BR112013022013B1 - 2-ACYLOXYYRPROLIN-4-ONE COMPOUNDS, THEIR USES AND THEIR PREPARATION PROCESSES, PESTICIDES AND/OR HERBICIDES, THEIR PREPARATION PROCESSES, COMPOSITIONS AND THEIR USE, AND METHODS FOR CONTROLLING ANIMAL PEST AND/OR UNWANTED VEGETATION - Google Patents

Abstract

2-acyloxypyrrolin-4-ones The invention relates to novel 2-acyloxypyrrolin-4-ones of the formula (I) wherein a, b, g, w, x, y and z have the meaning given above, to a plurality of processes and intermediates for their preparation, and their use as pesticides and/or herbicides. the invention also relates to selective herbicidal compositions comprising, firstly, the 2-acyloxypyrrolin-4-ones and, secondly, a compound that improves the compatibility of agricultural plants. the present invention furthermore relates to enhancing the action of agricultural protection compositions comprising, in particular, 2-acyloxypyrrolin-4-ones, through the addition of ammonium salts or phosphonium salts and optionally penetration agents, to the corresponding compositions, to processes for producing them and their application in agricultural protection as insecticides and/or nematicides and/or acaricides and/or to prevent the growth of unwanted plants.

Description

[001] The present invention relates to new 2-acyloxypyrrolin-4-ones, a plurality of processes for their preparation and their use as pesticides and/or herbicides. The invention also provides selective herbicidal compositions comprising, firstly, the 2-acyloxypyrrolin-4-ones and, secondly, a compound that improves the compatibility of agricultural plants.

[002] The present invention furthermore relates to enhancing the action of agricultural protection compositions comprising, in particular, 2-acyloxypyrrolin-4-ones, through the addition of ammonium salts or phosphonium salts and optionally penetration agents, to the corresponding compositions, processes for producing the same and their application in agricultural protection as insecticides and/or acaricides and/or nematicides and/or to prevent unwanted plant growth.

3-Acylpyrrolidine-2,4-diones have already been described as having pharmaceutical properties (S. Suzuki et al. Chem. Pharm. Bull. 15 1120 (1967)). In addition, N-phenylpyrrolidine-2,4-diones were synthesized by R. Schmierer and H. Mildenberger (Liebigs Ann. Chem. 1985, 1095). A biological activity of these compounds has not been described.

[004] Documents EP-A-0 262 399 and GB-A-2 266 888 disclose compounds of a similar structure (3-arylpyrrolidine-2,4-diones) for which, however, no herbicidal, insecticidal or acaricidal action was known. Known compounds with herbicidal, insecticidal or acaricidal action are unsubstituted bicyclic 3-arylpyrrolidine-2,4-dione derivatives (EP-A-355 599, EP-A-415 211 and JP-A-12-053 670) and substituted monocyclic 3-arylpyrrolidine-2,4-dione derivatives (WO 10/066780, EP-A-377 893 and EP-A-442 077).

Further known are polycyclic 3-arylpyrrolidine-2,4-dione derivatives (EP-A-442 073) and 1H-arylpyrrolidinedione derivatives (EP-A-456 063, EP-A-521 334, EP -A-596 298, EP-A-613 884, EP-A-613 885, WO 95/01 971, WO 95/26954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35664, WO 97/01535, WO 97/02 243, WO 97/36868, WO 97/43275, WO 98/05638, WO 98/06721, WO 98/25928, WO 99/24437 , WO 99/43649, WO 99/48869, WO 99/55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249, WO 03/062244, WO 2004/007448, WO 2004/024 688, WO 04/065366, WO 04/080962, WO 04/111042, WO 05/044791, WO 05/044796, WO 05/048710, WO 05/049569, WO 05/066125, WO 05/092897, WO 06/ 000355, WO 06/029799, WO 06/056281, WO 06/056282, WO 06/089633, WO 07/048545, DEA 102 00505 9892, WO 07/073856, WO 07/096058, WO 07/121868, WO 07/ 140881, WO 08/067873, WO 08/067910, WO 08/067911, WO 08/138551, WO 09/015801, WO 09/039975, WO 09/049851, WO 09/115262, WO 10/052161, WO 10/ 102758, WO 10/063378, WO 10/063670, WO 11/098440, WO 11/098443, WO 11/067135, WO 11/067240). Furthermore, ketal-substituted 1-H-arylpyrrolidine-2,4-diones are known from WO 99/16748 and N-alkoxyalkoxy substituted (spiro)ketal substituted arylpyrrolidinediones are known from JP-A-14 205 84 and Ito M. et al., Bioscience, Biotechnology and Biochemistry 67, 1230-1238, (2003). The addition of protective agents for ketoenols is also known in principle from WO 03/013249. Furthermore, herbicidal compositions comprising ketoenols are known from WO 06/024411.

