2-[5-(3,5-dimethyl-2,6-dioxo-4-thioxo-1,3,5-triazinan-1-yl)-2-oxo-1,3-benzothiazole derivatives and the corresponding 1,3-benzoxazole and benzimidazole derivatives as herbicides

Abstract

Compounds of Formula (I), wherein the substituents are as defined in claim 1. The invention further relates to herbicidal compositions which comprise a compound of Formula (I) and to the use of compounds of Formula (I) for controlling weeds, in particular in crops of useful plants.

Description

[0001]PAT-109751 (former ref.82980 FF) 1 HERBICIDAL DERIVATIVES The present invention relates to herbicidal triazine derivatives, e.g., as active ingredients, which have herbicidal activity. The invention also relates to agrochemical compositions which comprise at least one of the triazine derivatives, to processes of preparation of these compounds and to uses of the triazine derivatives or compositions in agriculture or horticulture for controlling weeds, in particular in crops of useful plants. WO2002 / 066471, WO1994 / 140173, and WO2009 / 115490 describe herbicidally active compounds. According to the present invention, there is provided a compound of Formula (I): 1 R X O wherein X is O, S, or NR3; R1is hydrogen or halogen; R2is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, carboxyC1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, C3-C6cycloalkylC2-C6alkynyl, C1-C6alkylcarbonylC1-C6alkyl, C1-C6alkoxycarbonylC1-C6alkyl, C1- C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1-C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1- C6alkyl, C1-C6alkoxycarbonylC1-C6haloalkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, phenylC1- C3alkyl, phenylC2-C6alkynyl, -CH2C(R5)=N-OR6, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1- C3alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R4; R3is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1- C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1-C6alkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, C3- PAT-109751 (former ref.82980 FF) 2 C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, phenylC1-C3alkyl, heterocyclylC1-C3alkyl, or heteroarylC1- C3alkyl; R4is halogen, cyano, nitro, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylsulfanyl, C3-C6cycloalkyl, or C1- C6alkoxycarbonyl; R5is hydrogen or C1-C6alkyl; and R6is hydrogen or C1-C6alkyl; or a salt or an N-oxide thereof. Surprisingly, it has been found that the novel compounds of Formula (I) may have, for practical purposes, a very advantageous level of herbicidal activity. According to a second aspect of the invention, there is provided an agrochemical composition comprising a herbicidally effective amount of a compound of Formula (I) according to the present invention. Such an agricultural composition may further comprise at least one additional active ingredient and / or an agrochemically-acceptable diluent or carrier. According to a third aspect of the invention, there is provided a method of controlling weeds at a locus comprising applying to the locus a weed controlling amount of a composition comprising a compound of Formula (I). According to a fourth aspect of the invention, there is provided the use of a compound of Formula (I) as a herbicide. Where substituents are indicated as being “optionally substituted”, this means that they may or may not carry one or more identical or different substituents, e.g., one, two or three R3substituents. For example, C1-C6alkyl substituted by 1, 2 or 3 halogens, may include, but not be limited to, -CH2Cl, -CHCl2, -CCl3, -CH2F, -CHF2, -CF3, -CH2CF3 or -CF2CH3 groups. As another example, C1-C6alkoxy substituted by 1, 2 or 3 halogens, may include, but not limited to, CH2ClO-, CHCl2O-, CCl3O-, CH2FO-, CHF2O-, CF3O-, CF3CH2O- or CH3CF2O- groups. As used herein, the term “cyano” means a -CN group. As used herein, the term "halogen" refers to fluorine (fluoro), chlorine (chloro), bromine (bromo) or iodine (iodo). As used herein, the term “nitro” means an -NO2group. As used herein, the term “acetyl” means a -C(O)CH3 group. As used herein, =O means an oxo group, e.g., as found in a carbonyl (-C(=O)-) group. As used herein, the term “carboxy” refers to an HO(O)C- group. As used herein, the term "C1-C6alkyl" refers to a straight or branched hydrocarbon chain radical consisting solely of carbon and hydrogen atoms, containing no unsaturation, having from one to six carbon atoms, and which is attached to the rest of the molecule by a single bond. “C1-C4alkyl” and “C1- C3alkyl” are to be construed accordingly. Examples of C1-C6alkyl include, but are not limited to, methyl, ethyl, n-propyl, and the isomers thereof, for example, isopropyl. A “C1-C6alkylene” group refers to the PAT-109751 (former ref.82980 FF) 3 corresponding definition of C1-C6alkyl, except that such radical is attached to the rest of the molecule by two single bonds. The term “C1-C2alkylene” is to be construed accordingly. Examples of C1-C6alkylene, include, but are not limited to, -CH2-, -CH2CH2- and -(CH2)3-. As used herein, the term “C1-C6haloalkyl” refers a C1-C6alkyl radical as generally defined above substituted by one or more of the same or different halogen atoms. The terms “C1-C4haloalkyl” and “C1- C3haloalkyl”, are to be construed accordingly. Examples of C1-C6haloalkyl include, but are not limited to trifluoromethyl. As used herein, the term "C1-C6alkoxy" refers to a radical of the formula -ORa where Ra is a C1- C6alkyl radical as generally defined above. The terms “C1-C4alkoxy” and “C1-C3alkoxy” are to be construed accordingly. Examples of C1-C6alkoxy include, but are not limited to, methoxy, ethoxy, 1- methylethoxy (iso-propoxy), and propoxy. As used herein, the term "C2-C6alkenyl" refers to a straight or branched hydrocarbon chain radical group consisting solely of carbon and hydrogen atoms, containing at least one double bond that can be of either the (E)- or (Z)-configuration, having from two to six carbon atoms, which is attached to the rest of the molecule by a single bond. The term "C2-C3alkenyl" is to be construed accordingly. Examples of C2-C6alkenyl include, but are not limited to, ethenyl (vinyl), prop-1-enyl, prop-2-enyl (allyl), but-1-enyl. As used herein, the term "C2-C6alkynyl" refers to a straight or branched hydrocarbon chain radical group consisting solely of carbon and hydrogen atoms, containing at least one triple bond, having from two to six carbon atoms, and which is attached to the rest of the molecule by a single bond. The term "C2-C3alkynyl" is to be construed accordingly. Examples of C2-C6alkynyl include, but are not limited to, ethynyl, prop-1-ynyl, but-1-ynyl. As used herein, the term “C2-C6haloalkenyl” refers to a C2-C6alkenyl moiety as defined above substituted by one or more of the same or different halogen atoms. Examples of C2-C6alkenyl include, but are not limited to, 3-fluoroallyl, 3-bromoallyl, and 3-chloroallyl. As used herein, the term “C2-C6haloalkynyl” refers to a C2-C6alkynyl substituted by one or more of the same or different halogen atoms. Examples of C2-C6alkynyl include, but are not limited to, 1- fluoroprop-1-ynyl, bromoprop-1-ynyl, and 1-chloroprop-1-ynyl, As used herein, the term “C1-C6alkoxyC1-C6alkyl” refers to a radical of the formula RbORa- wherein Rbis a C1-C6alkyl radical as generally defined above, and Rais a C1-C6alkylene radical as generally defined above. The term “C1-C4alkoxyC1-C4alkyl” is to be construed accordingly. As used herein, the term “C3-C6cycloalkyl” refers to a radical which is a monocyclic saturated ring system which contains 3 to 6 carbon atoms. The terms "C3-C5cycloalkyl" and "C3-C4cycloalkyl" are to be construed accordingly. Examples of C3-C6cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. As used herein, the term “C3-C6cycloalkylC1-C6alkyl” refers to a C3-C6cycloalkyl ring attached to the rest of the molecule by a C1-C6alkylene linker as defined above. Examples of C3-C6cycloalkylC1- C6alkyl include, but are not limited to, cyclopropylmethyl. As used herein, the term “C3-C6cycloalkylC2-C6alkynyl” refers to a C3-C6cycloalkyl moiety as defined above attached to the rest of the molecule by a C2-C6alkenyl chain as defined above. As used herein, the term “C1-C6alkoxycarbonyl” refers to a radical of the formula -C(O)ORa, where Rais a C1-C6alkyl radical as generally defined above. PAT-109751 (former ref.82980 FF) 4 As used herein, the term “carboxyC1-C6alkyl” refers to a carboxy radical as defined above, linked to the rest of the molecule through a C1-C6alkylene linker as defined above. As used herein, the term “C1-C6alkylcarbonylC1-C6alkyl” refers to a radical of the formula RaC(O)Rb-, wherein Ra is a C1-C6alkyl radical as generally defined above, and Rb is a C1-C6alkylene linker as defined above. Examples of C1-C6alkylcarbonylC1-C6alkyl include, but are not limited to acetylmethyl (i.e., methylcarbonylmethyl). As used herein, the term “C1-C6alkoxycarbonylC1-C6alkyl” refers to a radical of the formula RaOC(O)Rb-, wherein Ra is a C1-C6alkyl radical as generally defined above, and Rb is a C1-C6alkylene linker as defined above. As used herein, the term “C1-C6alkylcarbonyloxyC1-C6alkyl” refers to a radical of the formula RaC(O)ORb-, wherein Ra is a C1-C6alkyl radical as generally defined above, and Rb is a C1-C6alkylene linker as defined above. As used herein, the term “C1-C6alkylaminocarbonyl” refers to a radical of the formula -C(O)NHRa, wherein Rais a C1-C6alkyl radical as generally defined above. Examples of C1-C6alkylaminocarbonyl include, but are not limited to, ethylcarbamoyl (i.e., ethylaminocarbonyl). As used herein, the term “C1-C6alkylaminocarbonylC1-C6alkyl” refers to a C1- C6alkylaminocarbonyl group as defined above attached to the rest of the molecule through a C1- C6alkylene linker as defined above. As used herein, the term “N,N-di(C1-C6alkyl)aminocarbonyl“ refers to a radical of the formula - C(O)N(Ra)(Rb), wherein Ra and Rb are each individually a C1-C6alkyl radical as generally defined above. The terms “N,N-di(C1-C4alkyl)aminocarbonyl” and “N,N-di(C1-C3alkyl)aminocarbonyl” are to be construed accordingly. Examples of N,N-di(C1-C6alkyl)aminocarbonyl include, but are not limited to, dimethylcarbamoyl (i.e., N,N-di(methyl)aminocarbonyl). As used herein, the term “N,N-di(C1-C6alkyl)aminocarbonylC1-C6alkyl” refers to a N,N-di(C1- C6alkyl)aminocarbonyl group as defined above attached to the rest of the molecule through a C1- C6alkylene linker as defined above. As used herein, the term “C1-C6alkoxycarbonylC1-C6haloalkyl” RaOC(O)Rb-, wherein Ra is a C1- C6alkyl radical as generally defined above, and Rb is a C1-C6alkylene linker as defined above, and wherein the C1-C6alkylene linker is substituted by one or more of the same or different halogen atoms. As used herein, the term “cyanoC1-C6alkyl” refers to a C1-C6alkyl group as defined above substituted with one or more cyano groups as defined above. Examples of cyanoC1-C6alkyl include, but are not limited to, cyanomethyl. As used herein, the term “C1-C6alkylsulfanyl“ refers to a radical of the formula -SRa, where Rais a C1-C6alkyl radical as generally defined above. The terms “C1-C4alkylsulfanyl” and “C1-C3alkylsulfanyl”, are to be construed accordingly. Examples of C1-C6alkylsulfanyl include, but are not limited to methylsulfanyl. As used herein, the term “C1-C6alkylsulfonylC1-C6alkyl” refers to a C1-C6alkylsulfonyl group as defined above attached to the rest of the molecule through a C1-C3alkylene linker as defined above. As used herein, the term “phenylC1-C3alkyl” refers to a phenyl ring attached to the rest of the molecule through a C1-C3alkylene linker as defined above. The term phenylC1-C2alkyl is to be construed accordingly. PAT-109751 (former ref.82980 FF) 5 As used herein, the term “phenylC2-C6alkynyl” refers to a phenyl ring attached to the rest of the molecule through a C2-C6alkynyl linker as defined above. As used herein, the term "heterocyclyl" refers to a stable 4-, 5- or 6-membered non-aromatic monocyclic ring which comprises 1, 2 or 3 heteroatoms, wherein the heteroatoms are individually selected from nitrogen, oxygen, and sulfur. The heterocyclyl radical may be bonded to the rest of the molecule via a carbon atom or heteroatom. Examples of heterocyclyl include, but are not limited to, aziridinyl, azetidinyl, oxetanyl, thietanyl, tetrahydrofuryl, pyrrolidinyl, pyrazolidinyl, imidazolidnyl, piperidinyl, piperazinyl, morpholinyl, dioxolanyl, dithiolanyl and thiazolidinyl. As used herein, the term “heterocyclylC1-C3alkyl” refers to a heterocyclyl moiety as defined above attached to the rest of the molecule through a C1-C3alkylene chain as defined above. Examples of heterocyclylC1-C3alkyl include, but are not limited to heterocyclylmethyl, wherein the heterocyclyl moiety is attached to the rest of the molecule through a -CH2- linker. As used herein, the term “heteroaryl” refers to a 5- or 6-membered aromatic monocyclic ring radical which comprises 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen, and sulfur. Examples of heteroaryl include, but are not limited to, furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridazinyl, pyrimidyl or pyridyl. As used herein, the term “heteroarylC1-C3alkyl” refers to a heteroaryl moiety as defined above attached to the rest of the molecule through a C1-C3alkylene chain as defined above. Examples of heteroarylC1-C3alkyl include, but are not limited to heteroarylmethyl, wherein the heterocyclyl moiety is attached to the rest of the molecule through a -CH2- linker. As used herein, the term “heteroarylcarbonylC1-C3alkyl” refers to a radical of the formula RaC(O)Rb-, wherein Ra is a heteroaryl radical as generally defined