Herbicide compositions comprising malonamides and safeners for selective weed control in crops

Abstract

Herbicidal compositions comprising a herbicidal malonamide (component A), selected from a compound of formula (I) and a safener (component B).

Description

[0001] Herbicide compositions comprising Malonamides and safeners for selective weed control in crops

[0002] The present invention relates to a method for selectively controlling weeds in grain crops, which comprises applying an effective amount of a herbicidal malonamide (component A) and a safener (component B) to the cultivation area of a grain crop, where weeds grow or may grow, as described herein.

[0003] The present invention also relates to a composition comprising a herbicidal malonamide (component A) and a saf- ener (component B) and its use for selective weed control in crops.

[0004] BACKGROUND ON THE INVENTION

[0005] In crop protection products, it is desirable in principle to increase the specificity and the reliability of the action of ac- tive compounds. In particular, it is desirable for the crop protection product to control the harmful plants effectively and, at the same time, to be tolerated by the useful plants in question. It is known that in some cases better crop plant compatibility can be achieved by joint application of specifically acting herbicides with organic active com- pounds, which act as antidotes or antagonists. Owing to the fact that these antidotes or antagonists can reduce or even prevent damage to the crop plants, they are also referred to as safeners.

[0006] WO2018 / 228985 relates to herbicidally active 3-phenylisoxazoline-5-carboxamides of tetrahydro- and dihydrofu- rancarboxylic acids and esters and their agrochemically acceptable salts and to the use thereof in the field of plant protection. According to WO2021 / 245003, the compatibility of these compounds with crop plants is not entirely satis- factory under all conditions, and the combination with the safener Isoxadifen-ethyl is therefore proposed to prevent damage to crop plants.

[0007] WO2021 / 170464 discloses certain malonamide compounds and compositions comprising the same for controlling unwanted vegetation. While these malonamide compounds show excellent herbicidal activity as well as certain selec- tivity in crops, there remains a need for methods to selectively control weeds in a broad variety of different crops, that provide efficient control of the undesired vegetation and at the same time are well tolerated by the respective crops, in particular by grain crops.

[0008] We have found that this object and further objects are achieved by a composition comprising

