0.7); 7.3982 (0.7); 7.2900 (2.0); 7.26 (1029.2); 7.1794 (0.7); 7.1744 (0.7); 7.1584 (0.9.0);9790 (0.3); 6.9872 (0.4); 6.9847 (0.5); 6.9755 (0.4); 6.9679 (1.3); 6.958.94) (;06.9540 (0.4); 3.7881 (0.4); 3.7796 (0.4); 35.570 (0.3); 2.9967 (0.3); 2.9195 (0.3); 2.8993 (0.3); 1.6978 (16.0); 1.5686.24) (; -0.0002 (11.1); -0.0085 (0.3) Table 3: Compounds according to formula (3) Ex N° A1 Q R3 R4 R5 L-R 6 R7 W LogP(2,4-dimethyl- tert- 3-001 CH (3-cyclopropylphenyl) H H H H 5.79[a]phenyl)methyl butyl (4-bromo-2-chloro- tert- 3-002 CH (3-cyclopropylphenyl) H H H H 6.10[a]phenyl)methyl butyl tert- 3-003 CH (3-cyclopropylphenyl) H H H (2,4-dichlorophenyl)methyl H 5.99[a]butyl BCS243002 FC -90-Ex N° A1 Q R3 R4 R5 L-R 6 R7 W LogP[3-(trifluoro- (2,4-dimethyl- tert- 3-004 CH H H H H 5.64[a]methyl)phenyl] phenyl)methyl butyl [3-(trifluoro- tert- 3-005 CH H H H (2,4-dichlorophenyl)methyl H 5.72[a]methyl)phenyl] butyl [3-(trifluoro- (4-bromo-2-chloro- tert- 3-006 CH H H H H 5.82[a]methyl)phenyl] phenyl)methyl butyl (2,4-dimethyl- tert- 3-007 CH (3-chlorophenyl) H H H H 5.04[a]phenyl)methyl butyl (4-bromo-2-chloro- tert- 3-008 CH (3-chlorophenyl) H H H H 5.20[a]phenyl)methyl butyl tert- 3-009 CH (3-chlorophenyl) H H H (2,4-dichlorophenyl)methyl H 5.71[a]butyl (3-chloro-2-fluoro- (2,4-dimethyl- tert- 3-010 CH H H H H 5.79[a]phenyl) phenyl)methyl butyl (3-chloro-2-fluoro- (4-bromo-2-chloro- tert- 3-011 CH H H H H 5.79[a]phenyl) phenyl)methyl butyl (3-chloro-2-fluoro- tert- 3-012 CH H H H (2,4-dichlorophenyl)methyl H 5.65[a]phenyl) butyl Table 3-A:1H-NMR data for compounds of formula (3) 3-001:1H-NMR(400.1 MHz, CDCl3):δ= 7.8292 (0.8); 7.8214 (0.9); 7.8163 (0.7); 7.81 (04.8 ); 7.8077 (1.4); 7.7609 (1.3); 7.7537 (0.77);572.4 (0.7); 7.7472 (0.9);7.7393 (0.8); 7.2589 (4.7); 7.1923 (2.4); 7.167.16) (;07.1479 (0.6); 7.1392 (0.4); 7.1189 (0.8); 78.409 (0.4); 6.9336 (0.6); 6.8841 (0.3); 6.7586 (0.3); 6.7548 (0.4); 6.752.44) (;06.7354 (0.4); 6.7319 (0.6); 6.7281 (0.5); 67.071 (0.5); 6.7122 (1.0); 6.7077 (1.0); 5.2973 (0.8); 4.2985 (0.4); 4.290.13) (;04.2743 (0.4); 4.2659 (0.4); 4.0601 (0.4); 40.505 (0.4); 2.9504 (0.4);2.9284 (0.4); 2.9126 (0.3); 2.8965 (0.4); 2.322.4 ) (;32.2503 (3.2); 1.7955 (0.4); 1.6886 (16.0);51.05 (7.0); 0.9054 (0.4);0.9043 (0.4); 0.9004 (0.6); 0.8974 (0.4); 0.895.23) (;00.8898 (0.4); 0.8838 (0.5); 0.8794 (0.6); 06.787 (0.3); 0.6313 (0.3); 0.6285 (0.7); 0.6248 (0.6); 0.6188 (0.4); 0.615.97) (;00.6123 (0.6); 0.0697 (1.0 -)0;.0002 (5.6) 3-002:1H-NMR(400.1 MHz, CDCl3): δ= 7.8378 (0.8); 7.8299 (0.9); 7.8247 (0.7); 7.82 (03.38); 7.8163 (1.4); 7.7709 (1.4); 7.7638 (0.77);672.5 (0.7); 7.7573 (0.9);7.7494 (0.8); 7.4329 (1.0); 7.4280 (1.0); 7.260.32) (;47.2267 (0.6); 7.2063 (1.3); 7.1879 (0.3); 70.17 (1.2); 7.1652 (0.7);7.1484 (3.0); 7.1449 (0.5); 7.1306 (0.5); 6.771.74) (;06.7690 (0.4); 6.7536 (0.6); 6.7519 (0.7); 67.974 (0.6); 6.7454 (0.4); 6.7273 (0.4); 6.7251 (0.4); 6.7144 (0.6); 6.709.96) (;06.7043 (0.4); 5.2982 (0.4); 4.3036 (0.3); 4.29 (0.3); 4.2786 (0.5); 4.2693 (0.4); 4.1685 (0.4); 4.1574 (0.4); 4.143.54) (;04.1325 (0.3); 3.1743 (0.4); 3.1580 (0.4); 35.711 (0.4); 3.0946 (0.4); 1.8221 (0.4); 1.6445 (16.0); 1.5590 (9.4); 0.9303.76) (; 0.9290 (0.7); 0.9267 (0.4); 0.9240 (0.3);108.19 (0.4); 0.9125 (0.6);0.9080 0 ( .6); 0.8972 (0.3); 0.6534 (0.7); 0.6492 (0.6);403.26 (0.4); 0.6409 (0.7); 0.6372 (0.7); 0.0697 (;1 -.0.)0002 (4.7)3-003:1H-NMR(400.1 MHz, CDCl3): δ= 7.8381 (0.8); 7.8303 (0.9); 7.8252 (0.7); 7.82 (03.68); 7.8167 (1.4); 7.7711 (1.3); 7.7640 (0.77);672.6 (0.7); 7.7574 (0.9); 7.7495 (0.8); 7.2870 (0.8); 7.2824 (1.0); 7.276.90) (;17.2664 (0.9); 7.2601 (5.1); 7.1680 (0.4); 78.514 (3.3); 7.1285 (0.5); 7.0275 (0.6); 7.0221 (0.6); 7.0069 (0.5); 7.001.55) (;06.7701 (0.4); 6.7672 (0.4); 6.7544 (0.5); 62.175 (0.6); 6.7482 (0.7); 6.7281 (0.4); 6.7257 (0.4); 6.7127 (0.6); 6.708.36) (;06.7025 (0.4); 4.3056 (0.3); 4.2962 (0.3); 40.628 (0.5); 4.2712 (0.4); 4.1694 (0.4); 4.1583 (0.4); 4.1444 (0.4); 4.133.33) (;03.1874 (0.4); 3.1711 (0.4); 3.1286 (0.4); 37.610 (0.4); 1.8201 (0.4); 1.6815 (0.4); 1.6447 (16.0); 1.5552 (9.9); 0.9302.65) (; 0.9279 (0.7); 0.9256 (0.4); 0.9229 (0.4);107.09 (0.4); 0.9114 (0.6); 0.9069 (0.6); 0.8961 (0.3); 0.6540 (0.4); 0.651.67) (;00.6476 (0.6); 0.6415 (0.4); 0.6390 (0.7); 05.363 (0.7); 0.0696 (0.8); - 0.0002 (6.1) BCS243002 FC -91- 3-007:1H-NMR(400.1 MHz, CDCl3): δ= 7.8174 (0.5); 7.7715 (0.4); 7.2593 (11.3); 7.23 (08.19); 6.9860 (0.4); 6.9819 (0.5); 2.3301 (1.1.2);5278 (1.0); 1.6878 (5.8); 1.5404 (16.0); 0.0080 (0.4 -)0;.0002 (12.6); -0.0084 (0.4) 3-008:1H-NMR(400.1 MHz, CDCl3): δ= 7.8385 (0.3); 7.8248 (0.5); 7.7811 (0.5); 7.76 (07.43); 7.2595 (11.2); 7.2318 (0.5); 7.2247 (0.4.2);2703 (0.4); 7.1966 (1.0); 3.1539 (0.4); 3.1350 (0.4); 1.6448 (6.2); 1.5406.0 (1); 0.0080 (0.4) -;0.0002 (12.7); -0.0085 (0.4) 3-009:1H-NMR(400.1 MHz, CDCl3): δ= 7.8252 (0.5); 7.7812 (0.5); 7.7675 (0.3); 7.29 (09.03); 7.2936 (0.4); 7.2891 (0.3); 7.2596 (10.7.1);979 (0.9); 7.1921 (0.4);3.1660 (0.4); 3.1471 (0.4); 1.6452 (6.1); 1.54168.0 (1); 0.0080 (0.4) -;0.0002 (12.0); -0.0085 (0.4) Table 4: Compounds according to formula (4) Ex N° A1Q R3R4R5L-R6R7W LogP (3-cyclopropyl- (2,4-dimethyl- tert- 4-001 CH H H H H 4.12[a]phenyl) phenyl)methyl butyl (3-cyclopropyl- (4-bromo-2-chloro- tert- 4-002 CH H H H H 4.55[a]phenyl) phenyl)methyl butyl (3-cyclopropyl- tert- 4-003 CH H H H (2,4-dichlorophenyl)methyl H 4.44[a]phenyl) butyl [3-(trifluoro- (2,4-dimethyl- tert- 4-004 CH H H H H 3.44[a]methyl)phenyl] phenyl)methyl butyl [3-(trifluoro- tert- 4-005 CH H H H (2,4-dichlorophenyl)methyl H 3.67[a]methyl)phenyl] butyl [3-(trifluoro- (4-bromo-2-chloro- tert- 4-006 CH H H H H 4.36[a]methyl)phenyl] phenyl)methyl butyl (2,4-dimethyl- tert- 4-007 CH (3-chlorophenyl) H H H H 3.78[a]phenyl)methyl butyl BCS243002 FC -92- Ex N° A1Q R3R4R5L-R6R7W LogP (4-bromo-2-chloro- tert- 4-008 CH (3-chlorophenyl) H H H H 4.19[a]phenyl)methyl butyl tert- 4-009 CH (3-chlorophenyl) H H H (2,4-dichlorophenyl)methyl H 4.04[a]butyl (3-chloro-2-fluoro- (2,4-dimethyl- tert- 4-010 CH H H H H 5.79[a]phenyl) phenyl)methyl butyl (3-chloro-2-fluoro- (4-bromo-2-chloro- tert- 4-011 CH H H H H 5.65[a]phenyl) phenyl)methyl butyl (3-chloro-2-fluoro- tert- 4-012 CH H H H (2,4-dichlorophenyl)methyl H 5.79[a]phenyl) butyl Table 4-A:1H-NMR data for compounds of formula (4) 4-001:1H-NMR(400.1 MHz, CDCl3): δ= 7.2590 (4.6); 7.1906 (2.3); 7.1738 (0.7); 7.15 (04.14); 6.9910 (0.5); 6.9717 (0.8); 6.9174 (0.68);362.4 (0.3); 6.7838 (0.4); 6.7811 (0.3); 6.7645 (0.4); 6.7478 (0.4); 6.745.64) (;06.7278 (0.5); 6.7254 (0.4); 6.7200 (0.6); 65.671 (0.6); 5.2975 (3.1); 3.5532 (0.6); 3.5441 (0.6); 3.5312 (0.6); 3.518.06) (;02.7226 (1.0); 2.7040 (1.0); 2.2873 (3.4); 20.524 (3.1); 1.8558 (0.4); 1.6912 (16.0); 1.5513 (3.5); 0.9731 (0.6); 0.9608.47) (; 0.9637 (0.3); 0.9572 (0.4); 0.9520 (0.6);407.49 (0.6); 0.6758 (0.7); 0.6712 (0.6); 0.6632 (0.6); 0.6592 (0.7); 0.06 (19.31); -0.0002 (5.5) 4-002:1H-NMR(400.1 MHz, CDCl3): δ= 7.4401 (0.9); 7.4352 (0.9); 7.2602 (3.6); 7.20 (04.93); 7.1853 (0.7); 7.1663 (2.6); 7.1549 (0.41);479.9 (0.4); 7.1343 (0.6);7.1293 (0.6); 7.0616 (1.0); 7.0411 (0.6); 6.802.14) (;06.7828 (0.4); 6.7345 (0.4); 6.7323 (0.4); 64.71 (0.6); 6.7120 (0.8);6.7066 (0.7); 5.3521 (0.6); 5.2983 (0.3); 3.623.76) (;03.6142 (0.6); 3.5965 (0.6); 3.5828 (0.6); 29.90 (0.4); 2.8946 (0.4);2.8547 (0.4); 2.8332 (0.4); 1.8650 (0.4); 1.65164.0 (1); 1.5616 (2.7); 0.9869 (0.6); 0.9822 (0.7);707.69 (0.4); 0.9709 (0.4); 0.9658 (0.7); 0.9612 (0.6); 0.6851 (0.8); 0.6807 (00.7.6);726 (0.7); 0.6685 (0.8); 0.0693 (1. -20).;0002 (4.0) 4-003:1H-NMR(400.1 MHz, CDCl3): δ= 7.2903 (0.9); 7.2850 (0.9); 7.2604 (3.4); 7.20 (03.54); 7.1839 (0.8); 7.1665 (2.4); 7.1252 (0.71);074.6 (0.9); 7.0088 (0.6); 7.0034 (0.6); 6.9882 (0.4); 6.9828 (0.4); 6.800.84) (;06.7815 (0.4); 6.7355 (0.4); 6.7333 (0.4); 65.671 (0.6); 6.7131 (0.6); 6.7099 (0.7); 6.7056 (0.7); 6.7000 (0.3); 5.353.37) (;05.2983 (0.6); 3.6256 (0.6); 3.6161 (0.6); 37.459 (0.6); 3.5837 (0.6); 2.9234 (0.4); 2.9080 (0.4); 2.8680 (0.4); 2.846.54) (;01.8634 (0.4); 1.6877 (0.4); 1.6516 (16.0);410.76 (0.6); 1.5632 (2.0);0.9858 (0.6); 0.9812 (0.7); 0.9766 (0.4); 0.969.94) (;00.9647 (0.7); 0.9601 (0.6); 0.9490 (0.3); 03.68 (0.8); 0.6792 (0.7);0.6711 (0.7); 0.6670 (0.8); 0.0695 (0. -70).;0002 (3.8) 4-004:1H-NMR(400.1 MHz, CDCl3): δ= 7.4150 (0.4); 7.3405 (0.3); 7.3391 (0.4); 7.25 (29.51); 7.2511 (0.5); 7.2301 (2.3); 6.9785 (0.59);569.2 (0.6); 6.9100 (0.5); 6.8210 (0.4); 5.3400 (0.5); 5.2960 (1.2); 3.560.76) (;03.5519 (0.5); 3.5303 (0.5); 3.5171 (0.5); 28.871 (0.9); 2.7002 (0.9); 2.2735 (3.2); 2.2298 (2.9); 1.6908 (16.0); 1.60146) (;0 -.0.0002 (2.1) 4-005:1H-NMR(400.1 MHz, CDCl3): δ= 7.4289 (0.5); 7.4088 (0.4); 7.3636 (0.4); 7.34 (01.84); 7.2756 (0.9); 7.2702 (0.9); 7.2612 (5.62);572.7 (0.6); 7.2303 (1.3); 7.2060 (2.2); 7.1497 (0.6); 7.1290 (1.0); 7.107.14) (;07.0368 (0.6); 7.0314 (0.6); 7.0161 (0.4); 70.801 (0.4); 6.9592 (0.4); 6.9099 (0.3); 5.3740 (0.5); 5.2983 (1.6); 3.624.16) (;03.6150 (0.6); 3.5879 (0.7); 3.5741 (0.6); 30.756 (0.6); 3.5521 (0.4); 3.5304 (0.3); 3.5172 (0.3); 2.9044 (0.6); 2.899.66) (;02.8875 (0.5); 2.8791 (0.6); 2.7188 (0.6); 20.270 (0.6); 2.2735 (2.0); 2.2301 (1.9); 1.6907 (9.6); 1.6835 (0.7); 1.6472 (161.0.6);372 (0.5); 1.5826 (2.3 -)0;.0002 (5.3) 4-006:1H-NMR(400.1 MHz, CDCl3):δ= 7.4313 (0.5); 7.4269 (0.9); 7.4219 (0.9); 7.36 (06.4 ); 7.2610 (11.1); 7.2062 (2.3); 7.1862 (0.4.1);8712 (0.4); 7.1657 (0.6);7.1607 (0.6); 7.0881 (1.1); 7.0676 (0.6); 5.372.16) (;05.2992 (0.7); 3.6214 (0.6); 3.6122 (0.5); 36.158 (0.5); 3.5725 (0.5); 2.8909 (0.6); 2.8870 (0.6); 2.8740 (0.5); 2.8665) (;01..6466 (16.0); 1.5624 (7.1); 0.0080 (0. -30).;0002 (10.9); -0.0085 (0.3) BCS243002 FC -93- 4-007:1H-NMR(400.1 MHz, CDCl3):δ= 7.2596 (7.9); 7.2409 (0.4); 7.2278 (2.2); 7.22 (0.59); 7.2001 (0.6); 7.0625 (0.3); 7.0602 (0.40);577.7 (0.4); 7.0554 (0.4);7.0377 (0.3); 6.9883 (0.5); 6.9827 (0.6); 6.977.18) (;06.9713 (0.8); 6.9695 (0.7); 6.9224 (0.5); 60.986 (0.4); 6.8587 (0.4); 6.8547 (0.4); 6.8525 (0.4); 6.8401 (0.8); 6.838.07) (;06.8340 (0.5); 6.8317 (0.4); 6.8203 (0.4); 34.856 (0.6); 3.5559 (0.5);3.5395 (0.5); 3.5263 (0.5); 2.7318 (0.9); 2.713.29) (;02.2870 (3.3); 2.2446 (3.0); 1.6857 (16. -0) .;0002 (8.7)4-008:1H-NMR(400.1 MHz, CDCl3): δ= 7.4450 (0.9); 7.4400 (0.9); 7.2599 (29.3); 7.25 (04.68); 7.2339 (0.9); 7.2135 (0.6); 7.2055 (2.3.1);9746 (0.4); 7.1895 (0.4); 7.1741 (0.6); 7.1690 (0.6); 7.0880 (0.4); 7.083.42) (;17.0681 (0.3); 7.0657 (0.4); 7.0631 (0.9); 6.398 (0.5); 6.9808 (0.7); 6.9755 (0.5); 6.8472 (0.4); 6.8450 (0.4); 6.841.03) (;06.8388 (0.3); 6.8264 (0.3); 6.8241 (0.3); 60.282 (0.3); 5.3884 (0.4); 3.6271 (0.6); 3.6178 (0.5); 3.5967 (0.5); 3.583.05) (;02.9015 (0.5); 2.8866 (0.7); 2.8665 (0.4); 12.464 (16.0); 1.6307 (0.4); 1.5462 (3.2); 0.0080 (0.9 -)0;.0002 (32.2); -0.0085 (1.1) 4-009:1H-NMR(400.1 MHz, CDCl3): δ= 7.2960 (0.8); 7.2907 (0.8); 7.2634 (6.5); 7.25 (02.74); 7.2324 (0.8); 7.2118 (0.6); 7.2063 (1.91);477.1 (0.5); 7.1264 (0.8); 7.0856 (0.3); 7.0834 (0.4); 7.0808 (0.4); 7.078.64) (;07.0482 (0.5); 7.0428 (0.5); 7.0276 (0.4); 72.202 (0.3); 6.9853 (0.5); 6.9798 (0.7); 6.9745 (0.5); 6.8459 (0.3); 5.299.63) (;03.6290 (0.5); 3.6198 (0.5); 3.5978 (0.5); 34.258 (0.5); 3.4871 (16.0); 2.9147 (0.5); 2.8993 (0.8); 2.8787 (0.4); 1.678.35) (;01.6418 (13.7); 1.6298 (0.5); 1.2430 (0. -40).;0002 (6.9) 4-010:1H-NMR(400.1 MHz, CDCl3): δ= 7.2599 (4.4); 7.2223 (2.1); 7.0885 (0.4); 7.07 (02.63); 7.0147 (0.5); 6.9955 (0.6); 6.9645 (0.59);569.9 (0.5); 6.9103 (0.5); 6.8412 (0.3); 6.8374 (0.4); 6.8346 (0.4); 6.816.24) (;05.4550 (0.4); 5.2976 (1.9); 3.5968 (0.6); 38.058 (0.6); 3.5824 (0.6);3.5696 (0.6); 2.7486 (0.9); 2.7298 (0.9); 2.3009) (;32.2.2262 (2.9); 1.6769 (16.0); 1.5755 (1. -0) .;0002 (4.6)4-011:1H-NMR(400.1 MHz, CDCl3): δ= 7.4434 (0.8); 7.4385 (0.9); 7.2613 (5.8); 7.19 (25.83); 7.1919 (0.4); 7.1763 (0.6); 7.1713 (0.61);272.1 (0.5); 7.1176 (1.2); 7.1061 (0.3); 7.1022 (0.3); 7.0968 (0.6); 6.981.75) (;06.9771 (0.5); 6.8307 (0.4); 5.4757 (0.5); 58.729 (1.9); 3.6473 (0.6); 3.6380 (0.6); 3.6335 (0.6); 3.6202 (0.6); 2.921.07) (;02.9063 (0.5); 2.9001 (0.5); 2.5748 (0.4); 2.451 (0.3); 1.6319 (16.0); 1.6208 (0.3); 1.5785 (1.4 -)0;.0002 (6.3) 4-012:1H-NMR(400.1 MHz, CDCl3): δ= 7.2949 (0.8); 7.2895 (0.9); 7.2606 (10.0); 7.19 (26.41); 7.1800 (0.6); 7.1593 (0.8); 7.1195 (0.4.1);1753 (0.3); 7.1035 (0.3); 7.0494 (0.6); 7.0440 (0.5); 7.0288 (0.4); 7.023.44) (;06.9799 (0.5); 6.9753 (0.5); 6.8354 (0.3); 61.783 (0.4); 5.4762 (0.6);5.2987 (2.1); 3.6490 (0.6); 3.6397 (0.6); 3.634.16) (;03.6208 (0.6); 2.9367 (0.6); 2.9338 (0.6); 29.91 (0.5); 2.9132 (0.5);1.6667 (0.4); 1.6325 (16.0); 1.6207 (0.4); 1.563.41) (; -0.0002 (10.7); -0.0085 (0.3)
[0005] BCS243002 FC -94- B. BIOLOGICAL EXAMPLES B-1. in vivo preventive test on Botrytis cinerea (grey mould) Solvent: 5% by volume of Dimethyl sulfoxide 10% by volume of Acetone Emulsifier: 1µl of Twee®n 80 per mg of active ingredient The active ingredients were made soluble and honmizoegde in a mixture of Dimethyl sulfoxide / Acetone / / Tween®80 and then diluted in water to the desired conrcaetinotn. The young plants of gherkin or cabbage were trea btyed spraying the active ingredient prepared as described above. Control plants were treated oniltyh w an aqueous solution of Acetone / Dimethyl sulfoxide / Tween®80. After 24 hours, the plants were contaminated byay sipnrg the leaves with an aqueous suspension of Botrytis cinerea spores. The contaminated gherkin plants were iantceudb for 4 to 5 days at 17°C and at 90% relative humidity. The contaminated cabbagent psla were incubated for 4 to 5 days at 20°C and at 100% relative humidity. The test was evaluated 4 to 5 days after the inaoticounl. 0% means an efficacy which correspondsa tot th of the control plants while an efficacy of 100% mnsea that no disease was observed.In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 500 ppm of active ingredie I-n0t0:1; I-003; I-004; I-005; I-006; I-008; I-009-;0 I10; I-013; I-014; I-016; I-019; I-021; I-022; I-023 B-2. in vivo preventive test on Pyrenophora teres (net blotch on barley) Solvent: 5% by volume of Dimethyl sulfoxide 10% by volume of Acetone Emulsifier: 1µl of Twee®n 80 per mg of active ingredient The active ingredients were made soluble and honmizoegde in a mixture of Dimethyl sulfoxide / Acetone / / Tween®80 and then diluted in water to the desired conrcaetinotn. The young plants of barley were treated by spray thineg active ingredient prepared as described above. Control plants were treated only with an aqueoulusti soon of Acetone / Dimethyl sulfoxide / Twe®en 80. BCS243002 FC -95- After 24 hours, the plants were contaminated byay sipnrg the leaves with an aqueous suspension of Pyrenophora teres pores. The contaminated barley plants were intecudb faor 48 hours at 20°C and at100% relative humidity and then for 8 days at 20 a°nCd at 70-80% relative humidity.The test was evaluated 10 days after the inocunl.a 0ti%o means an efficacy which corresponds to tfhat