[006] Pharmaceutical action has so far been disclosed in WO 2011/098433, DE-A-102010008642, DE-A-102010008643 and DE application number 102010008640.

[007] Also known are biphenyl substituted 1H-pyrrolidinedione derivatives that have fungicidal action (WO 03/059065).

[008] However, the activity and activity spectrum of these compounds are not always entirely satisfactory, particularly at low application rates and concentrations. Furthermore, the compatibility of these compounds with plants is not always sufficient. Furthermore, the toxicological and/or environmental properties of these compounds are not entirely satisfactory at all times.

[009] This invention now provides novel compounds of Formula (I)

[010] in which

[011] W represents hydrogen, halogen, alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, alkoxy, alkenyloxy, haloalkyl, haloalkoxy or cyano,

[012] X represents halogen, alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, alkoxy, alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, haloalkoxy, haloalkenyloxy, nitro or cyano,

[013] Y and Z independently of one another represent hydrogen, alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, alkoxy, halogen, haloalkyl, haloalkoxy, cyano, nitro or in each case optionally substituted aryl or hetaryl,

[014] A represents hydrogen, represents in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, optionally substituted cycloalkyl, saturated or unsaturated, wherein optionally at least one ring atom is replaced by a heteroatom, or in each case hetaryl, arylalkyl or optionally halogen-, alkyl-, haloalkyl-, alkoxy-, haloalkoxy-, cyano- or nitro-substituted aryl,

[015] B represents hydrogen, alkyl or alkoxyalkyl,

[016] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing alkyl and Z representing hydrogen, W and X need to each represent methyl or W and X must each represent ethyl, or

[017] A and B together with the carbon atom to which they are attached represent a saturated or unsaturated, substituted or unsubstituted cycle which optionally contains at least one heteroatom,

[018] G represents one of the groups

[019] in which

[020] L represents oxygen or sulfur,

[021] M represents oxygen or sulfur,

[022] R1 represents in each case alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl optionally halogen- or cyano-substituted or represents in each case optionally halogen-, alkyl- or alkoxy-substituted heterocyclyl or represents in each case phenyl, phenylalkyl , hetaryl, phenoxyalkyl or optionally substituted hetaryloxyalkyl,

[023] R2 represents in each case alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl optionally halogen- or cyanosubstituted or represents in each case optionally substituted cycloalkyl, phenyl or benzyl.

[024] Depending, among others, on the nature of the substituents, the compounds of Formula (I) may be present as optical isomers and mixtures of isomers of variable composition which, if applicable, may be separated in the usual way. The present invention provides both the pure isomers and mixtures of isomers, their preparation and use, and the compositions comprising them. However, for the sake of simplicity, the compounds of Formula (I) are always named below, although it is meant both pure compounds, and, if appropriate, mixtures having different proportions of isomeric compounds.