above, and Rb is a C1-C6alkylene linker as defined above. The presence of one or more possible stereogenic elements in a compound of formula (I) means that the compounds may occur in optically isomeric forms, i.e., enantiomeric or diastereomeric forms. Also, atropisomers may occur as a result of restricted rotation about a single bond. Formula (I) is intended to include all those possible isomeric forms and mixtures thereof. The present invention includes all those possible isomeric forms and mixtures thereof for a compound of formula (I). Likewise, formula (I) is intended to include all possible tautomers. The present invention includes all possible tautomeric forms for a compound of formula (I). In each case, the compounds of formula (I) according to the invention are in free form, in oxidized form as an N-oxide, or in salt form, e.g., an agronomically usable salt form. Salts that the compounds of Formula (I) may form with amines, including primary, secondary and tertiary amines (for example ammonia, dimethylamine and triethylamine), alkali metal and alkaline earth metal bases, transition metals or quaternary ammonium bases are preferred. In a particularly preferred set of embodiments, the compounds of Formula (I) may form chloride or 2,2,2-trifluoroacetate salts. N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen-containing heteroaromatic compounds. They are described for instance in the book “Heterocyclic N-oxides” by A. Albini and S. Pietra, CRC Press, Boca Raton (1991). PAT-109751 (former ref.82980 FF) 6 The following list provides definitions, including preferred definitions, for substituents X, R1, R2, R3, R4, R5and R6with reference to compounds of Formula (I). For any one of these substituents, any of the definitions given below may be combined with any definition of any other substituent given below or elsewhere in this document. X is O, S, or NR3. In one set of embodiments, X is O or S. In another set of embodiments, X is O. In a further set of embodiments, X is S. R1is hydrogen or halogen. Preferably, R1is hydrogen, fluoro, or chloro. More preferably, R1is hydrogen or fluoro. In one aspect, R1is hydrogen. In another aspect, R1is fluoro. R2is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, carboxyC1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, C3-C6cycloalkylC2-C6alkynyl, C1-C6alkylcarbonylC1-C6alkyl, C1-C6alkoxycarbonylC1-C6alkyl, C1- C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1-C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1- C6alkyl, C1-C6alkoxycarbonylC1-C6haloalkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, phenylC1- C3alkyl, phenylC2-C6alkynyl, -CH2C(R5)=N-OR6, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1- C3alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R4. Preferably, R2is hydrogen, C1-C6alkyl, C1-C4haloalkyl, C2-C6alkenyl, C2-C5haloalkenyl, C2- C6alkynyl, C2-C4haloalkynyl, C1-C4alkoxyC1-C4alkyl, C3-C4cycloalkyl, C3-C6cycloalkylC1-C4alkyl, C3- C6cycloalkylC2-C4alkynyl, C1-C4alkylcarbonylC1-C4alkyl, C1-C4alkoxycarbonylC1-C4alkyl, C1- C4alkylcarbonyloxyC1-C4alkyl, C1-C4alkylaminocarbonylC1-C4alkyl, N,N-di(C1-C3alkyl)aminocarbonylC1- C3alkyl, C1-C4alkoxycarbonylC1-C3haloalkyl, cyanoC1-C4alkyl, C1-C3alkylsulfonylC1-C3alkyl, phenylC1- C3alkyl, phenylC2-C4alkynyl, -CH2C(R5)=N-OR6, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1- C3alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, or 3 groups, which may be the same or different, represented by R4. More preferably, R2is hydrogen, C1-C6alkyl, C1-C3haloalkyl, C2-C5alkenyl, C2-C4haloalkenyl, C2- C5alkynyl, C1-C3alkoxyC1-C3alkyl, C3-C6cycloalkylC1-C2alkyl, C3-C6cycloalkylC2-C3alkynyl, C1- C3alkylcarbonylC1-C3alkyl, C1-C3alkoxycarbonylC1-C3alkyl, C1-C3alkylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC2-C3alkynyl, -CH2C(R5)=N-OR6, heterocyclylC1-C2alkyl, wherein each heterocyclyl moiety is a 5- or 6-membered non-aromatic monocyclic ring comprising a PAT-109751 (former ref.82980 FF) 7 single oxygen atom, heteroarylcarbonylC1-C2alkyl, or heteroarylC1-C2alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1 or 2 groups, which may be the same or different, represented by R4. Even more preferably, R2is hydrogen, C1-C5alkyl, C1-C3haloalkyl, C2-C5alkenyl, C2- C3haloalkenyl, C3-C4alkynyl, C1-C2alkoxyC1-C3alkyl, C3-C6cycloalkylmethyl, C3-C4cycloalkylC3alkynyl, C1-C2alkylcarbonylC1-C2alkyl, C1-C2alkoxycarbonylC1-C2alkyl, methylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC3alkynyl, -CH2C(R5)=N-OR6, heterocyclylmethyl, wherein each heterocyclyl moiety is a 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylmethyl, or heteroarylmethyl, wherein each heteroaryl moiety is a 5- or 6- membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with a single group, represented by R4. More preferably still, R2is hydrogen, methyl, ethyl, n-propyl, n-butyl, isobutyl, sec-butyl, 1- ethylpropyl, 2,2-difluoroethyl, 2-fluoro-1-fluoromethyl, allyl, 3-chloroallyl, prop-2-ynyl, 1-methylprop-2- ynyl, 3-but-2-ynyl, 3-methoxypropyl, cyclopropylmethyl, cyclohexylmethyl, 3-cyclopropylprop-2-ynyl, methylcarbonylmethyl, methoxycarbonylmethyl, ethoxycarbonyl-2-ethyl, ethoxycarbonylethyl, methoxycarbonylethyl, N-methylaminocarbonylmethyl, cyanomethyl, cyano-2-ethyl, 3-cyanopropyl, benzyl, 4-fluorophenyl)methyl, phenylethyl, 3-phenylprop-2-ynyl, 4-fluorophenyl)prop-2-ynyl, (2- fluorophenyl)prop-2-ynyl, (3-fluorophenyl)prop-2-ynyl, (4-methoxyphenyl)prop-2-ynyl, 2- methoxyiminopropyl, 2-hydroxyiminopropyl, tetrahydropyran-4-ylmethyl, 2-oxo-2-thiazol-2-yl-ethyl, isoxazol-5-ylmethyl, (4-methyl-1,2,5-oxadiazol-3-yl)methyl, (5-methylpyrazin-2-yl)methyl, (5- methylisoxazol-3-yl)methyl, or (1-methylpyrazol-4-yl)methyl. In one embodiment, R2is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2-C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, carboxyC1-C6alkyl, C3-C6cycloalkyl, C3- C6cycloalkylC1-C6alkyl, C3-C6cycloalkylC2-C6alkynyl, C1-C6alkoxycarbonylC1-C6alkyl, C1- C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1-C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1- C6alkyl, C1-C6alkoxycarbonylC1-C6haloalkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, phenylC1- C3alkyl, phenylC2-C6alkynyl, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1-C3alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R4. Preferably, R2is hydrogen, C1-C6alkyl, C1-C4haloalkyl, C2-C6alkenyl, C2-C5haloalkenyl, C2- C6alkynyl, C2-C4haloalkynyl, C1-C4alkoxyC1-C4alkyl, C3-C4cycloalkyl, C3-C6cycloalkylC1-C4alkyl, C3- C6cycloalkylC2-C4alkynyl, C1-C4alkoxycarbonylC1-C4alkyl, C1-C4alkylcarbonyloxyC1-C4alkyl, C1- PAT-109751 (former ref.82980 FF) 8 C4alkylaminocarbonylC1-C4alkyl, N,N-di(C1-C3alkyl)aminocarbonylC1-C3alkyl, C1-C4alkoxycarbonylC1- C3haloalkyl, cyanoC1-C4alkyl, C1-C3alkylsulfonylC1-C3alkyl, phenylC1-C3alkyl, phenylC2-C4alkynyl, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non- aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1-C3alkyl, wherein each heteroaryl moiety is a 5- or 6- membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, or 3 groups, which may be the same or different, represented by R4. More preferably, R2is hydrogen, C1-C6alkyl, C2-C5alkenyl, C2-C4haloalkenyl, C2-C5alkynyl, C1- C3alkoxyC1-C3alkyl, C3-C6cycloalkylC1-C2alkyl, C3-C6cycloalkylC2-C3alkynyl, C1-C3alkoxycarbonylC1- C3alkyl, C1-C3alkylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC2-C3alkynyl, heterocyclylC1-C2alkyl, wherein each heterocyclyl moiety is a 5- or 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylC1-C2alkyl, or heteroarylC1-C2alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1 or 2 groups, which may be the same or different, represented by R4. Even more preferably, R2is hydrogen, C1-C5alkyl, C2-C5alkenyl, C2-C3haloalkenyl, C3-C4alkynyl, C1-C2alkoxyC1-C3alkyl, C3-C6cycloalkylmethyl, C3-C4cycloalkylC3alkynyl, C1-C2alkoxycarbonylC1- C2alkyl, methylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC3alkynyl, heterocyclylmethyl, wherein each heterocyclyl moiety is a 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylmethyl, or heteroarylmethyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with a single group, represented by R4. R3is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1- C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1-C6alkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, C3- C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, phenylC1-C3alkyl, heterocyclylC1-C3alkyl, or heteroarylC1- C3alkyl. Preferably, R3is hydrogen, C1-C4alkyl, C1-C4haloalkyl, C2-C5alkenyl, C2-C5haloalkenyl, C2- C5alkynyl, C2-C5haloalkynyl, C1-C4alkoxyC1-C4alkyl, C1-C4alkylcarbonyloxyC1-C4alkyl, C1- C4alkylaminocarbonylC1-C4alkyl, N,N-di(C1-C4alkyl)aminocarbonylC1-C4alkyl, cyanoC1-C4alkyl, C1- C4alkylsulfonylC1-C4alkyl, C3-C6cycloalkyl, C3-C6cycloalkylC1-C4alkyl, phenylC1-C2alkyl, heterocyclylC1- C2alkyl, or heteroarylC1-C2alkyl. Even more preferably, R3is hydrogen, C1-C3alkyl, C1-C3haloalkyl, C2-C3alkenyl, C2-C3alkynyl, C1- C3alkoxyC1-C3alkyl, C1-C2alkylcarbonyloxyC1-C2alkyl, C1-C3alkylaminocarbonylC1-C2alkyl, N,N-di(C1- PAT-109751 (former ref.82980 FF) 9 C3alkyl)aminocarbonylC1-C3alkyl, cyanoC1-C3alkyl, C1-C2alkylsulfonylC1-C2alkyl, C3-C6cycloalkyl, C3- C6cycloalkylC1-C2alkyl, phenylC1-C2alkyl, heterocyclylC1-C2alkyl, or heteroarylC1-C2alkyl. In one embodiment, R3is C1-C3alkyl, preferably methyl. R4is halogen, cyano, nitro, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylsulfanyl, C3-C6cycloalkyl, or C1- C6alkoxycarbonyl. Preferably, R4is halogen, cyano, nitro, C1-C6alkyl, C1-C6alkoxy, or C1- C6alkoxycarbonyl. More preferably, R4is halogen, C1-C6alkyl, C1-C6alkoxy, or C1-C6alkoxycarbonyl. Even more preferably, R4is halogen, C1-C4alkyl, C1-C4alkoxy, or C1-C4alkoxycarbonyl. More preferably still, R4is halogen, C1-C3alkyl, C1-C3alkoxy, or C1-C3alkoxycarbonyl. In one embodiment, R4is fluoro, methyl, methoxy, or methoxycarbonyl. R5is hydrogen or C1-C6alkyl. Preferably, R5is hydrogen or C1-C4alkyl, more preferably, hydrogen or C1-C3alkyl, even more preferably, hydrogen or methyl. In a particularly preferred embodiment, R5is methyl. R6is hydrogen or C1-C6alkyl. Preferably, R6is hydrogen or C1-C4alkyl, more preferably, hydrogen or C1-C3alkyl, even more preferably, hydrogen or methyl. In a compound of formula (I) according to the present invention, preferably: X is O, S, or NCH3; R1is hydrogen, fluoro, or chloro; R2is hydrogen, C1-C6alkyl, C1-C3haloalkyl, C2-C5alkenyl, C2-C4haloalkenyl, C2-C5alkynyl, C1- C3alkoxyC1-C3alkyl, C3-C6cycloalkylC1-C2alkyl, C3-C6cycloalkylC2-C3alkynyl, C1- C3alkylcarbonylC1-C3alkyl, C1-C3alkoxycarbonylC1-C3alkyl, C1-C3alkylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC2-C3alkynyl, -CH2C(R5)=N-OR6, heterocyclylC1- C2alkyl, wherein each heterocyclyl moiety is a 5- or 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylC1-C2alkyl, or heteroarylC1-C2alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1 or 2 groups, which may be the same or different, represented by R4; R4is halogen, C1-C3alkyl, C1-C3alkoxy, or C1-C3alkoxycarbonyl; R5is methyl; and R6is hydrogen or methyl. In one embodiment, in a compound of formula (I) according to the present invention, preferably: X is O or S; R1is hydrogen, fluoro, or chloro; R2is hydrogen, C1-C6alkyl, C1-C3haloalkyl, C2-C5alkenyl, C2-C4haloalkenyl, C2-C5alkynyl, C1- C3alkoxyC1-C3alkyl, C3-C6cycloalkylC1-C2alkyl, C3-C6cycloalkylC2-C3alkynyl, C1- C2alkylcarbonylC1-C2alkyl, C1-C3alkoxycarbonylC1-C3alkyl, C1-C3alkylaminocarbonylC1-C2alkyl, PAT-109751 (former ref.82980 FF) 10 cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC2-C3alkynyl, -CH2C(R5)=N-OR6, heterocyclylC1- C2alkyl, wherein each heterocyclyl moiety is a 5- or 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylC1-C2alkyl, or heteroarylC1-C2alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1 or 2 groups, which may be the same or different, represented by R4; R4is fluoro, methyl, methoxy, or methoxycarbonyl; and R5is methyl; and R6is hydrogen or methyl. In another embodiment, in a compound of formula (I) according to the present invention, preferably: X is O or S; R1is hydrogen, fluoro, or chloro; and R2is hydrogen, methyl, ethyl, n-propyl, n-butyl, isobutyl, sec-butyl, 1-ethylpropyl, allyl, 3- chloroallyl, prop-2-ynyl, 1-methylprop-2-ynyl, 3-but-2-ynyl, 3-methoxypropyl, cyclopropylmethyl, cyclohexylmethyl, 3-cyclopropylprop-2-ynyl, methoxycarbonylmethyl, ethoxycarbonyl-2-ethyl, ethoxycarbonyl ethyl, methoxycarbonylethyl, N-methylaminocarbonylmethyl, cyanomethyl, cyano-2-ethyl, 3-cyanopropyl, benzyl, 4-fluorophenyl)methyl, phenylethyl, 3-phenylprop-2-ynyl, 4- fluorophenyl)prop-2-ynyl, (2-fluorophenyl)prop-2-ynyl, (3-fluorophenyl)prop-2-ynyl, (4- methoxyphenyl)prop-2-ynyl, tetrahydropyran-4-ylmethyl, 2-oxo-2-thiazol-2-yl-ethyl, isoxazol-5- ylmethyl, (4-methyl-1,2,5-oxadiazol-3-yl)methyl, (5-methylpyrazin-2-yl)methyl, (5-methylisoxazol- 3-yl)methyl, or (1-methylpyrazol-4-yl)methyl. Compounds of the invention can be made as shown in the following schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of Formula (I). General methods for the production of compounds of Formula (I) are described below. Unless otherwise stated in the text, R1, R2, R3, and X are as defined hereinbefore. The starting materials used for the preparation of the compounds of the invention may be purchased from usual commercial suppliers or may be prepared by known methods. The starting materials as well as the intermediates may be purified before use in the next step by state of the art methodologies such as chromatography, crystallisation, distillation and filtration. Scheme 1: PAT-109751 (former ref.82980 FF) 11 1 O (A) (B) (I)Compounds of formula (I) may be prepared by alkylation of a compound of formula (A) with an alkyl halide or pseudo-halide of formula (B), wherein Y represents iodide, bromide, chloride, tosylate, mesylate or any other suitable leaving group. Typically the reaction is performed in the presence of a base, such as potassium or caesium carbonate, in a suitable solvent, such as acetonitrile or N,N-dimethylformamide. The reaction may be performed at room temperature or at elevated temperatures (for example 75 °C), as shown in Scheme 1 above. Scheme 2: 1 O (C) (A)Compounds of formula (A) may be prepared by reaction of compounds of formula (C) with phenyl N-methyl-N-(methylcarbamothioyl)carbamate in the presence of a base, such as sodium acetate, in a suitable solvent, such as N,N-dimethylformamide, optionally at an elevated temperature (for example 60 °C), as shown in Scheme 2 above. Scheme 3: 1 1 O (D)(C)Compounds of formula (C) are obtained by treatment of compounds of formula (D) with phenyl chloroformate in the presence of a base, such as sodium bicarbonate, in a solvent such as ethyl acetate with an optional co-solvent (such as water), as shown in Scheme 3 above. PAT-109751 (former ref.82980 FF) 12 Scheme 4: 1 1 O (E) (D)Compounds of formula (D) may be prepared by reduction of compounds of formula (E) using an oxidisable metal (such as iron, zinc or tin(II)) optionally in the presence of an acid, such as HCl, or a salt such as ammonium chloride, in a solvent such as ethanol or ethyl acetate with an optional co-solvent such as water, as shown in Scheme 4 above. Scheme 5: 1 1 O may formula (F) with a nitronium ion source (such as nitric acid or potassium nitrate) and an acid such as sulfuric acid. Compounds of formula (F) are commercially available or may be prepared by known methods, as shown in Scheme 5 above. Scheme 6: 1 O (G) (I)In an alternative approach, compounds of formula (I) may be prepared by reaction of compounds of formula (G) with phenyl N-methyl-N-(methylcarbamothioyl)carbamate in the presence of a base, such as sodium acetate, in a suitable solvent, such as N,N-dimethylformamide, optionally at an elevated temperature (for example 60 °C), as shown in Scheme 6 above. Scheme 7: PAT-109751 (former ref.82980 FF) 13 1 O (H)(G)Compounds of formula (G) are obtained by treatment of compounds of formula (H) with phenyl chloroformate in the presence of a base, such as sodium bicarbonate, in a suitable solvent such as ethyl acetate with an optional co-solvent (such as water), as shown in Scheme 7 above. Scheme 8: 1 1 O Compounds of formula (H) may be prepared by reduction of compounds of formula (J) using an oxidisable metal (such as iron, zinc or tin(II)) optionally in the presence of an acid, such as HCl, or a salt such as ammonium chloride, in a solvent such as ethanol or ethyl acetate with an optional co-solvent such as water, as shown in Scheme 8 above. Scheme 9: 1 1 O Compounds of formula (J) may be prepared by alkylation of a compound of formula (K) with an alkyl halide or pseudo-halide of formula (B), wherein Y represents iodide, bromide, chloride, tosylate, mesylate or any other suitable leaving group. Typically the reaction is performed in the presence of a base, such as potassium or caesium carbonate, in a suitable solvent, such as acetonitrile or N,N-dimethylformamide. The reaction may be performed at room temperature or at elevated temperatures (for example 75 °C), as shown in Scheme 9 above. The present invention still further provides a method of controlling weeds at a locus said method comprising application to the locus of a weed controlling amount of a composition comprising a compound of Formula (I). Moreover, the present invention may further provide a method of selectively PAT-109751 (former ref.82980 FF) 14 controlling weeds at a locus comprising useful (crop) plants and weeds, wherein the method comprises application to the locus of a weed controlling amount of a composition according to the present invention. ‘Controlling’ means killing, reducing or retarding growth or preventing or reducing germination. It is noted that the compounds of the present invention show a much improved selectivity compared to know, structurally similar compounds. Generally the plants to be controlled are unwanted plants (weeds). ‘Locus’ means the area in which the plants are growing or will grow. The application may be applied to the locus pre-emergence and / or postemergence of the crop plant. Some crop plants may be inherently tolerant to herbicidal effects of compounds of Formula (I). The rates of application of compounds of Formula (I) may vary within wide limits and depend on the nature of the soil, the method of application (pre- or post-emergence; seed dressing; application to the seed furrow; no tillage application etc.), the crop plant, the weed(s) to be controlled, the prevailing climatic conditions, and other factors governed by the method of application, the time of application and the target crop. The compounds of Formula I according to the invention are generally applied at a rate of from 10 to 2500 g / ha, especially from 25 to 1000 g / ha, more especially from 25 to 250 g / ha. The application is generally made by spraying the composition, typically by tractor mounted sprayer for large areas, but other methods such as dusting (for powders), drip or drench can also be used. The term "useful plants" is to be understood as also including useful plants that have been rendered tolerant to herbicides like bromoxynil or classes of herbicides such as, for example, 4- Hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors, ALS inhibitors, for example primisulfuron, prosulfuron and trifloxysulfuron, 5-enol-pyrovyl-shikimate-3-phosphate-synthase (EPSPS) inhibitors, glutamine synthetase (GS) inhibitors or protoporphyrinogen-oxidase (PPO) inhibitors as a result of conventional methods of breeding or genetic engineering. An example of a crop that has been rendered tolerant to imidazolinones, e.g. imazamox, by conventional methods of breeding (mutagenesis) is Clearfield® summer rape (Canola). Examples of crops that have been rendered tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate- and glufosinate-resistant maize varieties commercially available under the trade names RoundupReady®, Herculex I^ and LibertyLink®. The term "useful plants" is to be understood as also including useful plants which have been so transformed by the use of recombinant DNA techniques that they are capable of synthesising one or more selectively acting toxins, such as are known, for example, from toxin-producing bacteria, especially those of the genus Bacillus. Examples of such plants are: YieldGard^ (maize variety that expresses a CryIA(b) toxin); YieldGard Rootworm^ (maize variety that expresses a CryIIIB(b1) toxin); YieldGard Plus^ (maize variety that expresses a CryIA(b) and a CryIIIB(b1) toxin); Starlink^ (maize variety that expresses a Cry9(c) toxin); Herculex I^ (maize variety that expresses a CryIF(a2) toxin and the enzyme phosphinothricine N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B^ (cotton variety that expresses a CryIA(c) toxin); Bollgard I^ (cotton variety PAT-109751 (former ref.82980 FF) 15 that expresses a CryIA(c) toxin); Bollgard II® (cotton variety that expresses a CryIA(c) and a CryIIA(b) toxin); VIPCOT^ (cotton variety that expresses a VIP toxin); NewLeaf^ (potato variety that expresses a CryIIIA toxin); NatureGard^ Agrisure® GT Advantage (GA21 glyphosate-tolerant trait), Agrisure® CB Advantage (Bt11 corn borer (CB) trait), Agrisure® RW (corn rootworm trait) and Protecta^. Plant crops or seed material thereof can be both resistant to herbicides and, at the same time, resistant to insect feeding (“stacked” transgenic events). For example, seed can have the ability to express an insecticidal Cry3 protein while at the same time being tolerant to glyphosate. Crop plants are also to be understood to include those which are obtained by conventional methods of breeding or genetic engineering and contain so-called output traits (e.g. improved storage stability, higher nutritional value and improved flavour). The compounds of Formula (I) (or compositions comprising such) can be used to control unwanted plants (collectively, ‘weeds’). The weeds to be controlled may be both monocotyledonous species, for example Agrostis, Alopecurus, Avena, Brachiaria, Bromus, Cenchrus, Cyperus, Digitaria, Echinochloa, Eleusine, Lolium, Monochoria, Rottboellia, Sagittaria, Scirpus, Setaria and Sorghum, and dicotyledonous species, for example Abutilon, Amaranthus, Ambrosia, Chenopodium, Chrysanthemum, Conyza, Galium, Ipomoea, Nasturtium, Sida, Sinapis, Solanum, Stellaria, Veronica, Viola and Xanthium. Compounds of Formula (I) may be used in unmodified form or, preferably, together with the adjuvants conventionally employed in the art of formulation to provide herbicidal compositions, using formulation adjuvants, such as carriers, solvents and surface-active agents (SAA). The invention therefore further provides a herbicidal composition, comprising at least one compound Formula (I) and an agriculturally acceptable carrier and optionally an adjuvant. An agricultural acceptable carrier is for example a carrier that is suitable for agricultural use. Agricultural carriers are well known in the art. The herbicidal compositions generally comprise from 0.1 to 99 % by weight, especially from 0.1 to 95 % by weight, compounds of Formula I and from 1 to 99.9 % by weight of a formulation adjuvant which preferably includes from 0 to 25 % by weight of a surface-active substance. The compositions can be chosen from a number of formulation types. These include an emulsion concentrate (EC), a suspension concentrate (SC), a suspo-emulsion (SE), a capsule suspension (CS), a water dispersible granule (WG), an emulsifiable granule (EG), an emulsion, water in oil (EO), an emulsion, oil in water (EW), a micro-emulsion (ME), an oil dispersion (OD), an oil miscible flowable (OF), an oil miscible liquid (OL), a soluble concentrate (SL), an ultra-low volume suspension (SU), an ultra-low volume liquid (UL), a technical concentrate (TK), a dispersible concentrate (DC), a soluble powder (SP), a wettable powder (WP) and a soluble granule (SG). The formulation type chosen in any instance will depend upon the particular purpose envisaged and the physical, chemical and biological properties of the compound of Formula (I). Soluble powders (SP) may be prepared by mixing a compound of Formula (I) with one or more water-soluble inorganic salts (such as sodium bicarbonate, sodium carbonate or magnesium sulphate) or one or more water-soluble organic solids (such as a polysaccharide) and, optionally, one or more wetting agents, one or more dispersing agents or a mixture of said agents to improve water dispersibility / solubility. The mixture is then ground to a fine powder. Similar compositions may also be granulated to form water soluble granules (SG). PAT-109751 (former ref.82980 FF) 16 Wettable powders (WP) may be prepared by mixing a compound of Formula (I) with one or more solid diluents or carriers, one or more wetting agents and, preferably, one or more dispersing agents and, optionally, one or more suspending agents to facilitate the dispersion in liquids. The mixture is then ground to a fine powder. Similar compositions may also be granulated to form water dispersible granules (WG). Granules (GR) may be formed either by granulating a mixture of a compound of Formula (I) and one or more powdered solid diluents or carriers, or from pre-formed blank granules by absorbing a compound of Formula (I) (or a solution thereof, in a suitable agent) in a porous granular material (such as pumice, attapulgite clays, fuller's earth, kieselguhr, diatomaceous earths or ground corn cobs) or by adsorbing a compound of Formula (I) (or a solution thereof, in a suitable agent) on to a hard core material (such as sands, silicates, mineral carbonates, sulphates or phosphates) and drying if necessary. Agents which are commonly used to aid absorption or adsorption include solvents (such as aliphatic and aromatic petroleum solvents, alcohols, ethers, ketones and esters) and sticking agents (such as polyvinyl acetates, polyvinyl alcohols, dextrins, sugars and vegetable oils). One or more other additives may also be included in granules (for example an emulsifying agent, wetting agent or dispersing agent). Dispersible Concentrates (DC) may be prepared by dissolving a compound of Formula (I) in water or an organic solvent, such as a ketone, alcohol or glycol ether. These solutions may contain a surface active agent (for example to improve water dilution or prevent crystallisation in a spray tank). Emulsifiable concentrates (EC) or oil-in-water emulsions (EW) may be prepared by dissolving a compound of Formula (I) in an organic solvent (optionally containing one or more wetting agents, one or more emulsifying agents or a mixture of said agents). Suitable organic solvents for use in ECs include aromatic hydrocarbons (such as alkylbenzenes or alkylnaphthalenes, exemplified by SOLVESSO 100, SOLVESSO 150 and SOLVESSO 200; SOLVESSO is a Registered Trade Mark), ketones (such as cyclohexanone or methylcyclohexanone) and alcohols (such as benzyl alcohol, furfuryl alcohol or butanol), N-alkylpyrrolidones (such as N-methylpyrrolidone or N-octylpyrrolidone), dimethyl amides of fatty acids (such as C8-C10fatty acid dimethylamide) and chlorinated hydrocarbons. An EC product may spontaneously emulsify on addition to water, to produce an emulsion with sufficient stability to allow