othe control plants while an efficacy of 100% me tahnast no disease was observed.In this test the following compounds accordingh teo i tnvention showed efficacy between 70% and 79%at a concentration of 500 ppm of active ingredie I-n0t0:1; I-003; I-019; I-023In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 500 ppm of active ingredie I-n0t0:5; I-009; I-015; I-021In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 500 ppm of active ingredie I-n0t0:8; I-010; I-013; I-014; I-020 B-3. in vivo preventive test on Sphaerotheca fuliginea (powdery mildew on cucurbits) Solvent: 5% by volume of Dimethyl sulfoxide 10% by volume of Acetone Emulsifier: of Twee®n 80 per mg of active ingredient The active ingredients were made soluble and honmizoegde in a mixture of Dimethyl sulfoxide / Acetone / / Tween®80 and then diluted in water to the desired conrcaetinotn. The young plants of gherkin were treated by sprgay thine active ingredient prepared as described a.bove Control plants were treated only with an aqueoulusti soon of Acetone / Dimethyl sulfoxide / Twe®en 80. After 24 hours, the plants were contaminated byay sipnrg the leaves with an aqueous suspension of Sphaerotheca fuligine sapores. The contaminated gherkin plants were iantceudb for 8 days at 20°C and at 70-80% relative humidity. The test was evaluated 8 days after the inocul.a 0ti%on means an efficacy which corresponds to that ofthe control plants while an efficacy of 100% me tahnast no disease was observed.In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 500 ppm of active ingredie I-n0t1:4In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 500 ppm of active ingredie I-n0t0:1; I-003; I-005; I-006; I-008; I-009; I-010-;0 I11; I-013; I-019; I-020; I-021; I-023 BCS243002 FC -96- B-5. in vivo preventive test on Colletotrichum lindemuthianum (leaf spot on bean) Solvent: 5% by volume of Dimethyl sulfoxide 10% by volume of Acetone Emulsifier: 1µl of Twee®n 80 per mg of active ingredient The active ingredients were made soluble and honmizoegde in a mixture of Dimethyl sulfoxide / Acetone / / Tween®80 and then diluted in water to the desired conrcaetinotn. The young plants of bean were treated by sprayhineg a tctive ingredient prepared as described above. Control plants were treated only with an aqueoulusti soon of Acetone / Dimethyl sulfoxide / Twe®en 80. After 24 hours, the plants were contaminated byay sipnrg the leaves with an aqueous suspension of Colletotrichum lindemuthianum spores. The contaminated bean plants were incdub foarte 24 hours at 20°C and at 100% relative humidity and then fora 6ys d at 20°C and at 90% relative humidity. The test was evaluated 7 days after the inocul.a 0ti%on means an efficacy which corresponds to that ofthe control plants while an efficacy of 100% me tahnast no disease was observed.In this test the following compounds accordingh teo i tnvention showed efficacy between 70% and 79%at a concentration of 500 ppm of active ingredie I-n0t1:5; I-020In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 500 ppm of active ingredie I-n0t0:9; I-011In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 500 ppm of active ingredie I-n0t0:1; I-003; I-005; I-006; I-008; I-010; I-013-;0 I14; I-019; I-021; I-023 B-6. Alternaria alternata in vitro cell test Solvent: DMSO Culture medium: 14.6g anhydrous D-glucose (VW 7R.1),g Mycological Peptone (Oxoid), 1.4g granulated Yeast Extract (Merck), QSP 1liter Inoculum: spores suspension Fungicides were solubilized in DMSO, and the solnuti used to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s^1%. A spore suspension o Af. alternata was prepared and diluted to the desired sporeit dy.ens BCS243002 FC -97- Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 5 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.In this test the following compounds accordingh teo i tnvention showed efficacy between 70% and 79%at a concentration of 50 µMol / l of active ingredt:ie In-011; I-012; I-016; I-017; I-020; I-022In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 50 µMol / l of active ingredt:ie In-015In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 50 µMol / l of active ingredt:ie I-n001; I-003; I-005; I-006; I-008; I-010; I-013 I-;014; I-019; I-021; I-023 B-7. Fusarium culmorum in vitro cell test Solvent: DMSO Culture medium: 14.6g anhydrous D-glucose (VW 7R.1),g Mycological Peptone (Oxoid), 1.4g granulated Yeast Extract (Merck), QSP 1liter Inoculum: spore suspension Fungicides were solubilized in DMSO, and the solnuti used to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s^1%. A spore suspension o Ff. culmorum was prepared and diluted to the desired sporeit dy.ens Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 4 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.B-8. Pyricularia oryzae in vitro cell test Solvent: DMSO Culture medium: 14.6g anhydrous D-glucose (VW 7R.1),g Mycological Peptone (Oxoid), 1.4g granulated Yeast Extract (Merck), QSP 1liter BCS243002 