[0009] A) a herbicidal malonamide (component A), selected from a compound of formula (I) wherein R1, R2and R3are each independently hydrogen, halogen, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; and R4is hydrogen or (C1-C6)-alkyl, (C2-C4)-alkenyl, (C3-C4)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C3)- alkyl, phenyl-(C1-C3)-alkyl or furanyl-(C1-C3)-alkyl, where each of the seven last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, CONRbRc, (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; each Rais independently (C1-C6)-alkyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C1- C3)-alkoxy; Rbis hydrogen or has one of the meanings given for Ra; Rcis hydrogen or (C1-C6)-alkyl, (C1-C2)-alkoxy, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycarbonyl-(C1- C6)-alkyl, or (C3-C4)-alkynyl, where each of the six last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, and (C1-C2)-alkoxy; each m is independently 0, 1, 2, 3, 4 or 5; including their agriculturally acceptable salts, stereoisomers and tautomers; and B) and a safener (component B). SUMMARY OF THE INVENTION It is an object of the present invention to provide a method for selectively controlling weeds in grain crops, which al- lows efficient and reliable control of the weeds which grow or may grow in the cultivation area of a grain crop and which, at the same time, is well tolerated by said crop. In addition, the method should provide weed control over an adequately long time period, thus allowing flexible appli- cation. Surprisingly, it has now been found that weeds that grow or will grow in a cultivation area of grain crops are selec- tively controlled by applying to the crop cultivation area an effective amount of a combination of A) a herbicidal malonamide (component A), selected from a compound of formula (I) wherein R1, R2and R3are each independently hydrogen, halogen, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; and R4is hydrogen or (C1-C6)-alkyl, (C2-C4)-alkenyl, (C3-C4)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C3)- alkyl, phenyl-(C1-C3)-alkyl or furanyl-(C1-C3)-alkyl, where each of the seven last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, CONRbRc, (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; each Rais independently (C1-C6)-alkyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C1- C3)-alkoxy; Rbis hydrogen or has one of the meanings given for Ra; Rcis hydrogen or (C1-C6)-alkyl, (C1-C2)-alkoxy, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycarbonyl-(C1- C6)-alkyl, or (C3-C4)-alkynyl, where each of the six last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, and (C1-C2)-alkoxy; each m is independently 0, 1, 2, 3, 4 or 5; including their agriculturally acceptable salts, stereoisomers and tautomers; and B) a safener (component B) selected from the group comprising benoxacor, cloquintocet, cyometrinil, cyprosulfa- mide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, BPCMS (CAS 54091-06-4), and compounds of formula (II), including their agriculturally acceptable salts, stereoisomers and tautomers, wherein: A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen, (C1-C10)-alkyl, (C1-C10)-haloalkyl, (C1-C10)-cyanoalkyl, (C2-C10)-alkenyl, (C3-C9)-cycloalkyl, (C3- C9)-cycloalkenyl, (C2-C10)-alkynyl, (C1-C10)-alkoxy-(C1-C10)-alkyl, (C1-C10)-haloalkoxy-(C1-C10)-alkyl, (C1- C10)-alkylthio-(C1-C10)-alkyl, (C1-C10)-alkoxycarbonyl-(C1-C10)-alkyl, aryl, heteroaryl, heterocyclyl-(C1-C10)- alkyl, aryl-(C1-C10)-alkyl, or (C3-C9)-cycloalkyl-(C1-C10)-alkyl; R6is hydrogen, or (C1-C3)-alkyl; R7to R11are each independently hydrogen, halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1- C3)-haloalkoxy; Rdis halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; n is 0, 1, 2, or 3. The combination of components A) and B) and compositions comprising components A) and B) are suitable as herbi- cides. They are suitable as such or appropriately formulated (agrochemical composition). In the methods according to the present invention, the required application rate of the herbicidal malonamide (com- ponent A), depends on the density of the undesired vegetation, on the development stage of the plants, on the cli- matic conditions of the location where the combination or composition is used and on the application method. In general, the application rate of the herbicidal malonamide (component A), is from 1 to 500 g / ha, preferably from 1 to 250 g / ha, more preferably from 2 to 100 g / ha of active substance. In general, the application rate of the safener (component B), is from 1 g / ha to 1000 g / ha, preferably from 2 g / ha to 500 g / ha, more preferably from 5 g / ha to 250 g / ha of active substance, and most preferably from 10 g / ha to 150 g / ha of active substance. The combination of components A) and B) or the compositions comprising the herbicidal malonamide (component A) and the safener (component B), can generally be applied to weeds at any growth stage with good results. In one em- bodiment, the combination of components A) and B) or the compositions comprising the herbicidal malonamide (component A) and the safener (component B), are applied up to growth stage 37 of the weeds, showing effective weed control. Weeds, which are controlled by the method according to the present invention include monocots and dicots, prefera- bly monocots. The present invention relates to a method for selectively controlling weeds in grain crops, including cereals, maize, sorghum and rice. In the method according to the present invention for selectively controlling weeds in grain crops, the combination of components A) and B) and the compositions comprising the herbicidal malonamide (component A) and the safener (component B) can generally be applied post-emergence of the crop. The method of the present invention for selectively controlling weeds in crops has several advantages over methods applying structurally similar herbicides: - The method of the present invention shows superior crop compatibility with certain conventional crop plants, in particular with spring wheat, winter wheat, spring barley, winter barley and corn. - The method of the invention provides for an adequate duration of herbicidal activity, even under difficult weathering conditions, which allows a more flexible application and minimizes the risk of weeds escaping. DETAILED DESCRIPTION OF THE INVENTION As used herein, the terms "controlling" and "combating" are synonyms, referring to inhibition of growth, control of growth, reduction of growth or complete destruction of weeds. As used herein, the term “combination” refers to any combination of components A) and B), including compositions comprising components A) and B). In the context of the present invention, it is immaterial whether the herbicidal ma- lonamide (component A) and the safener (component B) are formulated separately or jointly. It is also immaterial, whether the herbicidal malonamide (component A) and the safener (component B) are applied jointly or separately. In the case of separate application, it is of minor importance, in which order the application takes place. It is only nec- essary, that the components A) and B) of the combination or composition, the herbicidal malonamide and the safener are applied in an effective amount and in a time frame that allows simultaneous action of the components on the plants, preferably within a time-frame of at most 14 days, in particular at most 7 days, very particular at most 1 day. As used herein, the term “composition” refers to compositions or mixtures comprising a herbicidal malonamide A) and a safener B). Different salts of the herbicidal malonamide are considered as the same herbicide compound. As used herein, the term “agrochemical composition” refers to compositions or mixtures comprising a herbicidal ma- lonamide A), a safener B), and one or more auxiliaries customary for crop protection compositions. As used herein "herbicide" refers to one or more agents, compounds and / or compositions having herbistatic and / or herbicidal activity. As used herein, the terms "undesirable vegetation", "undesirable species", "undesirable plants", "harmful plants", "un- desirable weeds", “volunteer plants”, “weeds” or "harmful weeds" are used synonymously. As used herein, “post emergence” refers to an herbicide treatment that is applied to an area after the crop plants have germinated and emerged from the ground or growing medium. As used herein, “pre emergence” refers to an herbicide treatment that is applied to an area before the crop plants have emerged from the ground or growing medium. The present invention is directed to a composition for selective weed control in grain crops, which comprises A) a herbicidal malonamide (component A), selected from a compound of formula (I) wherein R1, R2and R3are each independently hydrogen, halogen, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; and R4is hydrogen or (C1-C6)-alkyl, (C2-C4)-alkenyl, (C3-C4)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C3)- alkyl, phenyl-(C1-C3)-alkyl or furanyl-(C1-C3)-alkyl, where each of the seven last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, CONRbRc, (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; each Rais independently (C1-C6)-alkyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C1- C3)-alkoxy; Rbis hydrogen or has one of the meanings given for Ra; Rcis hydrogen or (C1-C6)-alkyl, (C1-C2)-alkoxy, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycarbonyl-(C1- C6)-alkyl, or (C3-C4)-alkynyl, where each of the six last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, and (C1-C2)-alkoxy; each m is independently 0, 1, 2, 3, 4 or 5; including their agriculturally acceptable salts, stereoisomers and tautomers; and a safener (component B) selected from the group comprising benoxacor, cloquintocet, cyometrinil, cyprosulfa- mide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, BPCMS (CAS 54091-06-4), and compounds of formula (II), including their agriculturally acceptable salts, stereoisomers and tautomers; wherein: A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen, (C1-C10)-alkyl, (C1-C10)-haloalkyl, (C1-C10)-cyanoalkyl, (C2-C10)-alkenyl, (C3-C9)-cycloalkyl, (C3- C9)-cycloalkenyl, (C2-C10)-alkynyl, (C1-C10)-alkoxy-(C1-C10)-alkyl, (C1-C10)-haloalkoxy-(C1-C10)-alkyl, (C1- C10)-alkylthio-(C1-C10)-alkyl, (C1-C10)-alkoxycarbonyl-(C1-C10)-alkyl, aryl, heteroaryl, heterocyclyl-(C1-C10)- alkyl, aryl-(C1-C10)-alkyl, or (C3-C9)-cycloalkyl-(C1-C10)-alkyl; R6is hydrogen, or (C1-C3)-alkyl; R7to R11are each independently hydrogen, halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1- C3)-haloalkoxy; Rdis halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; n is 0, 1, 2, or 3. The present invention is also directed to agrochemical compositions for selective weed control in grain crops, com- prising a herbicidal malonamide (component A), a safener (component B), and one or more auxiliaries customary for crop protection compositions. n addition, the present invention is directed to a method for selectively controlling weeds in grain crops, wherein an effective amount of a combination of a herbicidal malonamide (component A) and a safener (component B) is appliedo the crop cultivation area. The terms used for organic groups in the definition of the variables are, for example the expression "halogen", collec-ive terms which represent the individual members of these groups of organic units. The prefix Cx-Cydenotes the number of possible carbon atoms in the particular case. All hydrocarbon chains can be straight-chain or branched. halogen: fluorine, chlorine, bromine, or iodine, especially fluorine, chlorine or bromine; alkyl and the alkyl moieties of composite groups such as, for example, alkoxy, alkylamino, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl: saturated straight-chain or branched hydrocarbon radicals having 1 to 10 carbon atoms, for example C1-C10-akyl, such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-di- methylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dime-hylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2- dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl; heptyl, octyl, 2- ethylhexyl and positional isomers thereof; nonyl, decyl and positional isomers thereof; haloalkyl: straight-chain or branched alkyl groups having 1 to 10 carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these groups are replaced by halogen atoms as mentioned above. In one embodiment,he alkyl groups are substituted at least once or completely by a particular halogen atom, preferably fluorine, chlorine or bromine. In a further embodiment, the alkyl groups are partially or fully halogenated by different halogen atoms; inhe case of mixed halogen substitutions, the combination of chlorine and fluorine is preferred. Particular preference is given to (C1-C3)-haloalkyl, more preferably (C1-C2)-haloalkyl, such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2- chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl or 1,1,1-trifluoroprop-2-yl; alkenyl and also the alkenyl moieties in composite groups, such as alkenyloxy: unsaturated straight-chain or branched hydrocarbon radicals having 2 to 10 carbon atoms and one double bond in any position. According to thenvention, it may be preferred to use small alkenyl groups, such as (C2-C4)-alkenyl; on the other hand, it may also be preferred to employ larger alkenyl groups, such as (C5-C8)-alkenyl. Examples of alkenyl groups are, for example, C2- C6-alkenyl, such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-pro- penyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pen-enyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl- 2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-pro- penyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5- hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl- 3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pen-enyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3- butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl- 1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1- butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2- propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl; haloalkenyl: alkenyl groups as mentioned above which are partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example 2-chloroprop-2-en-1-yl, 3-chloroprop-2-en-1-yl, 2,3-dichloroprop-2-en-1-yl, 3,3-dichloro- prop-2-en-1-yl, 2,3,3-trichloro-2-en-1-yl, 2,3-dichlorobut-2-en-1-yl, 2-bromoprop-2-en-1-yl, 3-bromoprop-2-en-1-yl, 2,3-dibromoprop-2-en-1-yl, 3,3-dibromoprop-2-en-1-yl, 2,3,3-tribromo-2-en-1-yl or 2,3-dibromobut-2-en-1-yl; alkynyl and the alkynyl moieties in composite groups, such as alkynyloxy: straight-chain or branched hydrocarbon groups having 2 to 10 carbon atoms and one or two triple bonds in any position, for example C2-C6-alkynyl, such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3- pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2- propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3- pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2- dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-me-hyl-2-propynyl; haloalkynyl: alkynyl groups as mentioned above which are partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example 1,1-difluoroprop-2-yn-1-yl, 3-chloroprop-2-yn-1-yl, 3-bromoprop-2-yn-1-yl, 3-iodoprop-2- yn-1-yl, 4-fluorobut-2-yn-1-yl, 4-chlorobut-2-yn-1-yl, 1,1-difluorobut-2-yn-1-yl, 4-iodobut-3-yn-1-yl, 5-fluoropent-3-yn- 1-yl, 5-iodopent-4-yn-1-yl, 6-fluorohex-4-yn-1-yl or 6-iodohex-5-yn-1-yl; cycloalkyl and also the cycloalkyl moieties in composite groups: mono- or bicyclic saturated hydrocarbon groups hav- ing 3 to 10, in particular 3 to 6, carbon ring members, for example C3-C6-cycloalkyl, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl. Examples of bicyclic radicals comprise bicyclo[2.2.1]heptyl, bicy- clo[3.1.1]heptyl, bicyclo[2.2.2]octyl and bicyclo[3.2.1]octyl. In this connection, optionally substituted C3-C8-cycloalkyl means a cycloalkyl radical having from 3 to 8 carbon atoms, in which at least one hydrogen atom, for example 1, 2, 3, 4 or 5 hydrogen atoms, is / are replaced by substituents which are inert under the conditions of the reaction. Exam- ples of inert substituents are CN, C1-C6-alkyl, C1-C4-haloalkyl, C1-C6-alkoxy, C3-C6-cycloalkyl, and C1-C4-alkoxy-C1- C6-alkyl; halocycloalkyl and the halocycloalkyl moieties in halocycloalkoxy, halocycloalkylcarbonyl and the like: monocyclic saturated hydrocarbon groups having 3 to 10 carbon ring members (as mentioned above) in which some or all of the hydrogen atoms may be replaced by halogen atoms as mentioned above, in particular fluorine, chlorine and bromine; cycloalkoxy: cycloalkyl groups as mentioned above which are attached via an oxygen; alkoxy and also the alkoxy moieties in composite groups, such as alkoxyalkyl: an alkyl group as defined above which is attached via an oxygen, preferably having 1 to 10, more preferably 2 to 6, carbon atoms. Examples are: methoxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy, and also for example, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2- dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethyl- butoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy or 1- ethyl-2-methylpropoxy; haloalkoxy: alkoxy as defined above, where some or all of the hydrogen atoms in these groups are replaced by halo- gen atoms as described above under haloalkyl, in particular by fluorine, chlorine or bromine. Examples are OCH2F, OCHF2, OCF3, OCH2Cl, OCHCl2, OCCl3, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluo- roethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoro- ethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, OC2F5, 2-fluoropropoxy, 3- fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2- bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH2-C2F5, OCF2-C2F5, 1-(CH2F)-2- fluoroethoxy, 1-(CH2Cl)-2-chloroethoxy, 1-(CH2Br)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy; and also 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy or dodecafluorohexoxy; hydroxyl: OH group which is attached via an O atom; cyano: CN group which is attached via an C atom; nitro: NO2group which is attached via an N atom. The preferred embodiments of the invention mentioned herein below have to be understood as being preferred either independently from each other or in combination with one another. In the context of the present invention, the herbicidal malonamides (component A) and safeners (component B) can be employed as such or in the form of their agriculturally acceptable salts. Suitable are, in general, the salts of those cations and the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the activity of the active compounds. Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by C1-C4- alkyl, hydroxy-C1-C4-alkyl, C1-C4-alkoxy-C1-C4-alkyl, hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diethylammonium, diisopropylammonium, trimethylammonium, triethylammonium, tris(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradec- ylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine salt), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltri- ethylammonium, N,N,N-trimethylethanolammonium (choline salt), furthermore phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, such as trimethylsulfonium, and sulfoxonium ions, preferably tri(C1-C4-alkyl)sul- foxonium, and finally the salts of polybasic amines such as N,N-bis-(3-aminopropyl)methylamine and diethylenetri- amine. Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogensulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluoro- phosphate, benzoate and also the anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyr- ate. Safener components B as described herein having a carboxyl group (e.g. cloquintocet, isoxadifen or mefenpyr) can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative, for example as amides, such as mono- and di-C1-C6-alkylamides or arylamides, as esters (e.g. cloquintocet-mexyl, isoxadifen-ethyl or mefenpyr-diethyl), for example as allyl esters, pro- pargyl esters, C1-C10-alkyl esters, alkoxyalkyl esters, tefuryl ((tetrahydrofuran-2-yl)methyl) esters and also as thioe- sters, for example as C1-C10-alkylthio esters. Preferred mono- and di-C1-C6-alkylamides are the methyl and the dime- thylamides. Preferred arylamides are, for example, the anilides and the 2-chloroanilides. Preferred alkyl esters are, for example, the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl), meptyl (1-methylhep- tyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters. Preferred C1-C4-alkoxy-C1-C4-alkyl esters are the straight-chain or branched C1-C4-alkoxy ethyl esters, for example the 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butotyl), 2-butoxy- propyl or 3-butoxypropyl ester. An example of a straight-chain or branched C1-C10-alkylthio ester is the ethylthio es- ter. If the components A or B as described herein are capable of forming geometrical isomers, for example E / Z isomers, it is possible to use both, the pure isomers and mixtures thereof, in the combinations or compositions according to the invention. the components A or B as described herein have one or more centers of chirality and, as a consequence, are pre- ent as enantiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the combinations or compositions according to the invention. the components A or B as described herein can form tautomers by hydrogen displacement which would not be for- mally covered by the general formulae (I) or (II), these tautomers are nevertheless encompassed by the definition ofhe compounds of the general formulae (I) or (II) according to the invention, unless a particular tautomer is the sub-ect of consideration. Thus, for example, many carbonyl compounds can be present both in the keto form and in the nol form, both forms being encompassed by the definition of the compound of the general formulae (I) and (II). he malonamide compounds of formula (I) have several centers of chirality and, as a consequence, are present as iastereomers. n the context of the present invention, malonamide compounds of formula (I), wherein the substituents of the cyclo- entene are oriented in the same direction (cis-diastereomers I.a and I.b), are preferred components A of the combi- ations or compositions. he cis-diastereomer I.a is particularly preferred. epending on the stereochemical orientation of the methoxy group (R or S), the cis-diastereomers I.a and I.b are resent as epimer / diastereomer mixtures (I.a.R + I.a.S; I.b.R + I.b.S) in varying ratios. ccordingly, compounds I.a.R, I.a.S, I.b.R, I.b.S, and respective epimer / diastereomer mixtures are particularly pre-erred as component A in the compositions and methods of the present invention. n the context of the present invention, any ratio of the malonamide compound of formula (I) epimers in the respec- ve epimer / diastereomer mixtures is contemplated and useful in the compositions and methods for selective weed ontrol in grain crops. Non-limiting examples for ratios of the epimers in the respective epimer / diastereomer mixtures are 100: 0, 99.9:0.1, 99.5:0.5, 99:1, 98:2, 95:5, 90:10, 80:20, 70:30, 60:40, 55:45, 50:50, 45:55, 40:60, 30:70, 20:80, 10:90, 5:95, 2:98, 1:99, 0.5:99.5, 0.1:99.9, 0:100. In some embodiments, the ratio of the epimers in the respective epimer / diastereomer mixtures is 95:5 or 50:50 + / - 10 % respectively. n the context of the present invention, epimer / diastereomer mixtures I.a.R + I.a.S in varying ratios as listed above re particularly preferred components A in the compositions and methods according to the present invention; in very articularly preferred epimer / diastereomer mixtures, the percentage of the S-epimer in the epimer / diastereomer mix-ure is equal to or larger than the percentage of the R-epimer. For example, the S-epimer can be in the range of, 50- 00%, 60 to 100%, 70 to 100%, 80 to 100%, 90 to 100% or 95% + / - 5%, wherein the sum of the S- and the R-epimers 100%. he malonamide compounds of formula (I) are known from WO2021 / 170464. According to particular embodiments ofhe invention, preference is given to those compounds of formula (I) wherein the variables, either independently of ne another or in combination with one another, have the following meanings: Preferred components A (herbicidal malonamides) in the combinations or compositions according to the invention re compounds of formula (I), wherein R1is selected from the group consisting of hydrogen, halogen, (C1-C3)-alkyl,C1-C3)-haloalkyl, (C1-C3)-alkoxy, and (C1-C3)-haloalkoxy. In a particularly preferred embodiment, R1is selected fromhe group consisting of hydrogen, halogen, and (C1-C3)-haloalkoxy. In a very particularly preferred embodiment, R1is alogen, e.g. fluorine or chlorine. Preferred components A in the combinations or compositions according to the invention are compounds of formula ), wherein R2is hydrogen.Preferred components A in the combinations or compositions according to the invention are compounds of formula ), wherein R3is selected from the group consisting of hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)- lkoxy, and (C1-C3)-haloalkoxy. In a particularly preferred embodiment, R3is selected from the group consisting of ydrogen, halogen, and (C1-C3)-haloalkoxy. In a very particularly preferred embodiment, R3is halogen, e.g. fluorine r chlorine. Preferred components A in the combinations or compositions according to the invention are compounds of formula, wherein R4is selected from the group consisting of hydrogen, (C1-C6)-alkyl, and (C3-C6)-cycloalkyl. In a particularlyeferred embodiment, R4is selected from the group consisting of hydrogen, methyl, ethyl, isopropyl, cyclopropyl, and clobutyl. In the most preferred embodiment, R4is selected from the group consisting of hydrogen, methyl and iso-opyl. eferred components A in the combinations or compositions according to the invention are compounds of formula, wherein the substituents have the following meanings: is selected from the group consisting of hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy and (C1- )-haloalkoxy; is hydrogen; is selected from the group consisting of hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy and (C1- )-haloalkoxy; and is selected from the group consisting of hydrogen, (C1-C6)-alkyl, and (C3-C6)-cycloalkyl.urther preferred components A in the combinations or compositions according to the invention are compounds ofrmula (I), wherein the substituents have the following meanings: is selected from the group consisting of hydrogen, halogen, and (C1-C3)-haloalkoxy;is hydrogen;is selected from the group consisting of hydrogen, halogen, and (C1-C3)-haloalkoxy; andis selected from the group consisting of hydrogen, (C1-C6)-alkyl, and (C3-C6)-cycloalkyl.urther particularly preferred components A in the combinations or compositions according to the invention are com- unds of formula (I), wherein the substituents have the following meanings: is hydrogen or halogen;is hydrogen;is halogen; andis selected from the group consisting of hydrogen, methyl, ethyl, isopropyl, cyclopropyl, and cyclobutyl. urther particularly preferred components A in the combinations or compositions according to the invention are com- unds of formula (I), wherein the substituents have the following meanings: is halogen;is hydrogen;is halogen; andis selected from the group consisting of hydrogen, methyl, ethyl, isopropyl, cyclopropyl, and cyclobutyl. ery particularly preferred components A in the combinations or compositions according to the invention are com- unds of formula (I), wherein the substituents have the following meanings: R1is fluorine or chlorine;