spray application through appropriate equipment. Preparation of an EW involves obtaining a compound of Formula (I) either as a liquid (if it is not a liquid at room temperature, it may be melted at a reasonable temperature, typically below 70°C) or in solution (by dissolving it in an appropriate solvent) and then emulsifying the resultant liquid or solution into water containing one or more SAAs, under high shear, to produce an emulsion. Suitable solvents for use in EWs include vegetable oils, chlorinated hydrocarbons (such as chlorobenzenes), aromatic solvents (such as alkylbenzenes or alkylnaphthalenes) and other appropriate organic solvents which have a low solubility in water. Microemulsions (ME) may be prepared by mixing water with a blend of one or more solvents with one or more SAAs, to produce spontaneously a thermodynamically stable isotropic liquid formulation. A compound of Formula (I) is present initially in either the water or the solvent / SAA blend. Suitable solvents for use in MEs include those hereinbefore described for use in in ECs or in EWs. An ME may be either an oil-in-water or a water-in-oil system (which system is present may be determined by conductivity measurements) and may be suitable for mixing water-soluble and oil-soluble pesticides in PAT-109751 (former ref.82980 FF) 17 the same formulation. An ME is suitable for dilution into water, either remaining as a microemulsion or forming a conventional oil-in-water emulsion. Suspension concentrates (SC) may comprise aqueous or non-aqueous suspensions of finely divided insoluble solid particles of a compound of Formula (I). SCs may be prepared by ball or bead milling the solid compound of Formula (I) in a suitable medium, optionally with one or more dispersing agents, to produce a fine particle suspension of the compound. One or more wetting agents may be included in the composition and a suspending agent may be included to reduce the rate at which the particles settle. Alternatively, a compound of Formula (I) may be dry milled and added to water, containing agents hereinbefore described, to produce the desired end product. Aerosol formulations comprise a compound of Formula (I) and a suitable propellant (for example n-butane). A compound of Formula (I) may also be dissolved or dispersed in a suitable medium (for example water or a water miscible liquid, such as n-propanol) to provide compositions for use in non- pressurised, hand-actuated spray pumps. Capsule suspensions (CS) may be prepared in a manner similar to the preparation of EW formulations but with an additional polymerisation stage such that an aqueous dispersion of oil droplets is obtained, in which each oil droplet is encapsulated by a polymeric shell and contains a compound of Formula (I) and, optionally, a carrier or diluent therefor. The polymeric shell may be produced by either an interfacial polycondensation reaction or by a coacervation procedure. The compositions may provide for controlled release of the compound of Formula (I) and they may be used for seed treatment. A compound of Formula (I) may also be formulated in a biodegradable polymeric matrix to provide a slow, controlled release of the compound. The composition may include one or more additives to improve the biological performance of the composition, for example by improving wetting, retention or distribution on surfaces; resistance to rain on treated surfaces; or uptake or mobility of a compound of Formula (I). Such additives include surface active agents (SAAs), spray additives based on oils, for example certain mineral oils or natural plant oils (such as soy bean and rape seed oil), modified plant oils such as methylated rape seed oil (MRSO), and blends of these with other bio-enhancing adjuvants (ingredients which may aid or modify the action of a compound of Formula (I). Wetting agents, dispersing agents and emulsifying agents may be SAAs of the cationic, anionic, amphoteric or non-ionic type. Suitable SAAs of the cationic type include quaternary ammonium compounds (for example cetyltrimethyl ammonium bromide), imidazolines and amine salts. Suitable anionic SAAs include alkali metals salts of fatty acids, salts of aliphatic monoesters of sulphuric acid (for example sodium lauryl sulphate), salts of sulphonated aromatic compounds (for example sodium dodecylbenzenesulphonate, calcium dodecylbenzenesulphonate, butylnaphthalene sulphonate and mixtures of sodium di-isopropyl- and tri-isopropyl-naphthalene sulphonates), ether sulphates, alcohol ether sulphates (for example sodium laureth-3-sulphate), ether carboxylates (for example sodium laureth-3-carboxylate), phosphate esters (products from the reaction between one or more fatty alcohols and phosphoric acid (predominately mono-esters) or phosphorus pentoxide (predominately di-esters), for example the reaction between lauryl alcohol and tetraphosphoric acid; PAT-109751 (former ref.82980 FF) 18 additionally these products may be ethoxylated), sulphosuccinamates, paraffin or olefine sulphonates, taurates, lignosulphonates and phosphates / sulphates of tristyrylphenols. Suitable SAAs of the amphoteric type include betaines, propionates and glycinates. Suitable SAAs of the non-ionic type include condensation products of alkylene oxides, such as ethylene oxide, propylene oxide, butylene oxide or mixtures thereof, with fatty alcohols (such as oleyl alcohol or cetyl alcohol) or with alkylphenols (such as octylphenol, nonylphenol or octylcresol); partial esters derived from long chain fatty acids or hexitol anhydrides; condensation products of said partial esters with ethylene oxide; block polymers (comprising ethylene oxide and propylene oxide); alkanolamides; simple esters (for example fatty acid polyethylene glycol esters); amine oxides (for example lauryl dimethyl amine oxide); lecithins and sorbitans and esters thereof, alkyl polyglycosides and tristyrylphenols. Suitable suspending agents include hydrophilic colloids (such as polysaccharides, polyvinylpyrrolidone or sodium carboxymethylcellulose) and swelling clays (such as bentonite or attapulgite). The compounds of present invention can also be used in mixture with one or more additional herbicides and / or plant growth regulators. Examples of such additional herbicides or plant growth regulators include acetochlor, acifluorfen (including acifluorfen-sodium), aclonifen, ametryn, amicarbazone, aminopyralid, aminotriazole, atrazine, beflubutamid-M, benquitrione, bensulfuron (including bensulfuron-methyl), bentazone, bicyclopyrone, bilanafos, bipyrazone, bispyribac-sodium, bixlozone, broclozone, bromacil, bromoxynil, butachlor, butafenacil, carfentrazone (including carfentrazone-ethyl), cloransulam (including cloransulam-methyl), chlorimuron (including chlorimuron- ethyl), chlorotoluron, chlorsulfuron, cinmethylin, clacyfos, clethodim, clodinafop (including clodinafop- propargyl), clomazone, clopyralid, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cyhalofop (including cyhalofop-butyl), 2,4-D (including the choline salt and 2-ethylhexyl ester thereof), 2,4-DB, desmedipham, dicamba (including the aluminium, aminopropyl, bis-aminopropylmethyl, choline, dichloroprop, diglycolamine, dimethylamine, dimethylammonium, potassium and sodium salts thereof) diclosulam, diflufenican, diflufenzopyr, dimethachlor, dimethenamid-P, dioxopyritrione, diquat dibromide, diuron, epyrifenacil, ethalfluralin, ethofumesate, fenoxaprop (including fenoxaprop-P-ethyl), fenoxasulfone, fenpyrazone, fenquinotrione, fentrazamide, flazasulfuron, florasulam, florpyrauxifen (including florpyrauxifen-benzyl), fluazifop (including fluazifop-P-butyl), flucarbazone (including flucarbazone-sodium), fluchloraminopyr (including fluchloraminopyr-tefuryl), flufenacet, flufenoximacil, flumetsulam, flumioxazin, fluometuron, fomesafen flupyrsulfuron (including flupyrsulfuron-methyl- sodium), fluroxypyr (including fluroxypyr-meptyl), flusulfinam, fomesafen, foramsulfuron, glufosinate (including L-glufosinate and the ammonium salts of both), glyphosate (including the diammonium, isopropylammonium and potassium salts thereof), halauxifen (including halauxifen-methyl), haloxyfop (including haloxyfop-methyl), hexazinone, hydantocidin, icafolin (including icafolin-methyl), imazamox (including R-imazamox), imazapic, imazapyr, imazethapyr, indaziflam, indolauxipyr (including indolauxipyr-cyanomethyl), iodosulfuron (including iodosulfuron-methyl-sodium), iofensulfuron (including iofensulfuron-sodium), ioxynil, iptriazopyrid, isoproturon, isoxaflutole, lancotrione, MCPA, MCPB, mecoprop-P, mesosulfuron (including mesosulfuron-methyl), mesotrione, metamitron, metazachlor, methiozolin, metolachlor, metosulam, metribuzin, metsulfuron, napropamide, nicosulfuron, PAT-109751 (former ref.82980 FF) 19 norflurazon, oxadiazon, oxasulfuron, oxyfluorfen, paraquat dichloride, pendimethalin, penoxsulam, phenmedipham, picloram, pinoxaden, pretilachlor, primisulfuron-methyl, prometryne, propanil, propaquizafop, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen (including pyraflufen-ethyl), pyraquinate, pyrasulfotole, pyridate, pyriftalid, pyriflubenzoxim, pyrimisulfan, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quizalofop (including quizalofop-P-ethyl and quizalofop-P-tefuryl), rimisoxafen, rimsulfuron, saflufenacil, sethoxydim, simazine, S-metalochlor, sulfentrazone, sulfosulfuron, tebuthiuron, tefuryltrione, tembotrione, terbuthylazine, terbutryn, tetflupyrolimet, thiencarbazone, thifensulfuron, tiafenacil, tolpyralate, topramezone, tralkoxydim, triafamone, triallate, triasulfuron, tribenuron (including tribenuron-methyl), triclopyr, trifloxysulfuron (including trifloxysulfuron-sodium), trifludimoxazin, trifluralin, triflusulfuron, tripyrasulfone, 3-(2-chloro-4- fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5- dihydroisoxazole-5-carboxylic acid ethyl ester, 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)-2- pyridyl]imidazolidin-2-one, 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one, 5- ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one, 4-hydroxy-1-methyl-3-[4- (trifluoromethyl)-2-pyridyl]imidazolidin-2-one, 4-hydroxy-1,5-dimethyl-3-[1-methyl-5- (trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one, (4R)1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3- methyl-imidazolidin-2-one, (1RS,5SR)-3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]-4-oxobicyclo[3.2.1]oct- 2-en-2-yl methyl carbonate, ethyl-2-[[3-[[3-chloro-5-fluoro-6-[3-methyl-2,6-dioxo-4- (trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]acetate, methyl 2-[2-[2-bromo-4-fluoro-5-[3-methyl-2,6- dioxo-4-(trifluoromethyl)pyrimidin-1-yl]phenoxy]phenoxy]-2-methoxy-acetate, 6-chloro-4-(2,7-dimethyl- 1-naphthyl)-5-hydroxy-2-methyl-pyridazin-3-one, (2-fluorophenyl)methyl 6-amino-5-chloro-2-(4-chloro- 2-fluoro-3-methoxy-phenyl)pyrimidine-4-carboxylate, 6-amino-5-chloro-2-(4-chloro-2-fluoro-3-methoxy- phenyl)pyrimidine-4-carboxylic acid, methyl 3-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4- (trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluorophenyl]-3a,4,5,6-tetrahydro-6-methyl-6aH- cyclopent[d]isoxazole-6a-carboxylate, 2-[(2-bromo-6-fluoro-phenyl)methoxy]-4-isopropyl-1-methyl-7- oxabicyclo[2.2.1]heptane and (isopropylideneamino) 6-amino-2-(4-chloro-2-fluoro-3-methoxy-phenyl)- 5-methoxy-pyrimidine-4-carboxylate. The mixing partners of the compound of Formula (I) may also be in the form of esters or salts, as mentioned e.g. in The Pesticide Manual, Sixteenth Edition, British Crop Protection Council, 2012. The mixing ratio of the compound of Formula (I) to the mixing partner is preferably from 1: 100 to 1000:1. The mixtures can advantageously be used in the above-mentioned formulations (in which case "active ingredient" relates to the respective mixture of compound of Formula (I) with the mixing partner). The compounds or mixtures of the present invention can also be used in combination with one or more herbicide safeners. Examples of such safeners include benoxacor, cloquintocet (including cloquintocet-mexyl), cyprosulfamide, dichlormid, fenchlorazole (including fenchlorazole-ethyl), fenclorim, fluxofenim, furilazole, isoxadifen (including isoxadifen-ethyl), mefenpyr (including mefenpyr- diethyl), metcamifen and oxabetrinil. Particularly preferred are mixtures of a compound of Formula (I) with cyprosulfamide, isoxadifen-ethyl, cloquintocet-mexyl and / or metcamifen. The safeners of the compound of Formula (I) may also be in the form of esters or salts, as mentioned e.g. in The Pesticide Manual, 16thEdition (BCPC), 2012. The reference to cloquintocet-mexyl PAT-109751 (former ref.82980 FF) 20 also applies to a lithium, sodium, potassium, calcium, magnesium, aluminium, iron, ammonium, quaternary ammonium, sulfonium or phosphonium salt thereof as disclosed in WO 02 / 34048. Preferably the mixing ratio of compound of Formula (I) to safener is from 100:1 to 1:10, especially from 20:1 to 1:1. The compounds of Formula (I) are normally used in the form of agrochemical compositions and can be applied to the crop area or plant to be treated, simultaneously or in succession with further compounds. These further compounds can be e.g. fertilizers or micronutrient donors or other preparations, which influence the growth of plants. They can also be selective herbicides or non- selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation. The term “locus” as used herein means fields in or on which plants are growing, or where seeds of cultivated plants are sown, or where seed will be placed into the soil. It includes soil, seeds, and seedlings, as well as established vegetation. The