FC -98- Inoculum: spore suspension Fungicides were solubilized in DMSO, and the solnuti used to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s 1%. A spore suspension o Pf. oryzae was prepared and diluted to the desired sporeit dy.ens Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 5 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.B-9. Colletotrichum lindemuthianum in vitro cell test Solvent: DMSO Culture medium: 14.6g anhydrous D-glucose (VW 7R.1),g Mycological Peptone (Oxoid), 1.4g granulated Yeast Extract (Merck), QSP 1liter Inoculum: spores suspension Fungicides were solubilized in DMSO, and the solnuti used to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s^1%. A spore suspension o Cf. lindemuthianum was prepared and diluted to the desired sporet dye.nsi Fungicides were evaluated for their ability to ibnihti spores germination and mycelium growth in ldiquiculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 6 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 50 µMol / l of active ingredt:ie I-n001; I-003; I-004; I-005; I-006; I-007; I-008 I-;009; I-010; I-011; I-012; I-013; I-014; I-015; I-016;0 I1-7; I-021; I-023 B-10. Septoria tritici in vitro cell test Solvent: DMSO Culture medium: 1g KH2PO4(VWR), 1g K2HPO4(VWR), 0.5g Urea (VWR), 3g KNO3(Prolabo), 10g saccharose (VWR), 0.5g Mg4,S 7OH2O (Sigma), 0.07g CaC2,l BCS243002 FC -99- 2H2O (Prolabo), 0.2mg MnS4O, H2O (Sigma), 0.6mg CuS4O, 5H2O (Sigma), 7.9mg ZnSO4, 7H2O (Sigma), 0.1mg H3BO3(Merck), 0.14mg NaMoO4, 2H2O (Sigma), 2mg thiamine (Sigma), 0.1mg biotine (VWR 4m),g FeSO4, 7H2O (Sigma), QSP 1liter Inoculum: spore suspension Fungicides were solubilized in DMSO, and the solnuti used to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s^1%. A spore suspension o Sf. tritici was prepared and diluted to the desired sporeit dy.ens Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 7 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 50 µMol / l of active ingredt:ie I-n001; I-003; I-005; I-006; I-008; I-010; I-013 I-;014; I-019; I-021; I-023 B-11. Pyrenophora teres in vitro cell test Solvent: DMSO Culture medium: 14.6g anhydrous D-glucose (VW 7R.1),g Mycological Peptone (Oxoid), 1.4g granulated Yeast Extract (Merck), QSP 1liter Inoculum: spore suspension Fungicides were solubilized in DMSO and the solnuti uosed to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s 1%. A spore suspension o Pf. teres was prepared and diluted to the desired sporeit dy.ens Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 6 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides. BCS243002 FC -100-In this test the following compounds accordingh teo i tnvention showed efficacy between 70% and 79%at a concentration of 50 µMol / l of active ingredt:ie In-004; I-016In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 50 µMol / l of active ingredt:ie In-002; I-009; I-011; I-017; I-022In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 50 µMol / l of active ingredt:ie I-n001; I-003; I-005; I-006; I-008; I-010; I-012 I-;013; I-014; I-015; I-019; I-020; I-021; I-023 B-12. Fusarium culmorum in vitro cell test Solvent: DMSO Culture medium: 1g KH2PO4 (VWR), 1g K2HPO4 (VWR), 0.5g Urea (VWR), 3g KNO3 (Prolabo), 10g saccharose (VWR), 0.5g Mg4,S 7OH2O (Sigma), 0.07g CaC2,l 2H2O (Prolabo), 0.2mg MnS4O, H2O (Sigma), 0.6mg CuS4O, 5H2O (Sigma), 7.9mg ZnSO4, 7H2O (Sigma), 0.1mg H3BO3 (Merck), 0.14mg NaMoO4, 2H2O (Sigma), 2mg thiamine (Sigma), 0.1mg biotine (VWR 4m),g FeSO4, 7H2O (Sigma), QSP 1liter Inoculum: spores suspension Fungicides were solubilized in DMSO and the solnuti uosed to prepare the required range of concentrations. The final concentration of DMSOd u isne the assay wa ≤s 1%. A spore suspension o Ff. culmorum was prepared and diluted to the desired sporeit dy.ens Fungicides were evaluated for their ability to ibnihti spore germination and mycelium growth in liquidculture assay. The compounds were added in three de csoincentration to the culture medium with sp.oresAfter 5 days incubation, fungi-toxicity of compousnd was determined by spectrometric measurement of mycelium growth. Inhibition of fungal growth waste dermined by comparing the absorbance values inwells containing the fungicides with the absorba inc ceontrol wells without fungicides.In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 50 µMol / l of active ingredt:ie I-n001; I-003; I-005; I-006; I-008; I-010; I-013 I-;014; I-019; I-021; I-023 B-13. in vivo preventive test on Alternaria brassicae (leaf spot on radish or cabbage) Solvent: 5% by volume of Dimethyl sulfoxide 10% by volume of Acetone BCS243002 FC -101- Emulsifier: 1µl of Twee®n 80 per mg of active ingredient The active ingredients were made soluble and honmizoegde in a mixture of Dimethyl sulfoxide / Acetone / / Tween®80 and then diluted in water to the desired conrcaetinotn. The young plants of radish or cabbage were tre bayte sdpraying the active ingredient prepared as dibeesdcr above. Control plants were treated only with ane aoquus solution of Acetone / Dimethyl sulfoxide / Twe®en 80. After 24 hours, the plants were contaminated byay sipnrg the leaves with an aqueous suspension of Alternaria brassicae spores. The contaminated radish or cabbage p wlaenrtes incubated for 3 to 4 days at 20°C and at 100% relative humidity. The test was evaluated 3 to 4 days after the inaoticounl. 