[025] Taking into account the various meanings (a) and (b) of group G, the following main structures (Ia) to (Ib) result

[026] Furthermore, it was found that the new compounds of Formula (I) are obtained by the processes described below: (A) Compounds of Formula (Ia) shown above wherein R1, A, B, W, X, Y and Z have the meanings given above are obtained when compounds of Formula (II) wherein A, B, W, X, Y and Z have the meanings given above

em que[027] A, B, W, X, Y and Z have the meanings given above, ) are reacted with compounds of Formula (III)

on what

[028] R1 has the meaning given above and

[029] Hal represents halogen (in particular chlorine or bromine) or β) with carboxylic anhydrides of Formula (IV)

[030] where

[031] R1 has the meaning given above and

[032] if appropriate in the presence of a diluent and if appropriate in the presence of an acid binder. (A) Compounds of Formula (Ib) shown above wherein R 2 , A, B, M, W, X, Y and Z have the meanings given above and L represents oxygen are obtained when compounds of Formula (II) shown above wherein A, B, W, X, Y and Z have the meanings given above

em que[033] are reacted with chloroform esters or chloroform thioesters of Formula (V)

on what

[034] R2 and M have the meanings given above,

[035] if appropriate in the presence of a diluent and if appropriate in the presence of an acid binder.

[036] Furthermore it has been found that the new compounds of Formula (I) have good activity as pesticides, preferably as insecticides and/or acaricides and/or herbicides, are additionally often highly compatible with plants, especially agricultural plants, and/or have toxicologically favorable and/or environmentally relevant properties.

[037] Surprisingly, it has now also been found that certain substituted cyclic ketoenols, when used in conjunction with the crop plant compatibility enhancing compounds (phytoprotectant/antidotes) described below, efficiently prevent damage to the crop plants and can be used in a particularly advantageous manner, as broad-spectrum combined preparations for the selective control of unwanted plants in useful plant crops, such as, for example, in cereals, but also in maize, rapeseed, soybeans and rice.

[038] The invention also provides selective herbicidal compositions comprising an effective amount of an active compound combination comprising, as components, (a') at least one compound of Formula (I), in which A, B, G, W, X , Y and Z have the meaning given above and (b') at least one compound that improves the compatibility of agricultural plants (phytoprotectant).

[039] The safeners are preferably selected from the group consisting of: (S1) compounds of the Formula (S1)

[040] where symbols and indexes have the following meanings:

[041] nA is a natural number from 0 to 5, preferably 0 to 3;

[042] RA1 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, nitro or (C1-C4)-haloalkyl;

[043] WA is an unsubstituted or substituted divalent heterocyclic radical from the group of aromatic or partially unsaturated five-membered heterocycles having 1 to 3 ring heteroatoms of the N and O group, where at least one nitrogen atom and at most one nitrogen atom oxygen is

[044] present in the ring, preferably a radical from the group of (WA1) to (WA4), mA is 0 or 1;

[045] RA2 is ORA3, SRA3or NRA3RA4or a saturated or unsaturated 3- to 7-membered heterocycle having at least one nitrogen atom and up to 3 heteroatoms, preferably from the O and S group, which is joined to the carbonyl group in (S1) via the nitrogen atom and is substituted or unsubstituted by radicals from the group of (C1-C4)alkyl, (C1-C4)alkoxy or optionally substituted phenyl, preferably a radical of the Formula ORA3, NHRA4or N(CH3)2, especially from Formula ORA3;

[046] RA3 is hydrogen or a preferably unsubstituted or substituted aliphatic hydrocarbon radical having a total of 1 to 18 carbon atoms;

[047] RA4 is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl;

[048] RA5 is H, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C1-C4)-alkoxy-(C1-C8)-alkyl, cyano or COORA9, where RA9 is hydrogen, (C1-C1) C8)-alkyl, (C1-C8)-haloalkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C6)-hydroxyalkyl, (C3-C12)-cycloalkyl or tri-(C1- C4)-alkylsilyl;

[049] RA6, RA7, RA8are the same or different and are hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C3-C12)-cycloalkyl or substituted or unsubstituted phenyl;