[0010] R2is hydrogen;

[0011] R3is fluorine or chlorine; and

[0012] R4is selected from the group consisting of hydrogen, methyl, and isopropyl.

[0013] Further very particularly preferred components A in the combinations or compositions according to the invention are compounds of formula (I), wherein the substituents have the following meanings:

[0014] R1is chlorine;

[0015] R2is hydrogen; R3is chlorine; and

[0016] R4is selected from the group consisting of hydrogen, methyl, and isopropyl.

[0017] Most preferred components A in the combinations or compositions according to the invention are compounds of for- mulae (l.a.1 ) to (l.a.23) and combinations of the respective stereoisomers:

[0018]

[0019]

[0020] Safeners are chemical compounds which prevent or reduce damage on useful plants (crops) without having a major impact on the herbicidal action of the herbicidal active components of the present combinations or compositions to- wards unwanted plants. They can be applied either before sowings (e.g. on seed treatments, shoots or seedlings) or in the pre-emergence application or post-emergence application of the crop. The safeners and the compounds of formula (I) can be applied simultaneously or in succession. Preferred components B (safeners) in the combinations or compositions according to the invention are safeners se- lected from the group consisting of benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, and compounds of formula (II), wherein A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen or (C1-C3)-alkyl, preferably hydrogen, methyl or ethyl: R6is hydrogen or methyl, preferably hydrogen; R7is hydrogen, halogen or (C1-C3)-alkoxy, preferably fluorine, chlorine or methoxy; R8is hydrogen or halogen, preferably hydrogen; R9is hydrogen, halogen or (C1-C3)-alkoxy, preferably hydrogen, fluorine, or chlorine; R10is hydrogen or halogen, preferably hydrogen; R11is hydrogen, halogen or (C1-C3)-alkoxy, preferably hydrogen, fluorine, chlorine, or methoxy; Rdis halogen, (C1-C3)-alkyl, (C3-C4)-cycloalkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy; n is 1 or 2. More preferred components B (safeners) in the combinations or compositions according to the invention are safeners elected from the group consisting of benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim,urilazole, isoxadifen, mefenpyr, naphtalic anhydride, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, and ompounds of formula (II), wherein A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen or methyl; R6is hydrogen; R7is fluorine or chlorine; R8is hydrogen; R9is hydrogen, fluorine or chlorine; R10is hydrogen; R11is hydrogen; Rdis halogen, preferably fluorine or chlorine; n is 1 or 2. Preferred components B (safeners) in the combinations or compositions according to the invention are safeners se-ected from the group consisting of compounds of formula (II), wherein A is -CH- or -N-; Q is selected from Q1, Q2, Q3and Q4, preferably Q1and Q3, which are substituted by n radicals from the group consisting of Rd R5is hydrogen or methyl; R6is hydrogen; R7is fluorine or chlorine; R8is hydrogen; R9is hydrogen, fluorine or chlorine; R10is hydrogen; R11is hydrogen; Rdis halogen, preferably fluorine or chlorine; n is 1 or 2. Particularly preferred components B (safeners) in the combinations or compositions according to the invention are safeners selected from the group consisting of cloquintocet, cloquintocet-mexyl, cyprosulfamide, isoxadifen, isoxa- difen-ethyl, mefenpyr, mefenpyr-diethyl, and compounds of formula (II), wherein A is -CH- or N; Q is selected from Q1a, Q1b, Q1c, Q1d, Q1e, Q3a, Q3b, preferably from Q1b, Q1c, and Q3a; R5is hydrogen or methyl; R6is hydrogen; R7is fluorine or chlorine; R8is hydrogen; R9is hydrogen, fluorine or chlorine; R10is hydrogen; R11is hydrogen. Very particularly preferred components B in the combinations or compositions according to the invention are safen- ers selected from the group consisting of cyprosulfamid, isoxadifen, isoxadifen-ethyl, cloquintocet, cloquintocet- mexyl, mefenpyr, mefenpyr-diethyl, and compounds of formulae (II. a) to (II. h):

[0021] In a preferred embodiment, safeners selected from the group consisting of cyprosulfamid, isoxadifen, isoxadifen- ethyl, cloquintocet, cloquintocet-mexyl, mefenpyr, and mefenpyr-diethyl are employed as components B in the combi- nations or compositions according to the invention. In another preferred components B in the combinations or compositions according to the invention are safeners se- lected from the group consisting of cloquintocet, cloquintocet-mexyl, mefenpyr, mefenpyr-diethyl, and compounds of formulae (II. a) to (II. h):

[0022]

[0023] Most preferred components B in the combinations or compositions according to the invention are safeners selected from the group consisting of cloquintocet, cloquintocet-mexyl, mefenpyr, and mefenpyr-diethyl. The active components B are known safeners, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995;

[0024] W. H. Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K. K. Hatzios, Herbi- cide Handbook, Supplement for the 7th edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloro- acetyl)-1 ,3-oxazolidine [CAS No. 52836-31-4] is also referred to as R-29148. 4-(Dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane [CAS No. 71526-07-3] is also referred to as AD-67 and MON 4660.