0% means an efficacy which correspondsa tot th of the control plants while an efficacy of 100% mnsea that no disease was observed.In this test the following compounds accordingh teo i tnvention showed efficacy between 70% and 79%at a concentration of 500 ppm of active ingredie I-n0t1:2In this test the following compounds accordingh teo i tnvention showed efficacy between 80% and 89%at a concentration of 500 ppm of active ingredie I-n0t1:9In this test the following compounds accordingh teo i tnvention showed efficacy between 90% and 100%at a concentration of 500 ppm of active ingredie I-n0t0:1; I-003; I-005; I-006; I-008; I-009; I-010-;0 I11; I-013; I-014; I-015; I-020; I-021; I-023
Claims
BCS243002 FC -102- CLAIMS:
1. A compound of the formula (I),wherein A1is CR1or N, wherein R1 is hydrogen, halogen or1- C 4-alkyl,R3 and R4 are independently hydrogen, fluoro o1r- C 4-alkyl,R5is hydrogen, L is a direct bond or1 C-C4-alkylene, wherein said C1-C4-alkylene is optionally substituted with one or tw suobstituentsSLA, LSAis fluoro, or two substituentsSLAthat are bound to the same carbon atom form toegre wtihth the carbon atom which they are attached to a cyclopropyl-y ocrlo cbutyl-ring, R6 is C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl, 5- to 14-mbem redheteroaryl, C3-C12-carbocyclyloxy, C6-C14-aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy,3- C 12-carbocyclylsulfanyl, C6-C14-arylsulfanyl, 5- to14-membered heteroarylsulfanyl, 3- to 14-membereetder hocyclylsulfanyl, C1-C3-alkoxy or C1-C3-haloalkoxy,BCS243002 FC -103-wherein C1-C3-alkoxy and C1-C3-haloalkoxy are substituted with one substituenletc ste dfrom the group consisting of3- CC12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl and 5- to 14-membered heteroaryl, wherein said C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl and 5- to 14-membered heteroaryl in turn are opatlliyon substituted with one to three R6Ssubstituents, wherein C3-C12-carbocyclyl, C6-C14-aryl, 3- to 14-membered heterocyclyl, 5- to 14- membered heteroaryl, 3- CC12-carbocyclyloxy, C6-C14-aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclylox3y-,C C12-carbocyclylsulfanyl, C6-C14- arylsulfanyl, 5- to 14-membered heteroarylsulfan aylnd 3- to 14-membered heterocyclylsulfanyl are optionally substitutedh w oitne to three6RSsubstituents, wherein R6Sis independently selected from the group connsgis otif halogen, cyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, melitdheyne, halomethylidene,1 C- C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2- C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6- haloalkylsulfanyl, C3-C6-cycloalkylsulfanyl, C3-C6-cycloalkyl, C3-C6- cycloalkyloxy, C6-C14-aryl, 5- or 6-membered heteroaryl, 3- to 7-memdbere heterocyclyl, -C(=O)(OR17) and -C(=O)N(R18)2 wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1- C6-alkylsulfanyl and C1-C6-haloalkylsulfanyl in turn are optionally substituted with one to three substituents indeepnetnlyd selected from the group consisting of fluoro, chloro, hydroxyl,1- C 4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl and wherein C3-C6-cycloalkylsulfanyl, C3-C6-cycloalkyl, C3-C6- cycloalkyloxy, C6-C14-aryl, 5- or 6-membered heteroaryl and 3- to 7- membered heterocyclyl in turn are optionally sutubtsetid with one to three substituents independently selected from the gr coounpsisting of fluoro, chloro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4- haloalkoxy, and whereinBCS243002 FC -104- R17 and R18 are independently hydrogen,1- C 4-alkyl or C1-C4-haloalkyl, wherein said C1-C4-alkyl and C1-C4-haloalkyl in turn are optionally substituted with one to three substituse in de-pendently selected from the group consisting oofr folu, chloro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3- C6-cycloalkyl and C3-C6-halocycloalkyl, R7is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6- alkynyl, C2-C6-haloalkynyl, C1-C4-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl or 3- to 7-membered hceytecrlyol, wherein C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C4-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6- membered heteroaryl and 3- to 7 -membered hetelryolc ayrce optionally substituted with one to three substituents independently selectoemd f trhe group consisting of halogen,cyano, amino, nitro, hydroxyl, 1 C-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4- haloalkoxy, C1-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -C(=OR1)9N2 and -CR20(=N-OR21), wherein R19is independently selected from the group consgis otifn hydrogen, C1-C6- alkyl, C1-C6-haloalkyl