[050] preferably: (a) compounds of the type of dichlorophenylpyrazoline-3-carboxylic acid (S1a), preferably compounds such as 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline acid -3-carboxylic, ethyl 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylate (S1-1) ("mefenpyr-diethyl"), and related compounds , as described in WO-A-91/07874; (b) dichlorophenylpyrazolecarboxylic acid derivatives (S1b), preferably compounds such as ethyl 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylate (S1-2), 1-(2,4-dichlorophenyl)- Ethyl 5-isopropylpyrazole-3-carboxylate (S1-3), ethyl 1-(2,4-dichlorophenyl)-5-(1,1-dimethylethyl)pyrazole-3-carboxylate (S1-4) and related compounds as described in EP-A-333 131 and EP-A-269 806 ; (c) 1,5-diphenylpyrazole-3-carboxylic acid derivatives (S1c), preferably compounds such as ethyl 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate (S1-5), 1- ethyl (2-chlorophenyl)-5-phenylpyrazole-3-carboxylate (S1-6) and related compounds as described in EP-A-268 554, for example; (d) compounds of the triazolecarboxylic acid type (S1d), preferably compounds such as phenchlorazole(-ethyl ester), i.e. 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1,2,4 -ethyl triazole-3-carboxylate (S1-7), and related compounds as described in EP-A-174 562 and EP-A-346 620; (e) 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (S1e) type compounds, preferably 5- Ethyl (2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylate (S1-8) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-9) and related compounds as described in WO document -A-91/08202, or 5,5-diphenyl-2-isoxazolinecarboxylic acid (S1-10) or ethyl 5,5-diphenyl-2-isoxazolinecarboxylate (S1-11) ("isoxadiphen-ethyl") or 5.5 n-propyl diphenyl-2-isoxazolinecarboxylate (S1-12) or ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (S1-13) as described in WO-A -95/07897. (S2) Quinoline Derivatives of Formula (S2)

[051] where symbols and indexes have the following meanings:

[052] RB1 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, nitro or (C1-C4)-haloalkyl;

[053] nB is a natural number from 0 to 5, preferably 0 to 3;

[054] RB2 is ORB3, SRB3or NRB3RB4or a saturated or unsaturated 3- to 7-membered heterocycle having at least one nitrogen atom and up to 3 heteroatoms, preferably from the O and S group, which is attached to the carbonyl group in (S2) via the nitrogen atom and is substituted or unsubstituted by radicals from the group of (C1-C4)-alkyl, (C1-C4)-alkoxy or optionally substituted phenyl, preferably a radical of the Formula ORB3, NHRB4or N(CH3)2, especially of Formula ORB3;

[055] RB3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbyl radical preferably having a total of 1 to 18 carbon atoms;

[056] RB4 is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl;

[057] TB is a (C1 or C2)-alkandiyl chain which is substituted or unsubstituted by one or two (C1-C4)-alkyl radicals or by [(C1-C3)-alkoxy]-carbonyl;

[058] preferably: (a) compounds of the 8-quinolinoxyacetic acid type (S2a), preferably 1-methylhexyl (5-chloro-8-quinolinoxy)acetate ("cloquintocet-mexyl") (S2-1), (5 1,3-dimethylbut-1-yl -chloro-8-quinolinoxy)acetate (S2-2), 4-allyloxybutyl(5-chloro-8-quinolinoxy)acetate (S2-3), (5-chloro-8 1-allyloxyprop-2-yl -quinolinoxy)acetate (S2-4), ethyl (5-chloro-8-quinolinoxy)acetate (S2-5), methyl (5-chloro-8-quinolinoxy)acetate (S2 -6), allyl (5-chloro-8-quinolinoxy)acetate (S2-7), 2-(2-propylideneiminoxy)-1-ethyl (5-chloro-8-quinolinoxy)acetate (S2-8), 2-oxoprop-1-yl (5-chloro-8-quinolinoxy)acetate (S2-9) and related compounds as described in EP-A-86 750, EP-A-94 349 and EP-A -191 736 or EP-A-0 492 366, and also (5-chloro-8-quinolinoxy)acetic acid (S2-10), the hydrates and salts thereof, for example the lithium, sodium, potassium salts , calcium, magnesium, aluminum, iron, ammonium, quaternary ammonium, sulfonium or phosphonium thereof, as described in WO-A-2002/34048; (b) compounds of the type of (5-chloro-8-quinolinoxy) malonic acid (S2b), preferably compounds like diethyl (5-chloro-8-quinolinoxy)malonate, (5-chloro-8-quinolinoxy)malonate diallyl, methyl ethyl (5-chloro-8-quinolinoxy)malonate and related compounds as described in EP-A-0 582 198. (S3) Compounds of Formula (S3)