[0025] The compounds of formula (II) are known from WO2022 / 38194, WO2022 / 96442, WO2022 / 96445, WO2022 / 96446, WO2022 / 96449 and WC2022 / 96450. According to a preferred embodiment of the invention, the combination or composition comprises as safening compo- nent B at least one, preferably exactly one safener B. According to another preferred embodiment of the invention, the combination or composition comprises as compo- nent A at least one, preferably exactly one compound of formula (I), preferably of formulae (l.a.1) to (l.a.23) and com- binations of the respective stereoisomers as shown above, and as component B at least one, preferably exactly one, safener B. Particularly preferred safeners, which, as component B, are constituent of the combinations or compositions accord- ing to the invention, are the safeners as defined above; in particular the safeners B.1 - B.25 listed below in table 1 :

[0026] Table 1

[0027] The weight ratios of the individual components in the preferred combinations or compositions mentioned below are within the limits given herein, in particular within the preferred limits. Particularly preferred are the combinations or compositions C (C.1 to C.966) mentioned below comprising as compo- nents A (A) the compounds of formula I, and as component B (B) the safeners as defined in the respective row of Table 2;

[0028] Table 2 (C.1 to C.966):

[0029] The combinations or compositions according to the invention are suitable as herbicides. They are suitable as such or as an appropriately formulated composition (agrochemical composition).

[0030] The combinations or compositions according to the invention comprising a herbicidal malonamide as component A and a safener as component B contain the components A and B generally in a weight ratio [w / w] from 25:1 to 1 :25, preferably in a weight ratio [w / w] from 20:1 to 1 :10 and more preferably in a weight ratio [w / w] from 15:1 to 1 :5.

[0031] The skilled person will acknowledge that the preferred ratio range of component A to component B for any of the combinations or compositions listed in Table 2 (C.1 to C.966) above is likely to be from 15: 1 to 1 : 5. It should be noted that each ratio can be further optimized depending on the mixture partners. Therefore, ratios such as 15: 1 , 14: 1 , 13: 1 , 12: 1 , 11 : 1 , 10: 1 , 9:1 , 8:1 , 7:1 , 6:1 , 5:1 , 4:1 , 3: 1 : 2: 1 , 1 : 1 , 1 :2, 1 :3, 1 :4 and 1 :5 are also envisaged in the context of the present invention.

[0032] In the methods according to the present invention, the required application rate of the combinations or compositions comprising a herbicidal malonamide as component A and a safener as component B, depends on the density of the undesired vegetation, on the development stage of the plants, on the climatic conditions of the location where the composition is used and on the application method.

[0033] In general, the application rate of the herbicidal malonamide as component A of the combinations or compositions (total amount of component A) is from 1 g / ha to 300 g / ha, preferably from 2 g / ha to 150 g / ha, more preferably from 4 g / ha to 10Og / ha of active substance.

[0034] In one embodiment of the method according to present invention, the combination or composition is applied pre- emergence of the crop with an application rate of component A of 1 g / ha to 250 g / ha, e.g. 2.5 g / ha to 250 g / ha.

[0035] In a particular embodiment of the method according to present invention, the combination or composition is applied post-emergence of the crop with an application rate of component A of 1 g / ha to 100 g / ha, preferably with an applica- tion rate of 2 g / ha to 75 g / ha, more preferably with an application rate of 4 g / ha to 64 g / ha.

[0036] In general, the application rate of the safener as component B of the combinations or compositions (total amount of component B) is from 1 g / ha to 1000 g / ha, preferably from 2 g / ha to 500 g / ha, more preferably from 5 g / ha to 250 g / ha of active substance, and most preferably from 10 g / ha to 150 g / ha.

[0037] In another embodiment, the application rate of the safener (component B) is from 1 g / ha to 500 g / ha, preferably from 2 g / ha to 200 g / ha, more preferably from 5 g / ha to 100 g / ha of active substance. The recitation of ranges of values is a way of referring to each separate value within the range. This means that each individual value within the range is included in the specification as if it were individually recited. The range includes the endpoints, and any combination of values within the range can be used independently. When referring to numeri- cal values or numerical ranges, integers and fractions within the range are included unless the context clearly indi- cates otherwise.

[0038] Exemplary for application rates, a range of 1 g / ha to 100 g / ha includes all application rates with values between 1 and 100, i.e. 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31 ,

[0039] 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62,

[0040] 63, 64, 65, 66, 67, 68, 69, 70, 71 , 72, 73, 74, 75, 76, 77, 78, 79, 80, 81 , 82, 83, 84, 85, 86, 87, 88, 89, 90, 91 , 92, 93, 94, 95, 96, 97, 98, and 99, as well as values like 30.1, 35.4, 42.5, 48,8 and so on.

[0041] Non-limiting examples (1-468) for application rates of particular components A (I .a.1 ) and B (B2, B3, B12, B13) in the methods according to the present invention for selectively controlling weeds in the cultivation area of grain crops are provided in Table 3. Table 3:

[0042] In the examples according to table 3, the weight ratio of the components A (l.a.1) and B (B2 or B3) is from 15:1 to 1:1.2, e.g. 15:1, 14:1, 13:1, 12:1, 11 :1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1 :1, 1 :1.2.

[0043] In the examples according to table 3, the weight ratio of the components A (l.a.1) and B (B12 or B13) is from 8:1 to 1 :1.9, e.g. 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1 :1, 1 :1.9.

[0044] Further non-limiting examples for application rates of particular components A (l.a.2) and B (B2, B3, B12, or B13) in the methods according to the present invention for selectively controlling weeds in the cultivation area of grain crops are Examples 469 to 936, which differ from Examples 1 to 468 in Table 3, in that they comprise compound l.a.2 in- stead of compound l.a.1 as component A.

[0045] Further non-limiting examples for application rates of particular components A (l.a.3) and B (B2, B3, B12, or B13) in the methods according to the present invention for selectively controlling weeds in the cultivation area of grain crops are Examples 937 to 1404, which differ from Examples 1 to 468 in Table 3, in that they comprise compound l.a.3 in- stead of compound l.a.1 as component A.

[0046] In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drenching seed, safener B is generally required in an amount from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kilogram of plant propagation material (preferably seeds).

[0047] The above-mentioned application rates of components A and B indicate the amount of active agent without auxilia- ries such as carrier material or surfactants.

[0048] If not stated otherwise, the combinations or compositions according to the present invention are suitable for applica- tion in any variety of crops as outlined herein.

[0049] Examples of suitable crops are the following:

[0050] Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Avena sativa, Beta vulgaris spec, altissima, Beta vulgaris spec, rapa, Brassica napus var. napus, Brassica napus var. napobrassica, Brassica rapa var. silvestris, Brassica oleracea, Brassica nigra, Camellia sinensis, Carthamus tinctorius, Carya illinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium her- baceum, Gossypium vitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec., Manihot escu- lenta, Medicago sativa, Musa spec., Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus spec., Pistacia vera, Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Prunus armeniaca, Prunus cerasus, Prunus dulcis and prunus domestica, Ribes sylvestre, Ricinus com- munis, Saccharum officinarum, Secale cereale, Sinapis alba, Solanum tuberosum, Sorghum bicolor (s. vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticale, Triticum durum, Vicia faba, Vitis vinifera, Zea mays.

[0051] The combinations or compositions according to the present invention are particularly suitable for controlling weeds in fields of sugar cane and grain crops, such as cereals (small crops) such as wheat {Triticum aestivum) and wheat-like crops such as durum (T. du- rum), einkorn (T. monococcum), emmer (T. dicoccori) and spelt (T. spelta), rye {Secale cereale), triti- cale {Tritiosecale), barley {Hordeum vulgare),' maize (corn; Zea mays),' sorghum (e.g. Sorghum bicolouf),' rice {Oryza spp. such as Oryza sativa and Oryza glaberrima),'

[0052] The combinations or compositions according to the present invention are very particularly suitable for controlling weeds in fields of cereals, maize, sorghum and rice.

[0053] According to preferred embodiments of the invention, an effective amount of a combination or composition selected from C.1 to C.966, is applied to the crop cultivation area, where wheat, durum, einkorn, emmer, spelt, rye, triticale, or barley, preferably barley or wheat, was planted.

[0054] According to particularly preferred embodiments of the invention, an effective amount of a combination or composi- tion selected from C.1 to C.7, C.15 to C.21, C.29 to C.35, C.43 to C.49, C.57 to C.63, C.71 to C.77, C.85 to C.91, C.99 to C.105, C.113 to C.119, C.127 to C.133, C.141 to C.147, C.155 to C.161, C.169 to C.175, C.183 to C.189, C.197 to C.203, C.211 to C.217, C.225 to C.231, C.239 to C.245 is applied to the crop cultivation area, where wheat, durum, einkorn, emmer, spelt, rye, triticale, or barley, preferably barley or wheat, was planted.