term “plants” refers to all physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, stalks, foliage, and fruits. The term “plant propagation material” is understood to denote generative parts of the plant, such as seeds, which can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, for example potatoes. There may be mentioned for example seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants. Germinated plants and young plants which are to be transplanted after germination or after emergence from the soil, may also be mentioned. These young plants may be protected before transplantation by a total or partial treatment by immersion. Preferably “plant propagation material” is understood to denote seeds. Pesticidal agents referred to herein using their common name are known, for example, from "The Pesticide Manual", 15th Ed., British Crop Protection Council 2009. The compounds of formula (I) may be used in unmodified form or, preferably, together with the adjuvants conventionally employed in the art of formulation. To this end, they may be conveniently formulated in known manner to emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions or suspensions, dilute emulsions, wettable powders, soluble powders, dusts, granulates, and also encapsulations e.g. in polymeric substances. As with the type of the compositions, the methods of application, such as spraying, atomising, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances. The compositions may also contain further adjuvants such as stabilizers, antifoams, viscosity regulators, binders or tackifiers as well as fertilizers, micronutrient donors or other formulations for obtaining special effects. Suitable carriers and adjuvants, e.g., for agricultural use, can be solid or liquid and are substances useful in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers. Such carriers are for example described in WO 97 / 33890. The compounds of Formula (I) are normally used in the form of compositions and can be applied to the crop area or plant to be treated, simultaneously or in succession with further compounds. These further compounds can be, e.g., fertilizers or micronutrient donors or other preparations, which influence PAT-109751 (former ref.82980 FF) 21 the growth of plants. They can also be selective herbicides or non-selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation. The compound of Formula (I) may be the sole active ingredient of a composition or it may be admixed with one or more additional active ingredients such as a pesticide, fungicide, synergist, herbicide or plant growth regulator where appropriate. An additional active ingredient may, in some cases, result in unexpected synergistic activities. In general, the formulations include from 0.01 to 90% by weight of active agent, from 0 to 20% agriculturally acceptable surfactant and 10 to 99.99% solid or liquid formulation inerts and adjuvant(s), the active agent consisting of at least the compound of formula (I) together with component (B) and (C), and optionally other active agents, particularly microbiocides or conservatives or the like. Concentrated forms of compositions generally contain in between about 2 and 80%, preferably between about 5 and 70% by weight of active agent. Application forms of formulation may for example contain from 0.01 to 20% by weight, preferably from 0.01 to 5% by weight of active agent. Whereas commercial products will preferably be formulated as concentrates, the end user will normally employ diluted formulations. The tables below illustrate examples of individual compounds of Formula (I) according to the invention: 1 Table 1: Individual compounds of Formula (I) according to the invention Cpd No. R2 Cpd 2No. R001 H 036 cyanomethyl 002 methyl 037 1-cyanoethyl 003 ethyl 038 3-cyanopropyl 004 propyl 039 prop-2-ynyl 005 isopropyl 040 1-methyl-prop-2-ynyl 006 cyclopropyl 041 but-2-ynyl 007 butyl 042 pent-2-ynyl 008 sec-butyl 043 3-chloroprop-2-ynyl 009 isobutyl 044 3-cyclopropylprop-2-ynyl 010 2-fluoroethyl 045 3-phenylprop-2-ynyl PAT-109751 (former ref.82980 FF) 22 Cpd No. R2 Cpd 2No. R011 2,2-difluoroethyl 046 3-(2-fluorophenyl)prop-2-ynyl 012 cyclopropylmethyl 047 3-(3-fluorophenyl)prop-2-ynyl 013 1-ethylpropyl 048 3-(4-fluorophenyl)prop-2-ynyl 014 2,2-dimethylpropyl 049 3-(4-methoxyphenyl)prop-2-ynyl 015 cyclopentylmethyl 050 2-methoxy-2-oxo-ethyl 016 cyclohexylmethyl 051 2-methoxy-2-oxo-1-methyl-ethyl 017 allyl 052 1-fluoro-2-methoxy-2-oxo-ethyl 018 1-methylallyl 053 3-methoxy-3-oxo-propyl 019 2-methylallyl 054 2-acetoxyethyl 020 3-fluoroallyl 055 N-methyl-acetamidyl 021 3,3-difluoroallyl 056 N,N-dimethyl-acetamidyl 022 3-chloroallyl 057 2-oxo-2-thiazol-2-yl-ethyl 023 3,3-dichloroallyl 058 benzyl 024 but-2-enyl 059 (4-fluorophenyl)methyl 025 3-methylbut-2-enyl 060 (4-methoxycarbonylphenyl)methyl 026 3-methylbut-3-enyl 061 pyrimidin-2-ylmethyl 027 methoxymethyl 062 (5-methylpyrazin-2-yl)methyl 028 1-methoxyethyl 063 (4-methyl-1,2,5-oxadiazol-3-yl)methyl 029 2-methoxyethyl 064 (5-methylisoxazol-3-yl)methyl 030 1-methoxypropyl 065 isoxazol-4-ylmethyl 031 3-methoxypropyl 066 isoxazol-5-ylmethyl 032 2-methoxy-1-methyl-ethyl 067 (1-methylpyrazol-3-yl)methyl 033 tetrahydrofuran-2-ylmethyl 068 2-phenylethyl 034 tetrahydropyran-4-ylmethyl 069 (1-methylpyrazol-4-yl)ethyl 035 2-methylsulfonylethyl 070 2-(tetrazol-5-yl)ethyl Table A-1 provides 70 compounds A-1.001 to A-1.070 of Formula (I) wherein X is S, R1is fluoro, and R2is defined in Table 1. Table A-2 provides 70 compounds A-2.001 to A-2.070 of Formula (I) wherein X is O, R1is fluoro, and R2is defined in Table 1. Table A-3 provides 70 compounds A-3.001 to A-3.070 of Formula (I) wherein X is S, R1is hydrogen, and R2is defined in Table 1. Table A-4 provides 70 compounds A-4.001 to A.4.070 of Formula (I) wherein X is O, R1is hydrogen, and R2is defined in Table 1. Table A-5 provides 70 compounds A-5.001 to A-5.070 of Formula (I) wherein X is NCH3, R1is fluoro, and R2is defined in Table 1. PAT-109751 (former ref.82980 FF) 23 Table A-6 provides 70 compounds A-6.001 to A-6.070 of Formula (I) wherein X is NCH3, R1is hydrogen, and R2is defined in Table 1. Formulation Examples Wettable powders a) b) c) active ingredient [compound of formula (I)] 25 % 50 % 75 % sodium lignosulfonate 5 % 5 % - sodium lauryl sulfate 3 % - 5 % sodium diisobutylnaphthalenesulfonate - 6 % 10 % phenol polyethylene glycol ether - 2 % - (7-8 mol of ethylene oxide) highly dispersed silicic acid 5 % 10 % 10 % Kaolin 62 % 27 % - The active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders that can be diluted with water to give suspensions of the desired concentration. Powders for dry seed treatment a) b) c) active ingredient [compound of formula (I)] 25 % 50 % 75 % light mineral oil 5 % 5 % 5 % highly dispersed silicic acid 5 % 5 % - Kaolin 65 % 40 % - Talcum - 20 % The active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording powders that can be used directly for seed treatment. Emulsifiable concentrate active ingredient [compound of formula (I)] 10 % octylphenol polyethylene glycol ether 3 % (4-5 mol of ethylene oxide) calcium dodecylbenzenesulfonate 3 % castor oil polyglycol ether (35 mol of ethylene oxide) 4 % Cyclohexanone 30 % xylene mixture 50 % Emulsions of any required dilution, which can be used in plant protection, can be obtained from this concentrate by dilution with water. PAT-109751 (former ref.82980 FF) 24 Dusts a) b) c) Active ingredient [compound of formula (I)] 5 % 6 % 4 % talcum 95 % - - Kaolin - 94 % - mineral filler - - 96 % Ready-for-use dusts are obtained by mixing the active ingredient with the carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry dressings for seed. Extruder granules Active ingredient [compound of formula (I)] 15 % sodium lignosulfonate 2 % carboxymethylcellulose 1 % Kaolin 82 % The active ingredient is mixed and ground with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air. Coated granules Active ingredient [compound of formula (I)] 8 % polyethylene glycol (mol. wt.200) 3 % Kaolin 89 % The finely ground active ingredient is uniformly applied, in a mixer, to the kaolin moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner. Suspension concentrate active ingredient [compound of formula (I)] 40 % propylene glycol 10 % nonylphenol polyethylene glycol ether (15 mol of ethylene oxide) 6 % Sodium lignosulfonate 10 % carboxymethylcellulose 1 % silicone oil (in the form of a 75 % emulsion in water) 1 % Water 32 % The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion. Flowable concentrate for seed treatment PAT-109751 (former ref.82980 FF) 25 active ingredient [compound of formula (I)] 40 % propylene glycol 5 % copolymer butanol PO / EO 2 % tristyrenephenole with 10-20 moles EO 2 % 1,2-benzisothiazolin-3-one (in the form of a 20% solution in water) 0.5 % monoazo-pigment calcium salt 5 % Silicone oil (in the form of a 75 % emulsion in water) 0.2 % Water 45.3 % The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion. Slow Release Capsule Suspension 28 parts of a combination of the compound of formula (I) are mixed with 2 parts of an aromatic solvent and 7 parts of toluene diisocyanate / polymethylene-polyphenylisocyanate-mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of a defoamer and 51.6 parts of water until the desired particle size is achieved. To this emulsion a mixture of 2.8 parts 1,6-diaminohexane in 5.3 parts of water is added. The mixture is agitated until the polymerization reaction is completed. The obtained capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersing agent. The capsule suspension formulation contains 28% of the active ingredients. The medium capsule diameter is 8-15 microns. The resulting formulation is applied to seeds as an aqueous suspension in an apparatus suitable for that purpose. Examples The following non-limiting examples provide specific synthesis methods for representative compounds of the present invention, as referred to in Table 2 below. Throughout this description, temperatures are given in degrees Celsius (°C) and “m.p.” means melting point. List of Abbreviations Å = angstrom, br d = broad doublet, br dd = broad doublet of doublets, br m = broad multiplet, br s = broad singlet, °C = degrees Celsius, d = doublet, dd = doublet of doublets, ddd =doublet of doublets of doublets, dq = doublet of quartets, DMSO = dimethyl sulfoxide, dt = double of triplets, M = molar, m = multiplet, MHz = megahertz, q = quartet, quin = quintuplet, s = singlet, sxt = sextuplet, t = triplet, TBME = tert-Butyl methyl ether, td = triplet of doublets, ttt = triplet of triplets of triplets Example 1: Synthesis of methyl 2-[5-(3,5-dimethyl-2,6-dioxo-4-thioxo-1,3,5-triazinan-1-yl)-6- fluoro-2-oxo-1,3-benzothiazol-3-yl]acetate (Compound No.5) Step 1: Synthesis of 6-fluoro-5-nitro-3H-1,3-benzothiazol-2-one PAT-109751 (former ref.82980 FF) 26 FFO To a 250 mL round bottomed flask was added sulfuric acid (50 g, 500 mmol). The flask and its contents were then cooled in an ice water bath before the gradual addition of 6-fluoro-3H-1,3-benzothiazol-2-one (5.0 g, 30 mmol). Once the solids had dissolved, nitric acid (2.0 mL, 31 mmol) was added by drop wise over a period of about 5 minutes, whilst the temperature was maintained between 5-10 °C. Once the addition was complete, stirring was continued at 0 °C for one hour. The reaction mixture was poured onto an ice water slurry, then the resulting solids were isolated by vacuum filtration, washed with tap water (4 x 20 mL) and dried with a flow of air through the sinter. The solids were then recrystalised from boiling acetone to afford 6-fluoro-5-nitro-3H-1,3-benzothiazol-2-one, which is known from EP230874. Step 2: Synthesis of 5-amino-6-fluoro-3H-1,3-benzothiazol-2-one FFO A mixture of 6-fluoro-5-nitro-3H-1,3-benzothiazol-2-one (4.5 g, 20 mmol), iron (4.5 g, 81 mmol) and ethanol (45 mL) was warmed to 80 °C. A pre-formed solution of ammonium chloride (4.5 g, 84 mmol) in water (25 mL) was added portion-wise over a period of about two minutes. Once the addition was complete stirring was continued at 80 °C for 30 minutes. The mixture was cooled to room temperature then filtered through Celite. The filtrate was concentrated to a volume of about 20 mL under reduced pressure. The resulting solids were then isolated by vacuum filtration, washed with water (20 mL) and dried with a flow of air thought the sinter to afford 5-amino-6-fluoro-3H-1,3-benzothiazol-2-one.1H NMR (400 MHz, DMSO-d6) δ = 11.53 (br s, 1H), 7.25 (br d, J = 10.8 Hz, 1H), 6.57 (br d, J = 7.8 Hz, 1H), 5.27 (br s, 2H) Step 3: Synthesis of phenyl N-(6-fluoro-2-oxo-3H-1,3-benzothiazol-5-yl)carbamate FFO A mixture of 5-amino-6-fluoro-3H-1,3-benzothiazol-2-one (1.93 g, 9.94 mmol), sodium bicarbonate (2.5 g, 30 mmol), ethyl acetate (30 mL) and water (15 mL) was heated to 40 °C before the drop wise addition of phenyl chloroformate (1.4 mL, 11 mmol). Once the addition was complete, stirring was continued at 40 °C for 30 minutes. The reaction mixture was partitioned between water (50 mL) and ethyl acetate (3 x 75 mL) then the combined organics were concentrated to dryness to afford phenyl N-(6-fluoro-2-oxo- 3H-1,3-benzothiazol-5-yl)carbamate. This material was used in the next step without further purification. PAT-109751 (former ref.82980 FF) 27 Step 4: Synthesis of 3-(6-fluoro-2-oxo-3H-1,3-benzothiazol-5-yl)-1,5-dimethyl-6-thioxo-1,3,5- triazinane-2,4-dione FO A mixture of phenyl N-(6-fluoro-2-oxo-3H-1,3-benzothiazol-5-yl)carbamate (3.0 g, 8.9 mmol), phenyl N- methyl-N-(methylcarbamothioyl)carbamate (2.3 g, 9.7 mmol), sodium acetate (0.37 g, 4.4 mmol) and N,N-dimethylformamide (15 mL) was