[059] where symbols and indices have the following meanings

[060] RC1 is (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C3-C7)-cycloalkyl, preferably dichloromethyl;

[061] RC2, RC3 are identical or different and are hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-haloalkyl, (C2-C4 )-haloalkenyl, (C1-C4)-alkylcarbamoyl-(C1-C4)-alkyl, (C2-C4)-alkenylcarbamoyl-(C1-C4)alkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl , dioxolanyl-(C1-C4)-alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or RC2 and RC3 together form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine ring, morpholine, hexahydropyrimidine or benzoxazine;

[062] preferably:

[063] active compounds such as dichloroacetamides that are often used as pre-emergence protectants (protectors that act on the soil), such as "dichlormid" (N,N-dialyl-2,2-dichloroacetamide) (S3 -1), "R-29148" (3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine) from Stauffer (S3-2), "R-28725" (3-dichloroacetyl-2,2- dimethyl-1,3-oxazolidine) from Stauffer (S3-3), “benoxacor” (4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine) (S3-4), “PPG -1292" (N-allyl-N-[(1,3-dioxolan-2-yl)methyl]dichloroacetamido) from PPG Industries (S3-5), "DKA-24" (N-allyl-N-[(allylaminocarbonyl) )methyl]dichloroacetamide) from Sagro-Chem (S3-6), “AD-67” or “MON 4660” (3-dichloroacetyl-1-oxa-3-azaspiro[4,5]decane) from Nitrokemia or Monsanto (S3 -7), "TI-35" (1-dichloroacetylazepane) from TRI-Chemical RT (S3-8) "diclonone" (dicyclonone) or "BAS145138" or "LAB145138" (S3-9) (3-dichloroacetyl-2, 5,5-trimethyl-1,3-diazabicyclo[4.3.0]nonane) from BASF, "furilazol" or "MON 13900" ((RS)-3-dichloroacetyl-5-(2-furyl)- 2,2-dimethyloxazolidine) (S3-10) and also its (R)-isomer (S3-11). (54) N-Acylsulfonamides of Formula (S4) and salts thereof

[064] in which the symbols and indexes have the following meanings:

[065] XD is CH or N;

[066] RD1 is CO-NRD5RD6or NHCO-RD7;

[067] RD2 is halogen, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy, nitro, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-alkylsulfonyl, ( C1-C4)-alkoxycarbonyl or (C1-C4)-alkylcarbonyl;

[068] RD3 is hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl;

[069] RD4 is halogen, nitro, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy, (C3-C6)-cycloalkyl, phenyl, (C1-C4)-alkoxy , cyano, (C1-C4)-alkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-alkoxycarbonyl or (C1-C4)-alkylcarbonyl;

[070] RD5 is hydrogen, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyl, (C5-C6)-cycloalkenyl, phenyl or heterocyclyl 3 to 6-membered heteroatom containing vD from the group consisting of nitrogen, oxygen and sulfur, wherein seven of the last mentioned radicals are replaced by vD substituents from the group consisting of halogen, (C1-C6)-alkoxy, (C1- C6)-haloalkoxy, (C1-C2)-alkylsulfinyl, (C1-C2)-alkylsulfonyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylcarbonyl and phenyl and, in this case of cyclic radicals, also (C1-C4)-alkyl and (C1-C4)-haloalkyl;