and C3-C6-cycloalkyl, R20is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, R21is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, Q is phenyl, naphthyl,3 C-C10-carbocyclyl, 5- to 10-membered heterocyclyl or to 5- 10- membered heteroaryl, wherein phenyl, naphthyl,3 C-C10-carbocyclyl, 5- to 10-membered heterocyclyl and to 5- 10-membered heteroaryl are optionally substituteithd o wne to three substituentsS Qwherein QSis independently selected from the group consgis otinf halogen, cyano, nitro, formyl, carboxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-halo- alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4- haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-BCS243002 FC -105- haloalkynyl, C1-C4-alkylsulfanyl, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6- cycloalkyl, 3- to 7-membered heterocyclyl, phenynld a 5- or 6-membered heteroaryl, wherein said C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkyl- carbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1- C4-haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4- alkynyl, C2-C4-haloalkynyl, C1-C4-alkylsulfanyl, C1-C4- haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4- alkylsulfonyl and C1-C4-haloalkylsulfonyl in turn are optionally substituted with one to three substituents indeepnetnlyd selected from the group consisting of cyano, amino, nitro, hydrox Cy1l-,C4-alkoxy, C1-C4- haloalkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and 3- to 7- membered heterocyclyl, said C3-C6-cycloalkyl, 3- to 7-membered heterocyclyl, phen aynld 5- or 6-membered heteroaryl in turn are optionally sutubtsetdi with one to three substituents independently selected from the gr coounpsisting of fluoro, chloro, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl and3 C-C6-cycloalkyl, as well as N-oxides, salts, hydrates and hydraft tehse o salts and N-oxides thereof.
2. Compound of formula (I) according to claim 1, whinere A1is N or CR1, wherein R1is hydrogen or methyl, R3and R4are independently hydrogen, fluoro or methyl, R5is hydrogen, L is a direct bond, methylene, 1,1-ethylene or-e 1t,h2ylene, whereinBCS243002 FC -106- said methylene, 1,1-ethylene and 1,2-ethylenep atrieon oally substituted with one or two substituentsSLA, LSAis fluoro, or two substituentsSLAthat are bound to the same carbon atom form toegre wtihth the carbon atom which they are attached to a cyclopropyl-y ocrlo cbutyl-ring, R6is indanyl, 1,2,3,4-tetrahydronaphthalenyl, phl,eny aphthyl, dihydrobenzofuranyl, di- hydrobenzodioxinyl, furanyl, thienyl, indolyl orn bzeofuranyl, wherein indanyl, 1,2,3,4-tetrahydronaphthalenyel,n pyhl, naphthyl, dihydrobenzofuranyl, dihydrobenzodioxinyl, furanyl, thienyl, indolyl and benzofuranyl are optionally substituted with one or two6RSsubstituents, wherein R6Sis independently selected from the group connsgis otif fluoro, chloro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetanyl, tetrahydrofuranyl, pyrazolyl and pyridinyl, wherein C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl and C2-C4-alkynyl in turn are optionally substituted with one or twos stuitbuents independently selected from the group consisting of hydroxyl a Cn1-dC4-alkoxy, and wherein C3-C6-cycloalkyl in turn is optionally substituted wi othne or two substituents independently selected from the gr coounpsisting of fluoro, chloro and C1-C4-alkyl, R7is C1-C6-alkyl, C1-C6-haloalkyl C1-C6-alkylcarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, pyrimidinyl, tetrahyrdrofuranyl, pyrrolidinyl or pierdinyl, wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl and C3-C6-cycloalkyl are optionally substituted with one or two substitue int dsependently selected from the groupconsisting of halogen, cyano,1- C 4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy,1C-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, -C(=O)NR192and -CR20(=N-OR21),BCS243002 FC -107- wherein R19is independently selected from the group consgis otifn hydrogen and1C- C6-alkyl, R20is C1-C6-alkyl or C1-C6-haloalkyl, R21is C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, wherein phenyl, pyridyl, pyrimidinyl, tetrahyrdrorfaunyl, pyrrolidinyl and piperdinyl are optionally substituted with one to two substitue int dsependently selected from the groupconsisting of halogen, cyano,1- C 4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy,1 C-C4-alkoxycarbonyl and C3-C6-cycloalkyl, or R7is hydrogen, Q is phenyl, thienyl and pyridinyl, wherein phenyl, thienyl and pyridinyl are optiollyna substituted with one or two substituents QSwherein QSis independently selected from the group consgis otinf halogen, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoro- methoxy, C2-C4-alkenyl, C2-C4-alkynyl and C3-C6-cycloalkyl, wherein said C3-C6-cycloalkyl in turn is optionally substituted wit ohne or two substituents independently selected from the gr coounpsisting of fluoro, chloro and methyl, as well as salts, hydrates and hydrates of thse t shaelrteof.