stirred at 60 °C for 1 hour. The reaction mixture was diluted with water (75 mL) and ethyl acetate (75 mL). The pH of the aqueous layer was adjusted to approximately pH 1 by the addition of 2M HCl. The organic layer was removed and the aqueous layer was washed with two additional portions of ethyl acetate. The combined organics were diluted with DMSO (3 mL) then the volatiles were removed under reduced pressure. The resulting DMSO solution was purified by reverse phase chromatography to give 3-(6-fluoro-2-oxo-3H-1,3-benzothiazol-5-yl)-1,5-dimethyl-6- thioxo-1,3,5-triazinane-2,4-dione.1H NMR (400 MHz, DMSO-d6) δ = 12.19 (br s, 1H), 7.80 (d, J = 9.4 Hz, 1H), 7.31 (d, J = 6.2 Hz, 1H), 3.63 (s, 6H) Step 5: Synthesis of methyl 2-[5-(3,5-dimethyl-2,6-dioxo-4-thioxo-1,3,5-triazinan-1-yl)-6-fluoro-2- oxo-1,3-benzothiazol-3-yl]acetate FF A mixture of 3-(6-fluoro-2-oxo-3H-1,3-benzothiazol-5-yl)-1,5-dimethyl-6-thioxo-1,3,5-triazinane-2,4- dione (200 mg, 0.56 mmol), potassium carbonate (155 mg, 1.12 mmol) and methyl bromoacetate (0.071 mL, 0.73 mmol) in acetonitrile (3 mL) was stirred at room temperature for 4 hours. The reaction mixture was diluted with water (15 mL) and extracted with ethyl acetate (2 x 5 mL). The combined organic layers were concentrated in vacuo to yield methyl 2-[5-(3,5-dimethyl-2,6-dioxo-4-thioxo-1,3,5- triazinan-1-yl)-6-fluoro-2-oxo-1,3-benzothiazol-3-yl]acetate.1H NMR (400 MHz, chloroform) δ = 7.40 (d, 1H), 6.85 (d, 1H), 4.66 (s, 2H), 3.78 (s, 6H), 3.77 (s, 3H) Example 2: Synthesis of 3-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3-benzoxazol-5-yl)-1,5-dimethyl-6- thioxo-1,3,5-triazinane-2,4-dione (Compound No.4) Step 1: Synthesis of 6-fluoro-5-nitro-3H-1,3-benzoxazol-2-one PAT-109751 (former ref.82980 FF) 28 F F O Nitric acid (1.50 g, 17 mmol, 70 mass%) was added dropwise to a solution of 6-fluoro-3H-1,3- benzoxazol-2-one (2.0 g, 13 mmol) in sulfuric acid (20 mL) at 6 °C (ice bath). No exotherm was observed on addition of nitric acid. The reaction mixture was stirred cold for 2 hours. The reaction mixture was diluted with ethyl acetate and poured portionwise onto ice. This mixture was extracted with ethyl acetate (x3). The organics were combined, washed with water then brine. The solution was dried (MgSO4) and concentrated directly onto silica. This was purified by by flash column chromatography to give 6-fluoro-5-nitro-3H-1,3-benzoxazol-2-one. 1H NMR (400MHz, CD3OD) δ = 7.77 (d, 1H), 7.39 (d, 1H) Step 2: Synthesis of 6-fluoro-5-nitro-3-prop-2-ynyl-1,3-benzoxazol-2-one FFH A solution of 6-fluoro-5-nitro-3-prop-2-ynyl-1,3-benzoxazol-2-one (1.82 g, 9.19 mmol), 3-bromoprop-1- yne (80% in toluene, 2.95 mL, 27.6 mmol) and potassium carbonate (2.56 g, 18.4 mmol) in acetonitrile (36 mL) was stirred at room temperature overnight. The reaction mixture was diluted with water and extracted with ethyl acetate (x3). The organics were combined, washed with brine, dried (MgSO4) and concentrated directly onto silica. This was purified by flash column chromatography to give 6-fluoro-5- nitro-3-prop-2-ynyl-1,3-benzoxazol-2-one.1H NMR (400MHz, chloroform) δ = 7.94 (d, 1H), 7.24 (d, 1H), 4.71 (s, 2H), 2.52 (t, 1H) Step 3: Synthesis of 5-amino-6-fluoro-3-prop-2-ynyl-1,3-benzoxazol-2-one FFH A mixture of 6-fluoro-5-nitro-3-prop-2-ynyl-1,3-benzoxazol-2-one (535 mg, 2.27 mmol) and tin (II) chloride (1.43 g, 6.80 mmol) in ethyl acetate (5 mL) was stirred at room temperature overnight. A further amount of tin (II) chloride (1.43 g) and ethyl acetate (5 mL) was added and the reaction was stirred at room temperature overnight. A solution of potassium fluoride (8g) in water (20 mL) was added and the reaction mixture stirred for 15 minutes. This mixture was then diluted further with water and extracted with ethyl acetate (x3). The organics were combined, washed with brine, dried (MgSO4) and concentrated directly onto silica. This was purified by flash column chromatography to give 5-amino-6- PAT-109751 (former ref.82980 FF) 29 fluoro-3-prop-2-ynyl-1,3-benzoxazol-2-one. 1H NMR (400MHz, chloroform) δ = 6.96 (d, 1H), 6.61 (d, 1H), 4.55 (s, 2H), 3.72 (br, 2H), 2.36 (s, 1H) Step 4: Synthesis of phenyl N-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3-benzoxazol-5-yl)carbamate FFH A mixture of 5-amino-6-fluoro-3-prop-2-ynyl-1,3-benzoxazol-2-one (225 mg, 1.09 mmol), phenyl chloroformate (207 mg, 1.31 mmol) and sodium bicarbonate (275 mg, 3.27 mmol) in ethyl acetate (3.3 mL) and water (1.6 mL) was heated at 40 °C for 1 hour. The reaction mixture was allowed to cool to room temperature then was diluted with water and extracted with ethyl acetate (x3). The organics were combined, washed with brine, dried (MgSO4) and concentrated directly onto silica. This was purified by flash column chromatography to give phenyl N-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3-benzoxazol-5- yl)carbamate.1H NMR (400MHz, chloroform) δ = 8.10 (br s, 1H), 7.45-7.39 (m, 2H), 7.29-7.22 (m, 1H), 7.22-7.19 (m, 3H), 7.10 (d, 1H), 4.58 (d, 2H), 2.35 (t, 1H) Step 5: Synthesis of 3-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3-benzoxazol-5-yl)-1,5-dimethyl-6-thioxo- 1,3,5-triazinane-2,4-dione FH A mixture of phenyl N-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3-benzoxazol-5-yl)carbamate (265 mg, 0.812 mmol), phenyl N-methyl-N-(methylcarbamothioyl)carbamate (200 mg, 0.893 mmol) and sodium acetate (33.6 mg, 0.406 mmol) in N,N-dimethylformamide (3 mL) was heated at 60 °C for 1.5 hours. The reaction mixture was cooled to room temperature then diluted with water and extracted with TBME (x3). The organics were combined, washed with brine (x2), dried (MgSO4) and concentrated directly onto silica. This was purified by flash column chromatography to give 3-(6-fluoro-2-oxo-3-prop-2-ynyl-1,3- benzoxazol-5-yl)-1,5-dimethyl-6-thioxo-1,3,5-triazinane-2,4-dione.1H NMR (400 MHz, chloroform) δ = 7.20 (d, 1H), 7.15 (d, 1H), 4.62 (s, 2H), 3.79 (s, 6H), 2.42 (d, 1H) Table 2:1H NMR Data for selected compounds of the invention. PAT-109751 (former ref.82980 FF) 30 Compound Compound Structure &1H NMR Data No. Name 3-(3-allyl-6-fluoro-2- F S O oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 1 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 2C H 31H NMR (400 MHz, chloroform) δ = 7.38 (d, 1H), 6.95 (d, 1H), 5.84 (m, 1H), 5.28 (m, 2H), 4.56 (d, 2H), 3.80 (s, 6H) 2-[5-(3,5-dimethyl- F S O 2,6-dioxo-4-thioxo- O 1,3,5-triazinan-1-H 3 CN N N yl)-6-fluoro-2-oxo- 2 1,3-benzothiazol-3- S NONyl]acetonitrileC H 31H NMR (400 MHz, chloroform) δ = 7.44 (d, 1H), 7.16 (d, 1H), 4.85 (s, 2H), 3.80 (s, 6H) 3-[6-fluoro-3-(1- F S O methylprop-2-ynyl)- O 2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 3 1,5-dimethyl-6-C HS N OH 3 Cthioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (400 MHz, chloroform) δ = 7.57 (d, 1H), 7.38 (d, 1H), 5.75 (dq, 1H), 3.81 (m, 6H), 2.51 (d, 1H), 1.68 (d, 3H) 3-(6-fluoro-2-oxo-3-FOO prop-2-ynyl-1,3- O benzoxazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 4 thioxo-1,3,5-C HS NO triazinane-2,4-dioneC H 31H NMR (400 MHz, chloroform) δ = 7.20 (d, 1H), 7.15 (d, 1H), 4.62 (s, 2H), 3.79 (s, 6H), 2.42 (d, 1H) PAT-109751 (former ref.82980 FF) 31 Compound Compound Structure &1H NMR Data No. Name methyl 2-[5-(3,5- F S O dimethyl-2,6-dioxo- O 4-thioxo-1,3,5-H 3 CN N N O triazinan-1-yl)-6- 5 fluoro-2-oxo-1,3- S N O benzothiazol-3-O C HC H 33yl]acetate 1H NMR (400 MHz, chloroform) δ = 7.40 (d, 1H), 6.85 (d, 1H), 4.66 (s, 2H), 3.78 (s, 6H), 3.77 (s, 3H) 3-(6-fluoro-2-oxo-3- F S O prop-2-ynyl-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 6 thioxo-1,3,5-C HS N O triazinane-2,4-dioneC H 31H NMR (400 MHz, chloroform) δ = 7.40 (d, 1H), 7.21 (d, 1H), 4.72 (d, 2H), 3.81 (s, 6H), 2.35 (t, 1H) ethyl 2-[5-(3,5- F S O dimethyl-2,6-dioxo- O 4-thioxo-1,3,5-H 3 CN N N O triazinan-1-yl)-6- fluoro-2-oxo-1,3- S N OH 3 C7 O benzothiazol-3-C H 3yl]propanoateC H 31H NMR (400 MHz, chloroform) δ = 7.39 (d, 1H), 6.90 (d, 1H), 5.30 (q, 1H), 4.20 (q, 2H), 3.79 (s, 3H), 3.78 (s, 3H), 1.68 (d, 3H), 1.19 (t, 3H) 3-(6-fluoro-2-oxo- F S O 3H-1,3- O benzothiazol-5-yl)-H 3 CN N N H 1,5-dimethyl-6- 8 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 31H NMR (400 MHz, DMSO-d6) δ = 12.19 (br s, 1H), 7.80 (d, 1H), 7.31 (d, 1H), 3.63 (s, 6H) PAT-109751 (former ref.82980 FF) 32 Compound Compound Structure &1H NMR Data No. Name 1,5-dimethyl-3-(2- O O oxo-3-prop-2-ynyl- O 1,3-benzoxazol-5-H 3 CN N N yl)-6-thioxo-1,3,5- 9 triazinane-2,4-dione S N OC HC H 31H NMR (400 MHz, DMSO-d6) δ = 7.50 (d, 1H), 7.39 (d, 1H), 7.21 (dd, 1H), 4.70 (d, 2H), 3.62 (s, 6h), 3.49 (t, 1H) 3-(3-allyl-2-oxo-1,3- S O benzothiazol-5-yl)- O 1,5-dimethyl-6-H 3 CN N N thioxo-1,3,5- triazinane-2,4-dione S N O 10C H 2C H 31H NMR (400MHz, DMSO-d6) δ = 7.80 (d, 1H), 7.33 (d, 1H), 7.22 (dd, 1H), 5.91-5.82 (m, 1H), 5.20 (dd, 1H), 5.10 (dd, 1H), 4.50 (d, 2H), 3.62 (s, 6H) 1,5-dimethyl-3-(2- S O oxo-3-prop-2-ynyl- O 1,3-benzothiazol-5-H 3 CN N N yl)-6-thioxo-1,3,5- 11 triazinane-2,4-dione S NOC HC H 31H NMR (400MHz, DMSO-d6) δ = 7.83 (d, 1H), 7.46 (d, 1H), 7.26 (dd, 1H), 4.72 (d, 2H), 3.63 (s, 6H), 3.41 (t, 1H) 1,5-dimethyl-3-[3- S O (1-methylprop-2- O ynyl)-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 6-thioxo-1,3,5- S N OH C C H123triazinane-2,4-dioneC H 31H NMR (400 MHz, DMSO-d6) δ = 7.82 (d, 1H), 7.75 (d, 1H), 7.24 (dd, 1H), 5.66 - 5.61 (m, 1H), 3.63 (s, 6H), 3.60 (d, 1H), 1.61 (d, 3H) PAT-109751 (former ref.82980 FF) 33 Compound Compound Structure &1H NMR Data No. Name 3-(6-chloro-2-oxo- Cl S O 3-prop-2-ynyl-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 13 thioxo-1,3,5- S N OC Htriazinane-2,4-dioneC H 31H NMR (400MHz, DMSO-d6) δ = 8.15 (s, 1H), 7.67 (s, 1H), 4.72 (d, 2H), 3.66 (s, 6H), 3.46 (t, 1H) 3-(6-fluoro-1-C H 3methyl-2-oxo-3- F N O prop-2-ynyl- O benzimidazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 14C Hthioxo-1,3,5-S NO triazinane-2,4-dioneC H 31H NMR (400 MHz, chloroform) δ = 7.10 (d, 1H), 6.91 (d, 1H), 4.66 (d, 2H), 3.80 (s, 6H), 3.43 (s, 3H), 2.31 (t, 1H) 3-[3- F S O (cyclopropylmethyl) O -6-fluoro-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 1,5-dimethyl-6- S N O 15 thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 7.07 (d, 1H), 3.83 - 3.81 (m, 2H), 3.80 (s, 6H), 1.15 - 1.24 (m, 1H), 0.60 - 0.55 (m, 2H), 0.48 - 0.44 (m, 2H) 3-[6-fluoro-3-(3- F S O methoxypropyl)-2- O oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 16 1,5-dimethyl-6- S N O thioxo-1,3,5-C HO 3 triazinane-2,4-dioneC H 3 PAT-109751 (former ref.82980 FF) 34 Compound Compound Structure &1H NMR Data No. Name 1H NMR (500 MHz, chloroform) δ = 7.36 (d, 1H), 7.07 (d, 1H), 4.01 (t, 2H), 3.79 (s, 6H), 3.39 (t, 2H), 3.29 (s, 3H), 2.01 – 1.96 (m, 2H) methyl 3-[5-(3,5- F S O dimethyl-2,6-dioxo- O 4-thioxo-1,3,5-H 3 CN N N triazinan-1-yl)-6- fluoro-2-oxo-1,3- 17 S N O benzothiazol-3-C HO 3 O yl]propanoateC H 31H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 7.13 (d, 1H), 4.21 (t, 2H), 3.79 (s, 6H), 3.67 (s, 3H), 2.77 (t, 2H) 3-(6-fluoro-3- F S O methyl-2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6-C H 318 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 31H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 6.97 (d, 1H), 3.79 (s, 6H), 3.44 (s, 3 H) 3-(3-ethyl-6-fluoro- F S O 2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- CH19 thioxo-1,3,5-3S N O triazinane-2,4-dioneC H 31H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 6.98 (d, 1H), 4.01 – 3.94 (q, 2H), 3.80 (s, 6H), 1.33 (t, 3H) 3-(3-benzyl-6- F S O fluoro-2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 20 1,5-dimethyl-6- thioxo-1,3,5- S N O triazinane-2,4-dioneC H 3 PAT-109751 (former ref.82980 FF) 35 Compound Compound Structure &1H NMR Data No. Name 1H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 7.35 - 7.30 (m, 2H), 7.30 - 7.26 (m, 1H), 7.26 - 7.23 (m, 2H), 6.87 (d, 1H), 5.12 (s, 2H), 3.74 (s, 6H) 3-(6-fluoro-2-oxo-3- F S O propyl-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 21 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 3C H 31H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 6.96 (d, 1H), 3.93 - 3.82 (m, 2H), 3.79 (s, 6H), 1.75 (sxt, 2H), 0.99 (t, 3H) 3-[6-fluoro-3- F S O (isoxazol-5- O ylmethyl)-2-oxo-H 3 CN N N 1,3-benzothiazol-5- 22 yl]-1,5-dimethyl-6- S N O thioxo-1,3,5- O N CH 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 8.21 (d, 1H), 7.39 (d, 1H), 7.13 (d, 1H), 6.27 (d, 1H), 5.23 (s, 2H), 3.78 (s, 6H) 3-[6-fluoro-3-[(4- F S O methyl-1,2,5- O oxadiazol-3-H 3 CN N N yl)methyl]-2-oxo- N O 23 1,3-benzothiazol-5- S N O N yl]-1,5-dimethyl-6-C H 3 H 3 Cthioxo-1,3,5- triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.39 (d, 1H), 7.26 (d, 1H), 5.27 (s, 2H), 3.78 (s, 6H), 2.42 (s, 3H) 3-[3-(3- F S O cyclopropylprop-2- O ynyl)-6-fluoro-2-H 3 CN N N oxo-1,3- 24 benzothiazol-5-yl]- S N O 1,5-dimethyl-6-C H 3thioxo-1,3,5- triazinane-2,4-dione PAT-109751 (former ref.82980 FF) 36 Compound Compound Structure &1H NMR Data No. Name 1H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 7.19 (d, 1H), 4.64 (d, 2H), 3.80 (s, 6H), 1.21 - 1.16 (m, 1H), 0.75 - 0.63 (m, 4H) 3-[3-(3-chloroallyl)- F S O 6-fluoro-2-oxo-1,3- O benzothiazol-5-yl]-H 3 CN N N 1,5-dimethyl-6- 25 thioxo-1,3,5- S N O triazinane-2,4-dioneC HCl 3 1H NMR (500 MHz, chloroform) δ = 7.39 (d, 1H), 6.98 (d, 1H), 6.36 - 6.30 (m, 1H), 5.82 (q, 1H), 4.76 (dd, 2H), 3.79 (s, 6H) 3-[6-fluoro-2-oxo-3- F S O (3-phenylprop-2- O ynyl)-1,3-H 3 CN N N benzothiazol-5-yl]- 26 1,5-dimethyl-6- S N O thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.43 - 7.38 (m, 3H), 7.34 - 7.26 (m, 4H), 4.93 (s, 2H), 3.78 (s, 6H) 3-[6-fluoro-3-[(5- F S O methylpyrazin-2- O yl)methyl]-2-oxo-H 3 CN N N 1,3-benzothiazol-5- N 