[071] RD6 is hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkenyl, wherein the last three mentioned radicals are replaced by vD radicals from the group consisting of halogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-alkoxy and (C1-C4)-alkylthio, or

[072] RD5and RD6together with the adjacent nitrogen atom form a morpholino, piperidino or pyrrolidino group,

[073] RD7 is hydrogen, (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, wherein the last two mentioned radicals are substituted by vD substituents from the group consisting of halogen, (C1-C4)-alkoxy, halo-(C1-C6)-alkoxy and (C1-C4)-alkylthio and, in the case of cyclic radicals, also (C1-C4)- alkyl and (C1-C4)-haloalkyl; nD is 0, 1 or 2; mD is 1 or 2; vD is 0, 1, 2 or 3;

em que[074] among these, preference is given to compounds of the N-acylsulfonamide type, for example, of Formula (S4a) below, which are known, for example, from WO-A-97/45016

on what

[075] RD7 is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, where the last 2 radicals are substituted by vD substituents from the halogen group, (C1-C4)-alkoxy, (C1-C6)- haloalkoxy and (C1-C4)-alkylthio, and in the case of cyclic radicals also (C1-C4)-alkyl and (C1-C4)-haloalkyl;

[076] RD4 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, CF3; mD is 1 or 2; vD is 0, 1, 2 or 3; and

[077] acylsulfamoylbenzamides, for example, of Formula (S4b) below, which are known, for example, from WO-A-99/16744,

[078] for example, those where RD5 = cyclopropyl and (RD4) = 2-OMe ("cyprosulfamide", S4-1), RD5 = cyclopropyl and (RD4) = 5-Cl-2-OMe (S4-2) , RD5= ethyl and (RD4) = 2-OMe(S4-3), RD5= isopropyl and (RD4) = 5-Cl-2-OMe (S4-4) and RD5= isopropyl and (RD4) = 2-OMe (S4-5),

em que[079] N-acylsulfamoylphenylurea type compounds of Formula (S4c), which are known, for example, from EP-A-365484,

on what

[080] RD8 and RD9 are each independently of each other hydrogen, (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C3-C6)-alkenyl, (C3-C6)-alkynyl, RD4 is halogen, (C1 -C4)-alkyl, (C1-C4)-alkoxy, CF3 mD is 1 or 2; for example

[081] 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea,1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylurea,1-[4-(N -4,5-dimethylbenzoylsulfamoyl)phenyl]-3-methylurea. (55) Active compounds from the class of hydroxyaromatics and aliphatic carboxylic acid derivatives (S5), for example ethyl 3,4,5-triacetoxybenzoate, 3,5-dimethoxy-4-hydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicylic acid, 2-hydroxycinnamic acid, 1,2-dihydro-2-oxo-6-trifluoromethylpyridine-3-carboxamido, 2,4-dichlorocinnamic acid, as described in WO-A-2004/ 084631, WO-A-2005/015994, WO-A-2005/016001 (56) Active compounds of the class of 1,2-dihydroquinoxaline-2-ones (S6), for example 1-methyl-3-(2 -thienyl)-1,2-dihydroquinoxaline-2-one, 1-methyl-3-(2-thienyl)-1,2-dihydroquinoxaline-2-thione, 1-(2-aminoethyl)-3-(2 hydrochloride -thienyl)-1,2-dihydroquinoxaline-2-one, 1-[2-(diethylamino)ethyl]-6,7-dimethyl-3-thiophene-2-ylquinoxaline-2(1H)-one, 1-(2 -methylsulfonylaminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxaline-2-one as described in WO-A-2005/112630. (57) Compounds of Formula (S7), as described in WO-A-1998/38856,