[0055] According to very particularly preferred embodiments of the invention, an effective amount of a combination or com- position selected from C.1, C.2, C.6, C.7, C.15, C.16, C.20, C.21, C.29, C.30, C.34, C.35, C.43, C.44, C.48, C.49, C.57, C.58, C.62, C.63, C.71, C.72, C.76, C.77, C.85, C.86, C.90, C.91, C.99, C.100, C.104, C.105, C.113, C.114, C.118, and C.119, and preferably selected from C.1, C.2, C.6, C.7, C.43, C.44, C.48, C.49, C.85, C.86, C.90, and C.91, is applied to the crop cultivation area, where wheat, durum, einkorn, emmer, spelt, rye, triticale, or barley, pref- erably barley or wheat, was planted.

[0056] If not stated otherwise, the herbicide A is suitable for application in any variety of grain crops as outlined herein. The combinations or compositions according to the invention can also be used in crops which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait. The term "crops" as used herein includes also (crop) plants which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.

[0057] Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis, in order to create mutations at a specific locus of a plant genome. Targeted mutagenesis techniques frequently use oligonucleotides or proteins like CRISPR / Cas, zinc-finger nucleases, TALENs or mega- nucleases to achieve the targeting effect.

[0058] Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which un- der natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination. Typi- cally, one or more genes are integrated into the genome of a plant in order to add a trait or improve a trait. These integrated genes are also referred to as transgenes in the art, while plant comprising such transgenes are referred to as transgenic plants. The process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific "event”, which is referred to by a specific event name. Traits which have been introduced in plants or hae been modified include in particular herbicide tolerance, insect re- sistance, increased yield and tolerance to abiotic conditions, like drought.

[0059] Herbicide tolerance has been created by using mutagenesis as well as using genetic engineering. Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbicides by conventional methods of mutagenesis and breeding comprise plant varieties commercially available under the name Clearfield®. However, most of the herb- icide tolerance traits have been created via the use of transgenes.

[0060] Herbicide tolerance has been created to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides, like bro- moxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors, like isoxaflutole and mesotrione.

[0061] Transgenes which have been used to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621 and goxv247, for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 and aad-12, for tolerance to dicamba: dmo, for tolerance to oxynil herbicies: bxn, for tolerance to sulfonylurea herbicides: zm-hra, csr1 -2, gm-hra, S4-HrA, for tolerance to ALS inhibitor herbi- cides: csr1 -2, for tolerance to HPPD inhibitor herbicides: hppdPF, W336 and avhppd-03.

[0062] Transgenic corn events comprising herbicide tolerance genes are for example, but not excluding others, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411 , MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHGOJG, HCEM485, VCO-01981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351 , DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.

[0063] Transgenic soybean events comprising herbicide tolerance genes are for example, but not excluding others, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21 , A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHT0H2, W62, W98, FG72 and CV127.

[0064] Transgenic cotton events comprising herbicide tolerance genes are for example, but not excluding others, 19- 51 a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211 , BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701 , MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40.

[0065] Transgenic canola events comprising herbicide tolerance genes are for example, but not excluding others, MON88302, HCR-1 , HCN10, HCN28, HCN92, MS1 , MS8, PHYU, PHY23, PHY35, PHY36, RF1 , RF2 and RF3.

[0066] Insect resistance has mainly been created by transferring bacterial genes for insecticidal proteins to plants. Transgenes which have most frequently been used are toxin genes of Bacillus spec, and synthetic variants thereof, like cry1 A, cry 1 Ab, cry1Ab-Ac, crylAc, cry 1 A.105, cry 1 F, cry 1 Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1 , cry34Ab1 , cry35Ab1 , cry9C, vip3A(a), vip3Aa20. However, also genes of plant origin have been transferred to other plants. In particular genes coding for protease inhibitors, like CpTI and pinll. A further approach uses transgenes in order to produce double stranded RNA in plants to target and downregulate insect genes. An example for such a transgene is dvsnf7.

[0067] Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA are for example, but not excluding others, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411 , MON88017, MON89034, 33121 , 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418 and MZIR098.

[0068] Transgenic soybean events comprising genes for insecticidal proteins are for example, but not excluding others, MON87701, MON87751 and DAS-81419.

[0069] Transgenic cotton events comprising genes for insecticidal proteins are for example, but not excluding others, SGK321, MON531 , MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601 , Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119 and SGK321.

[0070] Increased yield has been created by increasing ear biomass using the transgene athbl 7, being present in corn event MON87403, or by enhancing photosynthesis using the transgene bbx32, being present in the soybean event MON87712.

[0071] Crops comprising a modified oil content have been created by using the transgenes: gm-fad2-1 , Pj.D6D, Nc.Fad3, fad2-1 A and fatbl -A. Soybean events comprising at least one of these genes are: 260-05, MON87705 and MON87769.

[0072] Tolerance to abiotic conditions, in particular to tolerance to drought, has been created by using the transgene cspB, comprised by the corn event MON87460 and by using the transgene Hahb-4, comprised by soybean event IND- 00410-5.

[0073] Traits are frequently combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred combination of traits are herbicide tolerance to different groups of herbicides, insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, herbicide toler- ance with one or several types of insect resistance, herbicide tolerance with increased yield as well as a combination of herbicide tolerance and tolerance to abiotic conditions.

[0074] Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art. For example, detailed information as to the mutagenized or integrated genes and the respective events are available from websites of the organizations "International Service for the Acquisition of Agri-biotech Applications (ISAAA)” (http: / / www.isaaa.org / gmapprovaldatabase) and the "Center for Environmental Risk Assessment (CERA)” (http: / / cera-gmc.org / GMCropDatabase), as well as in patent applications, like EP3028573 and WC2017 / 011288.

[0075] The use of combinations and compositions according to the invention on crops may result in effects which are spe- cific to a crop comprising a certain gene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abiotic stress factors. Such effects may in particular comprise enhanced yield, en- hanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid pathogens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.

[0076] Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve raw material production, e.g., potatoes that produce increased amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).

[0077] The method according to the present invention is useful for controlling a large variety of harmful plants (undesired vegetation), including monocotyledonous weeds and dicotyledonous weeds, in particular, for controlling weeds, which are selected from the genera Abutilon, Alisma, Alopecurus, Amaranthus, Ambrosia, Ammania, Ammi, Aneilema, Anthemis, Apera, Atriplex, Avena, Barbarea, Bidens, Brassica, Bromus, Bunias, Butomus, Capsella, Cen- taurea, Chenopodium, Cirsium, Commelina, Conium, Convolvolus, Cyperus, Datura, Daucus, Descurainia, Digitaria, Echinochloa, Eleusine, Fumaria, Galinsoga, Galium, Geranium, Helianthus, Heliotropium, Heteranthera, Hibiscus, Hordeum, Lamium, Leptochloa, Leersia, Lolium, Lycopsis, Matricaria, Mercurialis, Orobanche, Oryza, Panicum, Pa- paver, Poa, Polygonum, Portulaca, Raphanus, Scirpus, Setaria, Sinapis, Solanum, Sonchus, Sorghum, Sisymbrium, Stachys, Stellaria, Thlaspi, Triticum, Veronica, Viola, and Xanthium.

[0078] According to one embodiment, the method according to the present invention is useful for controlling monocotyle- donous weeds, in particular for controlling monocotyledonous weeds, which are selected from the families Poaceae (Gramineae), commonly known as grasses, Cyperaceae, commonly known as sedges, and Commelinaceae.

[0079] According to one embodiment of the present invention, where the grain crop is maize, weeds including but not limited to the following species are selectively controlled: Abutilon theophrasti, Agropyron repens, Alopecurus myosuroides, Amaranthus hybridus, Amaranthus retroflexus, Ambrosia artemisiifolia, Ambrosia trifida, Anagallis arvensis, Anchusa officinalis, Artemisia vulgaris, Atriplex patula, Bidens pilosa, Brachiaria decumbens, Brachiaria platyphylla, Brassica napus, Calystegia sepium, Capsella bursa-pastoris, Cenchrus echinatus, Chenopodium album, Chenopodium ficifo- lium, Chenopodium hybridum, Cirsium arvense, Convolvulus arvensis, Conyza bonariensis, Conyza canadensis, Cynodon dactylon, Cyperus esculentus, Datura stramonium, Digitaria sanguinalis, Echinochloa coIonum, Echi- nochloa crus-galli, Eguisetum arvensis, Euphorbia heterophylla, Galinsoga ciliata, Galinsoga parviflora, Galium apa- rine, Geranium dissectum, Helianthus annuus, Ipomoea hederacea, Ipomoea purpurea, Iva xanthiifolia, Kochia sco- paria, Lamium amplexicaule, Lamium purpureum, Matricaria inodora, Panicum dichotomiflorum, Pennisetum glau- cum, Phalaris paradoxa, Poa annua, Polygonum aviculare, Polygonum convolvulus, Polygonum lapathifolium, Polyg- onum persicaria, Raphanus raphanistrum, Setaria faberi, Setaria glauca, Setaria verticillata, Setaria viridis, Sinapis arvensis, Solanum nigrum, Sonchus arvensis, Sorghum bicolor, Sorghum halepense, Stachys annua, Stellaria me- dia, Symphytum officinale, Thlaspi arvense, Veronica hederifolia, Veronica persica, Viola arvensis, Xanthium stru- marium.

[0080] According to one embodiment of the present invention, where the grain crop is rice, weeds including but not limited to the following species are selectively controlled: Brachiaria platyphylla, Cenchrus echinatus, Cynodon dactylon, Cyperus esculentus, Echinochloa coIonum, Echinochloa crus-galli, Eleusine indica, Euphorbia heterophylla, Pennise- tum glaucum, Setaria glauca, Phalaris minor, Setaria faberi, Setaria verticillata, Xanthium strumarium.