3. Compound of formula (I) according to claim 1 or w 2h,erein A1is CR1, wherein R1is hydrogen,BCS243002 FC -108- R3and R4are hydrogen R5is hydrogen, L is methylene,§1is the attachment to L, R6S1is chloro, bromo or methyl, R6S2is chloro, bromo or methyl, R7is C1-C6-alkyl, 2,2,2-trifluoroethyl, C3-C6-cycloalkyl, phenyl or pyridyl, wherein C1-C6-alkyl and C3-C6-cycloalkyl are optionally substituted with one t owro substituents independently selected from the gr cou npsisting of cyano,1 C-C4-alkyl, C1-C4-alkoxycarbonyl, C3-C6-cycloalkyl, phenyl, pyridyl, -C(=O)NR192 and -CR20(=N- OR21), wherein R19is independently selected from the group consgis otifn hydrogen and1 C- C4-alkyl, R20is C1-C4-alkyl, R21is C1-C6-alkyl, wherein phenyl and pyridyl are optionally subsetitdut with one to two substituents independently selected from the group consisting ha olfogen, cyano,1C-C4-alkyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroeythl, C1-C4-alkoxy, difluoromethoxy and trifluoromethoxy, or R7is hydrogen,BCS243002 FC -109- Q is a group of formulawherein §2is the attachment to the oxygen atom, QS1is hydrogen, chloro or fluoro, QS2is chloro, methyl, trifluoromethyl or cyclopropyl, as well as salts, hydrates and hydrates of thse t shaelrteof.
4. Compound of formula (I) according to any one ofim clsa 1 to 3, wherein R7is C3-C6-alkyl or pyridyl.
5. Compound of formula (I) according to any one ofim clsa 1 to 3, wherein R7is hydrogen or tert-butyl.
6. Compound of formula (I) according to claim 1, whiner Ae1, Q, R3, R4, R5, L-R6, and R7are defined as indicated in one line I-001 to I-023 of followgin table: Line A1 Q R3 R4 R5 L-R 6 R7tert- I-001 CH (3-cyclopropylphenyl) H H H (2,4-dimethyhlepnyl)methyl butyl I-002 CH (3-cyclopropylphenyl) H H H (2,4-dimethyhlepnyl)methyl H (4-bromo-2-chloro- tert- I-003 CH (3-cyclopropylphenyl) H H H phenyl)methyl butyl (4-bromo-2-chloro- I-004 CH (3-cyclopropylphenyl) H H H H phenyl)methylBCS243002 FC -110-Line A1 Q R3 R4 R5 L-R 6 R7(2-chloro-4-methyl- tert- I-005 CH (3-cyclopropylphenyl) H H H phenyl)methyl butyl tert- I-006 CH (3-cyclopropylphenyl) H H H (2,4-dichlorhoepnyl)methyl butyl I-007 CH (3-cyclopropylphenyl) H H H (2,4-dichlorhoepnyl)methyl H tert- I-008 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl butyl I-009 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dimethylphenyl)methyl H tert- I-010 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl butyl I-011 CH [3-(trifluoromethyl)phenyl] H H H (2,4-dichlorophenyl)methyl H (4-bromo-2-chloro- I-012 CH [3-(trifluoromethyl)phenyl] H H H H phenyl)methyl (4-bromo-2-chloro- tert- I-013 CH [3-(trifluoromethyl)phenyl] H H H phenyl)methyl butyl tert- I-014 CH (3-chlorophenyl) H H H (2,4-dimethylphe)nmylethyl butyl I-015 CH (3-chlorophenyl) H H H (2,4-dimethylphe)nmylethyl H (4-bromo-2-chloro- I-016 CH (3-chlorophenyl) H H H H phenyl)methyl I-017 CH (3-chlorophenyl) H H H (2,4-dichlorophe)nmylethyl HBCS243002 FC -111- Line A1 Q R3 R4 R5 L-R 6 R7tert- I-019 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dimtheylphenyl)methyl butyl I-020 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dimtheylphenyl)methyl H (4-bromo-2-chloro- tert- I-021 CH (3-chloro-2-fluoro-phenyl) H H H phenyl)methyl butyl I-022 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dilcohrophenyl)methyl H tert- I-023 CH (3-chloro-2-fluoro-phenyl) H H H (2,4-dilcohrophenyl)methyl butyl7. Composition for controlling phytopathogenic harm ffu nl gi, comprising at least one compoundof formula (I) according to any one of claims 16 to and at least one carrier and / or surfactant.
8. Method for controlling harmful microorganisms ino cpr protection and in the protection of materials, characterized in that at least one coumndpo of formula (I) according to any one of claims 1 to 6 and / or a composition according toim cl 7a is applied to the harmful microorganisms and / or their habitat.
9. Use of one or more compounds of formula (I) accnogrd tio any one of claims 1 to 6 and / or of a composition according to claim 7 for controllingrm haful microorganisms in crop protection and in the protection of materials.
10. Process for the preparation of a compound of foarm (Iu-al)(I-a) , wherein A1, R3, R4, R5, R6, R7, L and Q are defined as in any one of claims 61, to characterized in that a compound of formula (1)BCS243002 FC -112-wherein A1, R7and Q are defined as before and U1is hydroxyl, halogen or1C-C6-alkoxy, is reacted with an amine of formula (2) or one its of saltswherein R3, R4, R5, R6and L are defined as before and W is hydrogen or an aminoprotecting group sucher ats-b tutoxycarbonyl, benzyl, allyl or (4- methoxyphenyl)methyl, to provide a compound of formula (3),wherein A1, R3, R4, R5, R6, R7, L and Q are defined as before,BCS243002 FC -113- followed by removal of the phthalimide group of cpoomund (3) to provide a compound of formula (4),wherein A1, R3, R4, R5, R6, R7, L and Q are defined as before, which when W is hydrogen, is treated with a dehydratignegn at, optionally in the presence of a base to obtain directly the compound of formula (I-a) or when W is an aminoprotecting group such as terot-xbyuctarbonyl, benzyl, allyl or (4- methoxyphenyl)methyl, is treated with a dehydrat ainggent, optionally in the presence of a base, and then deprotected to obtain the compound ofu folarm (I-a).
11. Compound of formula (3) or (4)wherein A1, R3, R4, R5, L, R6, R7and Q are defined as in formula (I), W is hydrogen, tert-butoxycarbonyl, benzyl, a ollyrl (4-methoxyphenyl)methyl.
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