[082] where symbols and indexes have the following meanings:

[083] RE1, RE2 are each independently of one another halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkyl, (C1-C4)-alkylamino, di-(C1-C1- C4)-alkylamino, nitro;

[084] AE is COORE3 or COSRE4

[085] RE3, RE4 are each independently of one another hydrogen, (C1-C4)-alkyl, (C2-C6)-alkenyl, (C2-C4)-alkynyl, cyanoalkyl, (C1-C4)-haloalkyl, phenyl, nitrophenyl , benzyl, halobenzyl, pyridinylalkyl and alkylammonium, nE1 is 0 or 1 nE2, nE3 are each independently of one another 0, 1 or 2,

em que[086] preferably: diphenylmethoxyacetic acid, ethyl diphenylmethoxyacetate, methyl diphenylmethoxyacetate (CAS Reg. No. 41858-19-9) (S7-1). (58) Compounds of Formula (S8), as described in WO-A-98/27049,

on what

[087] XF is CH or N,

[088] nF in the case that XF=N is an integer from 0 to 4 and

[089] in the case that XF=CH is an integer from 0 to 5,

[090] RF1 is halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, nitro, (C1-C4)-alkylthio, ( C1-C4)-alkylsulfonyl, (C1-C4)-alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy,

[091] RF2 is hydrogen or (C1-C4)-alkyl

[092] RF3 is hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned carbon-containing radicals is substituted or unsubstituted by one or more, preferably up to three identical or different radicals from the group consisting of halogen and alkoxy, or salts thereof.

[093] preferably compounds where XF is CH, nF is an integer from 0 to 2,

[094] RF1 is halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy,

[095] RF2 is hydrogen or (C1-C4)-alkyl,

[096] RF3 is hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned carbon-containing radicals is substituted or unsubstituted by one or more, preferably up to three identical or different radicals from the group consisting of halogen and alkoxy, or salts thereof. (S9) Active compounds from the class of 3-(5-tetrazolylcarbonyl)-2-quinolones (S9), e.g. 1,2-dihydro-4-hydroxy-1-ethyl-3-(5-tetrazolylcarbonyl)-2- quinolone (CAS Reg. No. 219479-18-2), 1,2-dihydro-4-hydroxy-1-methyl-3-(5-tetrazolylcarbonyl)-2-quinolone (CAS Reg. No. 95855-00 -8), as described in WO-A-1999/000020. (S10) Compounds of Formulas (S10a) or (S10b)

[097] as described in WO-A-2007/023719 and WO-A-2007/023764,

[098] in which

[099] RG1 is halogen, (C1-C4)-alkyl, methoxy, nitro, cyano, CF3, OCF3,

[0100] YG, ZG are each independently of the other O or S,

[0101] nG is an integer from 0 to 4,

[0102] RG2 is (C1-C16)-alkyl, (C2-C6)-alkenyl, (C3-C6)-cycloalkyl, aryl; benzyl, halobenzyl,

[0103] RG3 is hydrogen or (C1-C6)-alkyl. (511) Active compounds such as oxyimino compounds (S11), which are known as seed treatments, for example, "oxabetrinil" ((Z)-1,3-dioxolan2ylmethoxyimino(phenyl)acetonitrile) (S11-1), which is known as a seed treatment protector for millet corn against metolachlor damage, “fluxophenyl” (1-(4-chlorophenyl)-2,2,2-trifluoro-1-ethanone O-(1,3-dioxolane-2 -ylmethyl)oxime) (S11-2), which is known as a seed treatment protector for millet against metolachlor damage, and "ciomethrinyl" or "CGA-43089" ((Z)-cyanomethoxyimino(phenyl)acetonitrile) ( S11-3) which is known as a seed treatment protector for millet maize against metolachlor damage. (512) Active compounds of the isothiochromanone class (S12), such as, for example, methyl [(3-oxo-1H-2-benzothiopyran-4(3H)-ylidene)methoxy]acetate (CAS Registry No.: 205121- 04-6) (S12-1) and related compounds from WO-A-1998/13361. (513) One or more compounds from the group (S13):