[0081] According to one embodiment of the present invention, where the grain crop is a cereal crop, in particular barley or wheat, weeds including but not limited to the following species are selectively controlled: Aegilops cylindrica, Agropy- ron repens, Alopecurus myosuroides, Amaranthus retroflexus, Anthemis arvensis, Apera spica-venti, Avena fatua, Brassica napus, Bromus secalinus, Bromus sterilis, Bromus tectorum, Capsella bursa-pastoris, Centaurea cyanus, Chenopodium album, Chenopodium ficifolium, Chenopodium hybridum, Cirsium arvense, Convolvulus arvensis, Co- nyza bonariensis, Conyza canadensis, Cyperus esculentus, Descurainia sophia, Echinochloa crus-galli, Eleusine indica, Eguisetum arvensis, Galeopsis tetrahit, Galium aparine, Geranium dissectum, Kochia scoparia, Lamium am- plexicaule, Lamium purpureum, Lolium multiflorum, Lolium rigidum, Malva neglecta, Matricaria inodora, Panicum di- chotomiflorum, Pennisetum glaucum, Phalaris minor, Phalaris paradoxa, Poa annua, Poa pratensis, Polygonum avic- ulare, Polygonum convolvulus, Polygonum lapathifolium, Polygonum persicaria, Raphanus raphanistrum, Rumex obtusifolius, Setaria glauca, Setaria viridis, Sinapis arvensis, Sonchus arvensis, Sonchus asper, Sonchus oleraceus, Stellaria media, Thlaspi arvense, Urtica dioica, Veronica hederifolia, Veronica persica, Viola arvensis.

[0082] According to a preferred embodiment of the present invention, where the grain crop is maize, weeds including but not limited to the following monocotyledonous species are selectively controlled: Cenchrus pauciflorus, Chloris virgata, Commelina erecta, Cynodon dactylon, Cyperus spp, Echinocloa coIonum, Sorghum halepense, Trichloris crinita, Dig- itaria insularis, Zea mays (Volunteer), Urochloa or, rachiaria decumbens, Cenchrus echinatus, Commelina bengha- lensis, Avena strigosa, Pennisetum americanum, Panicum maximum, Echinochloa crus-galli, Urochloa or Brachiaria platyphylla, Digitaria spp, Panicum spp„ Setaria faberi, Eleusine indica, Sorghum halepense, Lolium multiflorum, Lo- lium spp, Urochloa or Brachiaria spp, Cynodon dactylon, Dactyloctenium aegyptium, Digitaria sanguinalis, Setaria viridis, Commelina communis , Rottboellia cochinchinensis, Setaria spp., Agropyron orElymus repens, Digitaria hori- zontalis, Urochloa or Brachiaria plantaginea, Leptochloa filiformis, Leptochloa, Echinochloa spp., Urochloa or Brachi- aria spp., Echinochloa colona, Setaria verticillata.

[0083] According to a preferred embodiment of the present invention, where the grain crop is rice, weeds including but not limited to the following monocotyledonous species are selectively controlled: Commelina communis, Echinochloa oryzicola, Vasing, Echinochloa crus-galli, Paspalum distichum, Leersia japonica, Leptochloa chinensis, Ischaemum rogusum, Eleusine indica, Leptochloa fascicularis, Oryza sativa, Echinochloa colona, Digitaria horizontalis, Urochloa or Brachiaria plantaginea, Leerisa hexandra, Leptochloa spp., Oryza latifolia, Oryza sativa spontaneum, Rottboellia cochinchinensis or exaltata, Digitaria spp, Cenchrus echinatus, Luziola subintegra, Commelina diffusa, Urochloa or Brachiaria platyphylla, Chloris spp., Leptochloa filiformis, Echinochloa crus-pavonis, Digitaria sanguinalis, Cenchrus echinatus, Cynodon dactylon, Setaria verticillate, Digitaria horizontalis, Leptochloa panicoides, Panicum dichotomiflo- rum, Paspalum spp., Oryza rufipogon, Sesbania exaltata.

[0084] According to a preferred embodiment of the present invention, where the grain crop is cereal crop, in particular barley or wheat, weeds including but not limited to the following monocotyledonous species are selectively controlled: Alo- pecurus japonicus Steud, Alopecurus aegualis Sobol, Alopecurus myosuroides, Apera spica-venti, Avena spp, Avena fatua L,. Avena sterillis, Bromus japonicus Thunb, Aegilops tauschii Coss, Aegilops cylindrica, Sclerochloa kengiana (Ohwi) Tzvel., Beckmannia syzigachne (Steud.) Fernaid, Lolium spp, Lolium multiflorum Lam, Poa trivialis L, Ploypo- gon fugax. N., Phleum paniculatum, Puccinellia distans, Lolium rigidum, Echinochloa crus-galli, Urochloa panicoides, Chloris virgata, Bromus spp, Bromus sterilis, Hordeum leporinum, Phalaris spp, Phalaris minor, Poa annua, Agrostis alba, Agropyron repens, Digitaria horizontalis, Commelina benghalensis, Lolium perenne, Phragmites australia, Im- perata cylindrica, Cynodon dactylon, Bromus tectorum, Poa spp, Phalaris brachystachys, Setaria glauca orpumila, Setaria viridis, Phalaris persicaria, Lolium persicum, Agropyron or Elymus repens, Hordeum jubatum, Secale cereale.

[0085] According to a more preferred embodiment of the present invention, where the grain crop is maize, barley or wheat, the following Genera of monocotyledonous weeds are selectively controlled: Alopecurus, Apera, Avena, Brachiaria, Bromus, Commelina, Echinochloa, Lolium, Setaria, and Poa.

[0086] According to a very preferred embodiment of the present invention, where the grain crop is maize, barley or wheat, the following monocotyledonous species are selectively controlled: Alopecurus myosuroides, Apera spica-venti, Av- ena spp, Avena fatua L,. Avena sterillis, Brachiaria decumbens, Bromus secalinus, Commelina benghalensis, Echi- nochloa crus-galli, Lolium spp, Lolium multiflorum, Lolium rigidum, Lolium perenne, Setaria glauca orpumila, Setaria faberi, Setaria viridis, Lolium persicum, Poa annua.

[0087] In the context of the present invention, it is immaterial whether the herbicidal malonamide (component A) and the safener (component B) are formulated separately or jointly. It is also immaterial, whether the herbicidal malonamide (component A) and the safener (component B) are applied jointly or separately. In the case of separate application, it is of minor importance, in which order the application takes place. It is only necessary, that the components A) and B) of the combination or composition, the herbicidal malonamide and the safener are applied in an effective amount and in a time frame that allows simultaneous action of the components on the plants, preferably within a time-frame of at most 14 days, in particular at most 7 days, very particular at most 1 day.

[0088] The combinations or compositions comprising a herbicidal malonamide as component A and a safener as compo- nent B can generally be applied to weeds at any growth stage with good results. In one embodiment, the combina- tions or compositions comprising a herbicidal malonamide as component A and a safener as component B are ap- plied up to growth stage 37 of the weeds, showing effective weed control.

[0089] In the method according to the present invention for selectively controlling weeds in crops, the combinations or com- positions comprising a herbicidal malonamide as component A and a safener as component B can generally be ap- plied post-emergence of the crop. In one embodiment, the combinations or compositions comprising a herbicidal ma- lonamide as component A and a safener as component B are applied post-emergence of the crop, up to growth stage 29-37 of the crop.

[0090] In a preferred embodiment, the combinations or compositions comprising a herbicidal malonamide as component A and a safener as component B is applied post-emergence of the crop at growth stage 12 to 29-37, particularly pre- ferred at growth stage 13-14 to 21-29

[0091] The combinations or compositions comprising a herbicidal malonamide as component A and a safener as compo- nent B can be applied in conventional manner by using techniques a skilled person is familiar with. Suitable tech- niques include spraying, atomizing, dusting, spreading or watering. The type of application depends on the intended purpose in a well-known manner; in any case, it should ensure the finest possible distribution of the active ingredi- ents.

[0092] If the combinations or compositions comprising a herbicidal malonamide as component A and a safener as compo- nent B is less well tolerated by certain crop plants, application techniques may be used in which the herbicidal com- position is sprayed, with the aid of the spray apparatus, in such a way that they come into as little contact, if any, as possible with the leaves of the sensitive crop plants while reaching the leaves of undesirable plants which grow un- derneath, or the bare soil (post-directed, lay-by).

[0093] The combinations or compositions comprising a herbicidal malonamide as component A and a safener as compo- nent B is applied to an area mainly by spraying, in particular foliar spraying of an aqueous dilution of the active ingre- dient of the composition. Application can be carried out by customary spraying techniques using, for example, water as carrier and spray liquor rates of from about 10 to 2000 l / ha or 50 to 1000 l / ha, for example from 100 to 500 l / ha. Application of the herbicidal combinations or compositions by the low-volume and the ultra-low-volume method is possible, as is their application in the form of microgranules. The agrochemical compositions (formulations) according to the invention contain in addition to a herbicidal malonamide (component A) and a safener (component B) one or more auxiliaries customary for crop protection compositions, e.g. at least one organic or inorganic carrier material. The formulations may also contain, if desired, one or more surfactants and, if desired, one or more further auxiliaries customary for crop protection compositions.

[0094] In the formulations the active ingredients and optional further actives are present in suspended, emulsified or dis- solved form. The formulation can be in the form of aqueous solutions, powders, suspensions, also highly-concen- trated aqueous, oily or other suspensions or dispersions, aqueous emulsions, aqueous microemulsions, aqueous suspo-emulsions, oil dispersions, pastes, dusts, materials for spreading or granules.