27 yl]-1,5-dimethyl-6- S N O NC H 3thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 8.59 (s, 1H), 8.36 (s, 1H), 7.36 (d, 1H), 7.27 (d, 1H), 5.20 (s, 2H), 3.78 (s, 6H), 2.55 (s, 3H) 4-[5-(3,5-dimethyl- F S O 2,6-dioxo-4-thioxo- O 1,3,5-triazinan-1-H 3 CN N N yl)-6-fluoro-2-oxo- 28 1,3-benzothiazol-3- S N O yl]butanenitrileC H 3N 1H NMR (500 MHz, chloroform) δ = 7.40 (d, 1H), 7.03 (d, 1H), 4.05 (t, 2H), 3.79 (s, 6H), 2.48 (t, 2H), 2.10 (quin, 2H) PAT-109751 (former ref.82980 FF) 37 Compound Compound Structure &1H NMR Data No. Name 3-[6-fluoro-2-oxo-3- F S O (tetrahydropyran-4- O ylmethyl)-1,3-H 3 CN N N benzothiazol-5-yl]- 1,5-dimethyl-6- S N O 29 O thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 6.95 (d, 1H), 4.03 - 3.90 (m, 2H), 3.82 - 3.78 (m, 8H), 3.33 (td, 2H), 2.08 (ttt, 1H), 1.55 - 1.62 (m, 2H), 1.51 - 1.41 (m, 2H) 3-[6-fluoro-3-[3-(4- F S O fluorophenyl)prop- O 2-ynyl]-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 30 1,5-dimethyl-6- S N O thioxo-1,3,5-C HF 3 triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.36 - 7.42 (m, 3H), 7.29 (d, 1H), 6.97 (t, 2H), 4.91 (s, 2H), 3.78 (s, 6H) 3-(3-butyl-6-fluoro- F S O 2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- thioxo-1,3,5- S N O 31 triazinane-2,4-dioneC H C H 331H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 6.96 (d, 1H), 3.87 - 3.94 (m, 2H), 3.80 (s, 6H), 1.73 - 1.65 (m, 2H), 1.45 - 1.36 (m, 2H), 0.96 (t, 3H) 3-[6-fluoro-3-[3-(2- F S O fluorophenyl)prop- O 2-ynyl]-2-oxo-1,3-H 3 CN N N 32 benzothiazol-5-yl]- 1,5-dimethyl-6- S N O thioxo-1,3,5-C H 3triazinane-2,4-dione F PAT-109751 (former ref.82980 FF) 38 Compound Compound Structure &1H NMR Data No. Name 1H NMR (500 MHz, chloroform) δ = 7.41 - 7.36 (m, 3H), 7.33 - 7.28 (m, 1H), 7.06 (td, 1H), 7.02 (t, 1H), 4.97 (s, 2H), 3.79 (s, 6H) 3-[6-fluoro-2-oxo-3- F S O (2-oxo-2-thiazol-2- O yl-ethyl)-1,3-H 3 CN N N benzothiazol-5-yl]- O 1,5-dimethyl-6- S N O 33 thioxo-1,3,5-C HN 3 S triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 8.09 (d, 1H), 7.80 (d, 1H), 7.41 (d, 1H), 6.81 (d, 1H), 5.53 (s, 2H), 3.75 (s, 6H) 3-[6-fluoro-3-[3-(3- F S O fluorophenyl)prop- O 2-ynyl]-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 1,5-dimethyl-6- S N O 34 thioxo-1,3,5-C H 3triazinane-2,4-dione F 1H NMR (500 MHz, chloroform) δ = 7.40 (d, 1H), 7.30 (d, 1H), 7.28 - 7.21 (m, 1H), 7.21 - 7.16 (m, 1H), 7.13 (dd, 1H), 7.03 (td, 1H), 4.93 (s, 2H), 3.79 (s, 6H) 3-[6-fluoro-2-oxo-3- F S O (2-phenylethyl)-1,3- O benzothiazol-5-yl]-H 3 CN N N 1,5-dimethyl-6- thioxo-1,3,5- S N O 35 triazinane-2,4-dioneC H 31H NMR (500 MHz, chloroform) δ = 7.36 (d, 1H), 7.31 - 7.26 (m, 2H), 7.25 - 7.18 (m, 3H), 6.83 (d, 1H), 4.15 - 4.09 (m, 2H), 3.80 (s, 6H), 3.04 - 2.98 (m, 2H) PAT-109751 (former ref.82980 FF) 39 Compound Compound Structure &1H NMR Data No. Name 2-[5-(3,5-dimethyl- F S O 2,6-dioxo-4-thioxo- O 1,3,5-triazinan-1-H 3 CN N N yl)-6-fluoro-2-oxo- O 36 1,3-benzothiazol-3- S N O N yl]-N-methyl-C H H C H 33acetamide 1H NMR (500 MHz, chloroform) δ = 7.40 (d, 1H), 7.16 (d, 1H), 5.94 (br s, 1H), 4.53 (s, 2H), 3.82 - 3.75 (m, 6H), 2.80 (d, 3H) 3-[6-fluoro-3-[(5- F S O methylisoxazol-3- O yl)methyl]-2-oxo-H 3 CN N N 1,3-benzothiazol-5- CH 337 yl]-1,5-dimethyl-6- S N O thioxo-1,3,5- N O CH 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.36 (d, 1H), 7.21 (d, 1H), 6.01 (s, 1H), 5.10 (s, 2H), 3.77 (s, 6H), 2.37 (s, 3H) 3-[6-fluoro-3-(3- F S O methylbut-3-enyl)- O 2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 1,5-dimethyl-6- S N O 38 thioxo-1,3,5-C H C H 23 H 3 Ctriazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 6.96 (d, 1H), 4.82 (s, 1H), 4.69 (s, 1H), 4.06 - 4.00 (m, 2H), 3.79 (s, 6H), 2.40 (t, 2H), 1.81 (s, 3H) methyl 4-[[5-(3,5- F S O dimethyl-2,6-dioxo- O 4-thioxo-1,3,5-H 3 CN N N triazinan-1-yl)-6- O fluoro-2-oxo-1,3- S N O 39 benzothiazol-3-C H 3O yl]methyl]benzoateC H 31H NMR (500 MHz, chloroform) δ = 8.00 (m, 2H), 7.39 (d, 1H), 7.31 (m, 2H), 6.81 (d, 1H), 5.16 (s, 2H), 3.89 (s, 3H), 3.73 (s, 6H) PAT-109751 (former ref.82980 FF) 40 Compound Compound Structure &1H NMR Data No. Name 3-(3-but-2-ynyl-6- F S O fluoro-2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- 40 thioxo-1,3,5- S N OC H 3triazinane-2,4-dioneC H 31H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 7.20 (d, 1H), 4.64 (q, 2H), 3.80 (s, 6H), 1.78 (t, 3H) 3-[6-fluoro-3-[(4- F S O fluorophenyl)methyl O ]-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 41 1,5-dimethyl-6- S N O F thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 7.28 - 7.21 (m, 2H), 7.02 (t, 2H), 6.86 (d, 1H), 5.08 (s, 2H), 3.75 (s, 6H) 3-(6-fluoro-3- F S O isobutyl-2-oxo-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6-C H 342 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 3C H 31H NMR (500 MHz, chloroform) δ = 7.37 (d, 1H), 6.94 (d, 1H), 3.79 (s, 6H), 3.73 (d, 2H), 2.20 - 2.10 (m, 1H), 0.98 (d, 6H) 3-[6-fluoro-3-[3-(4- F S O methoxyphenyl)pro O p-2-ynyl]-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 43 1,5-dimethyl-6- S N OC H 3thioxo-1,3,5-C H 3O triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.38 (d, 1H), 7.36 - 7.31 (m, 3H), 6.79 (d, 2H), 4.91 (s, 2H), 3.78 (s, 9H) PAT-109751 (former ref.82980 FF) 41 Compound Compound Structure &1H NMR Data No. Name 3-[3- F S O (cyclohexylmethyl)- O 6-fluoro-2-oxo-1,3-H 3 CN N N benzothiazol-5-yl]- 1,5-dimethyl-6- S N O 44 thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (500 MHz, chloroform) δ = 7.36 (d, 1H), 6.94 (d, 1H), 3.80 (s, 6H), 3.74 (d, 2H), 1.85 - 1.76 (m, 1H), 1.73 (br dd, 2H), 1.68 (br d, 3H), 1.02 - 1.26 (m, 5H) 2-[5-(3,5-dimethyl- F S O 2,6-dioxo-4-thioxo- O 1,3,5-triazinan-1-H 3 CN N N yl)-6-fluoro-2-oxo- 45 1,3-benzothiazol-3- S N OHN 3Cyl]propanenitrileC H 31H NMR (500 MHz, chloroform) δ = 7.43 (d, 1H), 7.37 (d, 1H), 5.80 (q, 1H), 3.80 (s, 3H), 3.79 (s, 3H), 1.79 (d, 3H) ethyl 3-[5-(3,5- F S O dimethyl-2,6-dioxo- O 4-thioxo-1,3,5-H 3 CN N N triazinan-1-yl)-6- 46 fluoro-2-oxo-1,3- S N O CHO3benzothiazol-3-C H 3O yl]propanoate 1H NMR (400 MHz, chloroform) δ = 7.37 (d, 1H), 7.14 (d, 1H), 4.21 (t, 2H), 4.13 (q, 3H), 3.80 (s, 6H), 2.76 (t, 2H), 1.22 (t, 3H) 3-[3-(1-ethylpropyl)- F S O 6-fluoro-2-oxo-1,3- O benzothiazol-5-yl]-H 3 CN N N 1,5-dimethyl-6- 47 thioxo-1,3,5- S N O triazinane-2,4-dioneC H 3C H 3 C H 31H NMR (400 MHz, chloroform) δ = 7.36 (d, 1H), 7.12 (br s, 1H), 4.61 (br s, 1H), 3.81 (s, 6H), 2.03 - 1.77 (m, 4H), 0.90 (t, 6H) PAT-109751 (former ref.82980 FF) 42 Compound Compound Structure &1H NMR Data No. Name 3-(6-fluoro-2-oxo-3- F S O sec-butyl-1,3- O benzothiazol-5-yl)-H 3 CN N N 1,5-dimethyl-6- thioxo-1,3,5- S N O 48H 3 Ctriazinane-2,4-dioneC H 3C H 31H NMR (400 MHz, chloroform) δ = 7.36 (d, 1H), 7.10 (d, 1H), 4.47 (br s, 1H), 3.81 (s, 6H), 2.14 - 2.03 (m, 1H), 1.87 (td, 1H), 1.55 (d, 3H), 0.91 (t, 3H) 3-[6-fluoro-3-[(1- F S O methylpyrazol-4- O yl)methyl]-2-oxo-H 3 CN N N 1,3-benzothiazol-5- NC H 349 yl]-1,5-dimethyl-6- S N O N thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (400 MHz, chloroform) δ = 7.49 (s, 1H), 7.40 - 7.33 (m, 2H), 7.03 (d, 1H), 4.96 (s, 2H), 3.84 (s, 3H), 3.80 (s, 6H) 3-[3-(2,2- F S O difluoroethyl)-6- O H fluoro-2-oxo-1,3-3 CN N N F benzothiazol-5-yl]- 50 S N O 1,5-dimethyl-6- F thioxo-1,3,5-C H 3triazinane-2,4-dione 1H NMR (400 MHz, chloroform) δ = 7.39 (d, 1H), 7.11 (d, 1H), 6.20 - 5.86 (m, 1H), 4.26 (td, 2H), 3.79 (s, 6H) 3-[6-fluoro-3-[2- F S O fluoro-1- O H fluoromethyl)ethyl]-3 C( N N N 2-oxo-1,3- 51 S N O benzothiazol-5-yl]- F methyl-6-CF 1,5-diH 3thioxo-1,3,5- 1H NMR (400 MHz, chloroform) δ = 7.69 - 7.46 (m, 2H), 5.75 - triazinane-2,4-dione 5.51 (m, 1H), 4.96 - 4.68 (m, 4H), 3.80 (s, 6H) PAT-109751 (former ref.82980 FF) 43 Compound Compound Structure &1H NMR Data No. Name 3-(3-acetonyl-6- F S O fluoro-2-oxo-1,3- O HCbenzothiazol-5-yl)-3N N N O 1,5-dimethyl-6- 52 S N O thioxo-1,3,5-C H 3triazinane-2,4-dioneC H 31H NMR (400 MHz, chloroform) δ = 7.40 (d, 1H), 6.75 (d, 1H), 4.67 (s, 2H), 3.79 (s, 6H), 2.25 (s, 3H) 3-[6-fluoro-3-[(2E)- F S O 2- O HCmethoxyiminopropy N N NC HN O l]-2-oxo-1,3- 53 S N O benzothiazol-5-yl]-C HC H1,5-dimethyl-6- thioxo-1,3,5- 1H NMR (400 MHz, chloroform) δ = 7.36 (d, 1H), 7.21 (d, 1H), triazinane-2,4-dione 4.60 (s, 2H), 3.84 (s, 3H), 3.79 (s, 6H), 1.84 (s, 3H) 3-[6-fluoro-3-[(2E)- F S O 2- O HChydroxyiminopropyl N N N N OH]-2-oxo-1,3- 54 S N O benzothiazol-5-yl]-C HC H1,5-dimethyl-6- thioxo-1,3,5- 1H NMR (400 MHz, chloroform) δ = 7.36 (d, 1H), 7.19 (br s, 1H), triazinane-2,4-dione 7.13 (d, 1H), 4.62 (s, 2H), 3.79 (s, 6H), 1.90 (s, 3H) Biological examples Pre-emergence biological efficacy Seeds of a variety of test species (Glycine max (GLXMA), Triticum aestivum (TRZAW), Amaranthus palmeri (AMAPA), Zea mays (ZEAMX), Euphorbia heterophylla (EPHHL), Echinochloa crus-galli (ECHCG), Lolium perenne (LOLPE), Setaria faberi (SETFA), Ipomoea hederacea (IPOHE)) are sown in TMA soil in pots. After cultivation for one day under controlled conditions in a glasshouse (at 24 °C / 19 °C, day / night; 16 hours light; 50 % humidity), the plants are sprayed with an aqueous spray solution derived from the formulation of the technical active ingredient in a small amount of acetone and a special solvent and emulsifier mixture referred to as IF50 (11.12 % Emulsogen EL360 TM + 44.44 % N- methylpyrrolidone + 44.44 % Dowanol DPM glycol ether), to create a 50 g / L solution which was then diluted using 0.2 % Genapol XO80 as diluent to give the desired final dose of test compound. The test plants are then grown in a glasshouse under controlled conditions in a glasshouse (at 24 °C / 18 °C, day / night; 15 hours light; 40 % humidity) and watered twice daily. After 13 days the test is evaluated for PAT-109751 (former ref.82980 FF) 44 the percentage damage caused to the plant. The biological activities are shown in the following tables on a five-point scale (5 = 81-100 %; 4 = 61-80 %; 3=41-60 %; 2=21-40 %; 1=1-20 %; 0 = no activity; - = not tested). TABLE B1: Application pre-emergence Cpd. Rate AMAPA ZEAMX TRZAW GLXMA No. (g / ha) 1 250 5 5 5 5 2 250 5 5 4 5 3 250 5 5 5 5 4 250 5 2 0 0 5 250 4 2 0 0 6 250 5 5 5 5 14 125 5 5 4 2 15 125 5 3 1 3 16 125 5 3 3 2 17 125 5 1 1 1 18 125 5 4 4 5 19 125 5 4 3 2 20 125 5 0 2 0 21 125 5 4 1 1 22 125 5 4 0 0 23 125 5 3 1 2 24 125 5 1 0 0 25 125 5 0 1 1 26 125 5 1 0 4 27 125 5 1 1 1 28 125 5 0 0 0 29 125 5 3 3 2 30 125 4 0 0 0 31 125 5 2 2 0 32 125 5 0 0 0 33 125 5 0 0 0 34 125 1 0 0 0 35 125 5 0 1 3 36 125 5 0 0 2 37 125 5 2 0 1 38 125 5 0 1 1 39 125 4 0 2 2 40 125 5 3 1 1 PAT-109751 (former ref.82980 FF) 45 Cpd. Rate AMAPA ZEAMX TRZAW GLXMA No. (g / ha) 41 125 4 0 2 2 42 125 5 3 3 2 43 125 5 1 0 0 44 125 2 0 0 0 45 125 5 4 3 3 TABLE B1a: Application pre-emergence Cpd. Rate AMAPA EPHHL ECHCG LOLPE SETFA IPOHE No. (g / ha) 7 250 5 5 5 5 5 3 Post-emergence biological efficacy Seeds of a variety of test species (Ipomoea hederacea (IPOHE), Amaranthus rudis (AMATA), Chenopodium album (CHEAL), Amaranthus palmeri (AMAPA), Lolium perenne (LOLPE), Setaria faberi (SETFA), Eleusine indica (ELEIN), Echinochloa crus-galli (ECHCG), Digitaria sanguinalis (DIGSA)) are sown in standard soil in pots. After cultivation for 14 days under controlled conditions in a glasshouse (at 24 °C / 18 °C, day / night; 15 hours light; 40 % humidity), the plants are sprayed with an aqueous spray solution derived from the formulation of the technical active ingredient in a small amount of acetone and a special solvent and emulsifier mixture referred to as IF50 (11.12 % Emulsogen EL360 TM + 44.44 % N-methylpyrrolidone + 44.44 % Dowanol DPM glycol ether), to create a 50 g / L solution which was then diluted using 0.2 % Genapol XO80 as diluent to give the desired final dose of test compound. The test plants are then grown in a glasshouse under controlled conditions in a glasshouse (at 24 °C / 18 °C, day / night; 15 hours light; 40 % humidity) and watered twice daily. After 13 days the test is evaluated for the percentage damage caused to the plant. The biological activities are shown in the following table on a five-point scale (5 = 81-100 %; 4 = 61-80 %; 3=41-60 %; 2=21-40 %; 1=1-20 %; 0 = no activity; - = not tested). TABLE B2: Application post-emergence Cpd. Rate CHEAL AMAPA AMATA IPOHE ECHCG SETFA DIGSA LOLPE No. (g / ha) 1 250 5 5 5 5 5 5 5 5 2 250 5 5 5 5 5 4 5 5 3 250 5 5 5 5 5 5 5 5 4 250 5 5 5 5 5 5 5 5 5 250 4 4 5 5 2 2 2 1 6 250 5 5 5 5 5 5 5 5 7 250 4 3 - 3 3 2 3 5 8 30 5 5 4 4 4 4 3 4 9 30 5 4 5 4 1 1 1 2 PAT-109751 (former ref.82980 FF) 46 Cpd. Rate CHEAL AMAPA AMATA IPOHE ECHCG SETFA DIGSA LOLPE No. (g / ha) 10 30 5 4 4 4 4 4 4 4 11 30 5 4 5 4 5 5 4 5 12 30 5 5 5 4 5 5 4 5 13 30 3 2 3 1 2 1 2 1 14 125 5 5 5 4 5 5 5 5 15 125 5 5 5 5 5 5 5 5 16 125 5 5 5 5 5 5 5 5 17 125 5 5 5 5 4 5 5 4 18 125 5 5 5 5 5 5 5 5 19 125 5 5 5 5 5 5 5 5 20 125 5 5 5 5 1 2 3 1 21 125 5 5 5 5 5 5 5 5 22 125 5 5 5 5 5 5 5 5 23 125 5 5 5 5 5 5 5 5 24 125 5 5 5 3 1 2 3 1 25 125 5 5 5 5 5 5 4 5 26 125 2 4 4 3 1 1 1 1 27 125 5 5 5 5 1 3 3 2 28 125 5 5 5 4 5 4 5 5 29 125 5 5 5 5 5 5 4 5 30 125 4 4 5 4 1 1 2 1 31 125 5 5 5 4 4 4 3 3 32 125 5 5 5 4 1 1 2 1 33 125 5 5 5 5 4 3 3 4 34 125 4 4 5 4 1 1 1 0 35 125 3 4 5 3 1 1 1 1 36 125 5 5 4 5 2 1 2 3 37 125 5 5 5 5 4 4 5 4 38 125 5 5 5 5 2 2 2 2 39 125 3 5 4 3 1 1 1 1 40 125 5 5 5 5 5 5 5 5 41 125 4 4 4 2 1 0 2 0 42 125 5 5 5 5 5 5 4 4 43 125 5 5 5 3 1 1 1 0 44 125 5 5 5 2 1 1 2 1 45 125 5 5 5 5 5 5 5 5 46 30 5 5 5 5 1 3 1 1 47 30 5 4 5 3 2 1 2 3 PAT-109751 (former ref.82980 FF) 47 Cpd. Rate CHEAL AMAPA AMATA IPOHE ECHCG SETFA DIGSA LOLPE No. (g / ha) 48 30 5 5 5 4 2 3 2 4 49 30 5 3 3 2 1 1 1 2 50 30 5 5 5 5 5 4 4 5 51 30 4 2 1 2 1 1 1 0 52 30 5 4 4 5 4 2 3 5 53 30 2 1 2 1 1 1 1 1 54 30 5 5 5 4 1 1 1 4