[0095] Depending on the formulation type, they comprise one or more liquid or solid carriers, if appropriate surfactants (such as dispersants, protective colloids, emulsifiers, wetting agents and tackifiers), and if appropriate further auxiliaries which are customary for formulating crop protection products. The person skilled in the art is sufficiently familiar with the recipes for such formulations. Further auxiliaries include e.g. organic and inorganic thickeners, bactericides, anti- freeze agents, antifoams, colorants and, for seed formulations, adhesives.

[0096] Suitable carriers include liquid and solid carriers. Liquid carriers include e.g. non-aqueous solvents such as cyclic and aromatic hydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylated naphthalenes and their derivatives, al- kylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, ke- tones such as cyclohexanone, strongly polar solvents, e.g. amines such as N-methylpyrrolidone, and water as well as mixtures thereof. Solid carriers include e.g. mineral earths such as silicas, silica gels, silicates, talc, kaolin, lime- stone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders, or other solid carriers.

[0097] Suitable surfactants (adjuvants, wetting agents, tackifiers, dispersants and also emulsifiers) are the alkali metal salts, alkaline earth metal salts and ammonium salts of aromatic sulfonic acids, for example lignosulfonic acids (e.g. Borrespers-types, Borregaard), phenolsulfonic acids, naphthalenesulfonic acids (Morwet types, Akzo Nobel) and dibutylnaphthalenesulfonic acid (Nekal types, BASF AG), and of fatty acids, alkyl- and alkylarylsulfonates, alkyl sulfates, lauryl ether sulfates and fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanols, and also of fatty alcohol glycol ethers, condensates of sulfonated naphthalene and its derivatives with formaldehyde, condensates of naphthalene or of the naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctyl-, octyl- or nonylphenol, alkylphenyl or tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters, lignosulfite waste liquors and proteins, denaturated proteins, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohol (Mowiol types Clariant), polycarboxylates (BASF AG, Sokalan types), polyalkoxylates, polyvinylamine (BASF AG, Lupamine types), polyethyleneimine (BASF AG, Lupasol types), polyvinylpyrrolidone and copolymers thereof.

[0098] Examples of thickeners (i.e. compounds which impart to the formulation modified flow properties, i.e. high viscosity in the state of rest and low viscosity in motion) are polysaccharides, such as xanthan gum (Kelzan® from Kelco), Rhodopol® 23 (Rhone Poulenc) or Veegum® (from R.T. Vanderbilt), and also organic and inorganic sheet minerals, such as Attaclay® (from Engelhardt).

[0099] Examples of antifoams are silicone emulsions (such as, for example, Silikon® SRE, Wacker or Rhodorsil® from Rhodia), long-chain alcohols, fatty acids, salts of fatty acids, organofluorine compounds and mixtures thereof.

[0100] Bactericides can be added for stabilizing the aqueous herbicidal formulations. Examples of bactericides are bactericides based on diclorophen and benzyl alcohol hemiformal (Proxel® from ICI or Acticide® RS from Thor Chemie and Kathon® MK from Rohm & Haas), and also isothiazolinone derivates, such as alkylisothiazolinones and benzisothiazolinones (Acticide MBS from Thor Chemie).

[0101] Examples of antifreeze agents are ethylene glycol, propylene glycol, urea or glycerol.

[0102] Examples of colorants are both sparingly water-soluble pigments and water-soluble dyes. Examples which may be mentioned are the dyes known under the names Rhodamin B, C.l. Pigment Red 112 and C.l. Solvent Red 1 , and also pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15: 1 , pigment blue 80, pigment yellow 1 , pigment yellow 13, pigment red 112, pigment red 48:2, pigment red 48:1 , pigment red 57: 1 , pigment red 53: 1 , pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, acid red 51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108.

[0103] Examples of adhesives are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose.

[0104] To prepare emulsions, pastes or oil dispersions, the active components, as such or dissolved in an oil or solvent, can be homogenized in water by means of wetting agent, tackifier, dispersant or emulsifier. Alternatively, it is possible to prepare concentrates consisting of active substance, wetting agent, tackifier, dispersant or emulsifier and, if desired, solvent or oil, and these concentrates are suitable for dilution with water.

[0105] Powders, materials for spreading and dusts can be prepared by mixing or concomitant grinding of the active the com- ponents A and B with a solid carrier.

[0106] Granules, e.g. coated granules, impregnated granules and homogeneous granules, can be prepared by binding the components A and B to solid carriers. The concentrations of the active ingredients in the formulations can be varied within wide ranges. In general, the for- mulations comprise from 1 to 98% by weight, preferably 10 to 60 % by weight, of active ingredients (sum of the com- ponents A and B, and optionally further actives). The active ingredients are employed in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

[0107] The composition comprising a herbicidal malonamide as component A and a safener as component B can, for exam- ple, be formulated as follows:

[0108] Products for dilution with water

[0109] A Water-soluble concentrates

[0110] 10 parts by weight of the composition are dissolved in 90 parts by weight of water or a water-soluble solvent. As an alternative, wetters or other adjuvants are added. The active compound dissolves upon dilution with water. This gives a formulation with an active compound content of 10% by weight.

[0111] B Dispersible concentrates

[0112] 20 parts by weight of the composition are dissolved in 70 parts by weight of cyclohexanone with addition of 10 parts by weight of a dispersant, for example polyvinylpyrrolidone. Dilution with water gives a dispersion. The active compound content is 20% by weight.

[0113] C Emulsifiable concentrates

[0114] 15 parts by weight of the composition are dissolved in 75 parts by weight of an organic solvent (e.g. alkylaromatics) with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 parts by weight). Dilution with water gives an emulsion. The formulation has an active compound content of 15% by weight.

[0115] D Emulsions

[0116] 25 parts by weight of the composition are dissolved in 35 parts by weight of an organic solvent (e.g. alkylaromatics) with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 parts by weight). This mixture is introduced into 30 parts by weight of water by means of an emulsifier (Ultraturrax) and made into a homogeneous emulsion. Dilution with water gives an emulsion. The formulation has an active compound content of 25% by weight.

[0117] E Suspensions

[0118] In an agitated ball mill, 20 parts by weight of the composition are comminuted with addition of 10 parts by weight of dispersants and wetters and 70 parts by weight of water or an organic solvent to give a fine active compound suspension. Dilution with water gives a stable suspension of the active compound. The active compound content in the formulation is 20% by weight. F Water-dispersible granules and water-soluble granules 50 parts by weight of the composition are ground finely with addition of 50 parts by weight of dispersants and wetters and made into water-dispersible or water-soluble granules by means of technical appliances (for example extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active compound. Theormulation has an active compound content of 50% by weight. G Water-dispersible powders and water-soluble powders 75 parts by weight of the composition are ground in a rotor-stator mill with addition of 25 parts by weight of dispersants, wetters and silica gel. Dilution with water gives a stable dispersion or solution of the active compound. The active compound content of the formulation is 75% by weight. H Gel formulations n a ball mill, 20 parts by weight of the composition, 10 parts by weight of dispersant, 1 part by weight of gelling agent and 70 parts by weight of water or of an organic solvent are mixed to give a fine suspension. Dilution with water gives a stable suspension with active compound content of 20% by weight. Aqueous use forms can be prepared from emulsion concentrates, suspensions, pastes, wettable powders or water- dispersible granules by adding water. t may furthermore be beneficial to apply the composition alone or in combination with other herbicides, or else in theorm of a mixture with other crop protection agents, for example together with agents for controlling pests or phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions, which are employed forreating nutritional and trace element deficiencies. Other additives such as non-phytotoxic oils and oil concentrates may also be added. Use Examples The herbicidal activity and crop selectivity of the compositions comprising a herbicidal malonamide as component A and a safener as component B was demonstrated by the following greenhouse experiments: The culture containers used were plastic flowerpots containing loamy sand with approximately 3.0% of organic mat-er as the substrate. The seeds of the test plants were sown separately for each species. For the post-emergence treatment, the test plants were first grown to a height of 2 to 25 cm, depending on the plant habit, and only then treated with the components A and B, which had been suspended or emulsified in water. For this purpose, the test plants were either sown directly and grown in the same containers, or they were first grown separately as seedlings and transplanted into the test containers a few days prior to treatment. Depending on the species, the test plants were kept at 10 – 25°C or 20 – 35°C, respectively. The test period extended over 2 to 4 weeks. During this time, the test plants were tended, and their response to the individual treatments was evaluated. Evaluation was carried out using a scale from 0 to 100.100 means complete destruction of at least the aerial moie- es, and 0 means no damage, or normal course of growth. A good herbicidal activity is given at values of 80 to 90 and a very good herbicidal activity is given at values of 90 to 100. Crop selectivity is given at values of 20 or lower, good crop selectivity at values of 15 or lower, very good crop selec- vity at values of 5 or lower. The test plants used in the greenhouse experiments were of the following species: EPPO code Scientific name ABUTH Abutilon theophrasti ALOMY Alopercurus myosuroides AMARE Amaranthus retroflexus APESV Apera spica-venti AVEFA Avena fatua BRADC Brachiaria decumbens BROSE Bromus secalinus COMBE Commelina benghalensis ECHCG Echinochloa crus-galli GALAP Galium aparine GERPU Geranium pusillum HORVS Hordeum vulgare (spring barley) HORVW Hordeum vulgare (winter barley) LOLMU Lolium multiflorum MATIN Matricaria inodora PAPRH Papaver rhoeas POAAN Poa annua POLAV Polygonum aviculare POLCO Polygonum convolvulus RAPRA Raphanus raphanistrum SETFA Setaria faberi SETVI Setaria viridis SEBEX Sesbania exaltata SINAR Sinapis arvensis THLAR Thlaspi arvense TRZAS Triticum aestivum (spring wheat) TRZAW Triticum aestivum (winter wheat) 230033 60 VERPE Veronica persica ZEAMX Zea mays The invention is elucidated in more detail by the examples hereinafter. Legend: ^ application rate [g / ha] ^ DAT: days after treatment ^ Cloquintocet (100 g / L EC), in the form of Cloquintocet-mexyl (B3) ^ Mefenpyr (100 g / L EC), in the form of Mefenpyr-diethyl (B13) ^ Cyprosulfamid (50 g / l DC) (B4) ^ Isoxadifen (100 g / L SC), in the form of isoxadifen-ethyl (B11) ^ Safener compound (II.d) (50 g / l DC) (B21) ^ Components A were used as 5 % EC formulation with 0.5% of DASH®.^ DASH®is an EC-formulated adjuvant containing oil acid (46.5 g / L), methyl ester of fatty acid (348.75 g / L) and fatty alcoholates (209.25 g / L). Examples with compound I.a.1 (post emergence application): E 2 I I C E 2 I I I E 2

[0119] g Ex.8 / ha

[0120] 20 DAT

[0121] -p^ cn cn 2 co cn

[0122] O -P^ 2

[0123] CO co 00 + l.a.1 + +

[0124] ° + py Mefenr g Ex.9 / ha

[0125] 20 DAT l.a.1 + q Clouintocet g Ex.10 / ha

[0126] 20 DAT l.a.4

[0127] I.a.4 + py Mefenr cn

[0128] 2

[0129] +

[0130] Ex.15

[0131] 20 DAT l.a.4 l.a.4 + q Clouintocet

[0132] Ex.16

[0133] 20 DAT l.a.4 l.a.4 + py Mefenr

[0134] Ex.17

[0135] 20 DAT l.a.4 zxamples with compound l.a.8 (post emergence application):

[0136]

[0137] Examples with compound l.a.9 (post emergence application):

[0138]

[0139] Examples with compound l.a.10 (post emergence application): Examples with compound l.a.11 (post emergence application):

[0140] Examples with compound l.a.12 (post emergence application): Examples with compound l.a.6:

[0141]

[0142] Examples with compound l.a.3 (post emergence application):

[0143] 5

[0144] Examples with compound l.a.2 (post emergence application):

[0145] g Ex.32 / ha

[0146] 20 DAT

[0147] — £D

[0148] •S Ko

[0149] + l.a.2

[0150] 32 +

[0151] 100 CO 1X3

[0152] CO 1X3 CO 03 -P^ 03 03

[0153] O -p^ 2 cn + + g Ex.33 / ha o CO

[0154] 1X3 cn

[0155] 18 DAT TRZAW cn TRZAW o 03 o o TRZAS O H0RVW Cubus

[0156] Cubus

[0157] Kadrijl Kosmos

[0158] 03 o TRZAS () l.a.250:50 dr Cn o ALOMY co co o cn cn APESV o TRZAS

[0159] Kadrijl () l.a.250:50 dr + co co

[0160] Taifun o o GALAP co co

[0161] 1X3 co co q Clouintocet cn TRZAS AVEFA

[0162] 03 cn cn H0RVS co co o o THLAR g Ex.34 / ha T 20 DA () l.a.250:50 dr () l.a.250:50 dr + py Mefenr g Ex.35 / ha

[0163] 21 DA () l.a.295:5 dr*

[0164] * l.a.2 (95:5 dr) means 95% I ,a.2.S and 5% l.a.2.R

[0165] * l.a.2 (95:5 dr) means 95% I ,a.2.S and 5% l.a.2.R Example with compound l.a.1 (post emergence application)::

[0166] Example with compound l.a.4 (post emergence application):

[0167]

[0168] Example with compound l.a.6 (post emergence application): Comparison examples with compound 111.1 , post emergence application:

[0169] e experimental data show that compositions according to the present invention achieve high herbicidal activity with acceptable levels of phytotoxicity, whereas compositions th structurally related herbicidal actives cause significant damage to grain crops.

Claims

Claims 1. Herbicidal compositions comprising A) a herbicidal malonamide (component A), selected from a compound of formula (I)wherein R1, R2and R3are each independently hydrogen, halogen, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)- alkoxy or (C1-C3)-haloalkoxy; and R4is hydrogen or (C1-C6)-alkyl, (C2-C4)-alkenyl, (C3-C4)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1- C3)-alkyl, phenyl-(C1-C3)-alkyl or furanyl-(C1-C3)-alkyl, where each of the seven last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bro- mine, cyano, CO2Ra, CONRbRc, (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)- alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; each Rais independently (C1-C6)-alkyl, (C3-C4)-alkynyl or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hy- droxy, and (C1-C3)-alkoxy; Rbis hydrogen or has one of the meanings given for Ra; Rcis hydrogen or (C1-C6)-alkyl, (C1-C2)-alkoxy, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycar- bonyl-(C1-C6)-alkyl, or (C2-C4)-alkynyl, where each of the six last-mentioned radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra, and (C1-C2)-alkoxy; each m is independently 0, 1, 2, 3, 4 or 5; including their agriculturally acceptable salts, stereoisomers and tautomers; and B) a safener (component B) selected from the group comprising benoxacor, cloquintocet, cyometrinil, cypro- sulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, BPCMS (CAS 54091-06-4), and compounds of formula (II), including their agriculturally acceptable salts, stereoisomers and tautomers;wherein: A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen, (C1-C10)-alkyl, (C1-C10)-haloalkyl, (C1-C10)-cyanoalkyl, (C2-C10)-alkenyl, (C3-C9)-cycloalkyl, (C3-C9)-cycloalkenyl, (C2-C10)-alkynyl, (C1-C10)-alkoxy-(C1-C10)-alkyl, (C1-C10)-haloalkoxy-(C1-C10)- alkyl, (C1-C10)-alkylthio-(C1-C10)-alkyl, (C1-C10)-alkoxycarbonyl-(C1-C10)-alkyl, aryl, heteroaryl, het- erocyclyl-(C1-C10)-alkyl, aryl-(C1-C10)-alkyl, or (C3-C9)-cycloalkyl-(C1-C10)-alkyl; R6is hydrogen, or (C1-C3)-alkyl; R7to R11are each independently hydrogen, halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; Rdis halogen, CN, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; n is 0, 1, 2, or 3.

2. The herbicidal compositions as claimed in claim 1, comprising a herbicidal malonamide (component A) of for- mula (I), wherein R1and R3are each independently hydrogen, halogen, or (C1-C3)-haloalkoxy.

3. The herbicidal compositions as claimed in claim 1 or 2, comprising a herbicidal malonamide of formula (I), wherein R2is hydrogen.

4. The herbicidal compositions as claimed in any one of the preceding claims, comprising a herbicidal malo- namide (component A) of formula (I), wherein R4is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl.

5. The herbicidal compositions as claimed in any one of the preceding claims, comprising a herbicidal malo- namide (component A) of formula (I), wherein R4is hydrogen, (C1-C3)-alkyl or (C3-C4)-cycloalkyl.

6. The herbicidal compositions as claimed in claim 1, comprising a herbicidal malonamide (component A) of for- mula (I), wherein R1is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; R2is hydrogen;R3is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; and R4is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl.

7. The herbicidal compositions as claimed in claim 1, comprising a herbicidal malonamide (component A) of for- mula (I), wherein R1is hydrogen, halogen or (C1-C3)-haloalkoxy;R2is hydrogen;R3is hydrogen, halogen or (C1-C3)-haloalkoxy; andR4is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl.

8. The herbicidal compositions as claimed in any one of the preceding claims, comprising a safener (component B) selected from the group consisting of benoxacor, cloquintocet, cyprosulfamide, dichlormid, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, naphthalic anhydride, oxabetrinil, 4-(dichloro- acetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxa- zolidine (R-29148, CAS 52836-31-4), metcamifen, and compounds of formula (II),wherein A is -CH- or -N-; Q is phenyl or pyridyl, which is substituted by n radicals from the group consisting of Rd; R5is hydrogen or (C1-C3)-alkyl, preferably hydrogen, methyl or ethyl; R6is hydrogen or methyl, preferably hydrogen; R7is hydrogen, halogen or (C1-C3)-alkoxy, preferably fluorine, chlorine or methoxy; R8is hydrogen or halogen, preferably hydrogen; R9is hydrogen, halogen or (C1-C3)-alkoxy, preferably hydrogen, fluorine, or chlorine; R10is hydrogen or halogen, preferably hydrogen; R11is hydrogen, halogen or (C1-C3)-alkoxy, preferably hydrogen, fluorine, chlorine, or methoxy; Rdis halogen, (C1-C3)-alkyl, (C3-C4)-cycloalkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy; n is 1 or 2.

9. The herbicidal compositions as claimed in any one of the preceding claims, comprising a safener (component B) selected from the group consisting of cycprosulfamid, isoxadifen, isoxadifen-ethyl, cloquintocet, clo- quintocet-mexyl, mefenpyr, mefenpyr-diethyl, and compounds of formulae (II.a) to (II.h):

10. The herbicidal compositions as claimed in any one of the preceding claims, wherein the weight ratio [w / w] be- tween the herbicidal malonamide (component A) and the safener (component B) is from 25:1 to 1 :

25.

11. A method for selectively controlling weeds in grain crops, which comprises applying an effective amount of a herbicidal malonamide (component A) and a safener (component B) according to any one of claims 1 to 10 to the cultivation area of a grain crop, where weeds grow or may grow.

12. The method as claimed in claim 11, wherein the grain crop is selected from cereals, maize, sorghum and rice.

13. The method as claimed in claim 11 or 12, wherein the weeds are monocotyledonous weeds.

14. The method as claimed in any one of claims 11 to 13, wherein the herbicidal malonamide (component A) and the safener (component B) are applied after the emergence of the grain crop.

15. The method as claimed in any one of claims 11 to 14, wherein the herbicidal malonamide (component A) is applied with an application rate of 1 g / ha to 250 g / ha and the safener (component B) is applied with an appli- cation rate of 2 g / ha to 200 g / ha.

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