Claims

PAT-109751 (former ref.82980 FF) 48 CLAIMS:

1. A compound of Formula (I): 1wherein X is O, S, or NR3; R1is hydrogen or halogen; R2is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, carboxyC1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, C3-C6cycloalkylC2-C6alkynyl, C1-C6alkylcarbonylC1-C6alkyl, C1-C6alkoxycarbonylC1-C6alkyl, C1- C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1-C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1- C6alkyl, C1-C6alkoxycarbonylC1-C6haloalkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, phenylC1- C3alkyl, phenylC2-C6alkynyl, -CH2C(R5)=N-OR6, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1- C3alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, 3, or 4 groups, which may be the same or different, represented by R4; R3is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2- C6haloalkynyl, C1-C6alkoxyC1-C6alkyl, C1-C6alkylcarbonyloxyC1-C6alkyl, C1-C6alkylaminocarbonylC1- C6alkyl, N,N-di(C1-C6alkyl)aminocarbonylC1-C6alkyl, cyanoC1-C6alkyl, C1-C6alkylsulfonylC1-C6alkyl, C3- C6cycloalkyl, C3-C6cycloalkylC1-C6alkyl, phenylC1-C3alkyl, heterocyclylC1-C3alkyl, or heteroarylC1- C3alkyl; and R4is halogen, cyano, nitro, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylsulfanyl, C3-C6cycloalkyl, or C1- C6alkoxycarbonyl; R5is hydrogen or C1-C6alkyl; and R6is hydrogen or C1-C6alkyl; or a salt or an N-oxide thereof.PAT-109751 (former ref.82980 FF) 49 2. The compound according to claim 1, wherein R1is hydrogen, fluoro, or chloro.

3. The compound according to claim 1 or claim 2, wherein R2is hydrogen, C1-C6alkyl, C1- C4haloalkyl, C2-C6alkenyl, C2-C5haloalkenyl, C2-C6alkynyl, C2-C4haloalkynyl, C1-C4alkoxyC1-C4alkyl, C3- C4cycloalkyl, C3-C6cycloalkylC1-C4alkyl, C3-C6cycloalkylC2-C4alkynyl, C1-C4alkylcarbonylC1-C4alkyl, C1- C4alkoxycarbonylC1-C4alkyl, C1-C4alkylcarbonyloxyC1-C4alkyl, C1-C4alkylaminocarbonylC1-C4alkyl, N,N-di(C1-C3alkyl)aminocarbonylC1-C3alkyl, C1-C4alkoxycarbonylC1-C3haloalkyl, cyanoC1-C4alkyl, C1- C3alkylsulfonylC1-C3alkyl, phenylC1-C3alkyl, phenylC2-C4alkynyl, -CH2C(R5)=N-OR6, heterocyclyl, heterocyclylC1-C3alkyl, wherein each heterocyclyl moiety is a 4-, 5- or 6-membered non-aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heteroarylcarbonylC1-C3alkyl, or heteroarylC1-C3alkyl, wherein each heteroaryl moiety is a 5- or 6- membered aromatic ring which comprises 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1, 2, or 3 groups, which may be the same or different, represented by R4.

4. The compound according to any one of claims 1 to 3, wherein R2is hydrogen, C1-C6alkyl, C1- C3haloalkyl, C2-C5alkenyl, C2-C4haloalkenyl, C2-C5alkynyl, C1-C3alkoxyC1-C3alkyl, C3-C6cycloalkylC1- C2alkyl, C3-C6cycloalkylC2-C3alkynyl, C1-C3alkylcarbonylC1-C3alkyl, C1-C3alkoxycarbonylC1-C3alkyl, C1- C3alkylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC2-C3alkynyl, - CH2C(R5)=N-OR6, heterocyclylC1-C2alkyl, wherein each heterocyclyl moiety is a 5- or 6-membered non- aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylC1-C2alkyl, or heteroarylC1-C2alkyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with 1 or 2 groups, which may be the same or different, represented by R4.

5. The compound according to any one of claims 1 to 4, wherein R2is hydrogen, C1-C5alkyl, C1- C3haloalkyl, C2-C5alkenyl, C2-C3haloalkenyl, C3-C4alkynyl, C1-C2alkoxyC1-C3alkyl, C3- C6cycloalkylmethyl, C3-C4cycloalkylC3alkynyl, C1-C2alkylcarbonylC1-C2alkyl, C1-C2alkoxycarbonylC1- C2alkyl, methylaminocarbonylC1-C2alkyl, cyanoC1-C3alkyl, phenylC1-C2alkyl, phenylC3alkynyl, - CH2C(R5)=N-OR6, heterocyclylmethyl, wherein each heterocyclyl moiety is a 6-membered non-aromatic monocyclic ring comprising a single oxygen atom, heteroarylcarbonylmethyl, or heteroarylmethyl, wherein each heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, or 3 heteroatoms individually selected from N, O and S, and wherein the phenyl, heterocyclyl and heteroaryl moieties may be optionally substituted with a single group, represented by R4.

6. The compound according to any one of claims 1 to 5, wherein R4is halogen, C1-C3alkyl, C1- C3alkoxy, or C1-C3alkoxycarbonyl.

7. The compound according to any one of claims 1 to 6, wherein R4is fluoro, methyl, methoxy, or methoxycarbonyl.PAT-109751 (former ref.82980 FF) 50 8. The compound according to any one of claims 1 to 7, wherein R3is hydrogen, C1-C3alkyl, C1- C3haloalkyl, C2-C3alkenyl, C2-C3alkynyl, C1-C3alkoxyC1-C3alkyl, C1-C2alkylcarbonyloxyC1-C2alkyl, C1- C3alkylaminocarbonylC1-C2alkyl, N,N-di(C1-C3alkyl)aminocarbonylC1-C3alkyl, cyanoC1-C3alkyl, C1- C2alkylsulfonylC1-C2alkyl, C3-C6cycloalkyl, C3-C6cycloalkylC1-C2alkyl, phenylC1-C2alkyl, heterocyclylC1- C2alkyl, or heteroarylC1-C2alkyl.

9. The compound according to any one of claims 1 to 8, wherein R3is C1-C3alkyl.

10. The compound according to any one of claims 1 to 7, wherein X is O or S.

11. A herbicidal composition comprising a compound according to any one of the previous claims and an agriculturally acceptable formulation adjuvant.

12. A herbicidal composition according to claim 11, further comprising at least one additional pesticide.

13. A herbicidal composition according to claim 12, wherein the additional pesticide is a herbicide or herbicide safener.

14. A method of controlling weeds at a locus comprising applying to the locus of a weed controlling amount of a composition according to any one of claims 11 to 13.

15. Use of a compound of Formula (I) according to any one of claims 1 to 10 as a herbicide.

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