[0104] "naphthalic anhydride" (1,8-naphthalenedicarboxylic anhydride) (S13-1), which is known to protect corn seed treatment against thiocarbamate herbicide damage,

[0105] “fenchlorim” (4,6-dichloro-2-phenylpyrimidine) (S13-2), which is known as a protectant for pretilachlor in rice,

[0106] "flurazol" (benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13-3), which is known to protect millet seed treatment against damage from alachlor and metolachlor ,

[0107] "CL-304415" (CAS Reg. No.: 31541-57-8) (4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid) (S13-4) da American Cyanamid, which is known to protect corn against imidazolinone damage,

[0108] "MG-191" (CAS Reg. No.: 96420-72-3) (2-dichloromethyl-2-methyl-1,3-dioxolane) (S13-5) from Nitrokemia, which is known as protectant for corn,

[0109] "MG-838" (CAS Reg. No.: 133993-74-5) (1-oxa-4-azaspiro[4.5] 2-propenyl decane-4-carbodithioate) (S13-6) from Nitrokemia ,

[0110] "disulfoton" (O,O-diethyl S-2-ethylthioethyl phosphorodithioate) (S13-7),

[0111] "dietholate" (O,O-diethyl O-phenyl phosphorothioate) (S13-8),

[0112] “mefenate” (4-chlorophenyl methylcarbamate) (S13-9). (514) Active compounds that, in addition to the herbicidal effect against harmful plants, also have a protective effect on agricultural plants such as rice, such as, for example, “dimepiperate” or “MY-93” (S-1-methyl-1 -phenyloethyl piperidine-1-carbothioate), which is also known to protect rice against molinate herbicide damage,

[0113] "daimurono" or "SK 23" (1-(1-methyl-1-phenylethyl)-3-p-tolylurea), which is also known as a rice protector against imazosulfide herbicide damage,

[0114] “cumiluron” = “JC-940” (3-(2-chlorophenylmethyl)-1-(1-methyl-1-phenylethyl)urea, see JP-A-60087254), which is also known as a rice protectant against herbicide damage,

[0115] "methoxyphenone" or "NK 049" (3,3'-dimethyl-4-methoxybenzophenone), which is also known to protect rice against herbicide damage,

[0116] “CSB” (1-bromo-4-(chloromethylsulfonyl)benzene) from Kumiai, (CAS Reg. No. 54091-06-4), which is also known to protect rice against herbicide damage. (515) Compounds of Formula (S15) or tautomers thereof

[0117] as described in WO-A-2008/131861 and WO-A-2008/131860

[0118] in which

[0119] RH1 is a (C1-C6)-haloalkyl radical and

[0120] RH2 is hydrogen or halogen and

[0121] RH3, RH4 are each, independently of one another hydrogen, (C1-C16)-alkyl, (C2-C16)-alkenyl or (C2-C16)-alkynyl,

[0122] where each of the last 3 radicals is substituted or unsubstituted by one or more radicals from the group of halogen, hydroxyl, cyano, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4) -alkylthio, (C1-C4)-alkylamino, di[(C1-C4)-alkyl]amino, [(C1-C4)-alkoxy]carbonyl, [(C1-C4)-haloalkoxy]carbonyl, (C3-C6) -cycloalkyl that is substituted or unsubstituted, phenyl that is substituted or unsubstituted, and heterocyclyl that is substituted or unsubstituted,

[0123] or (C3-C6)-cycloalkyl, (C4-C6)-cycloalkenyl, (C3-C6)-cycloalkyl which is fused on one side of the ring to a 4- to 6-membered saturated or unsaturated carbocyclic ring, or ( C4-C6)-cycloalkenyl which is fused on one side of the ring to a 4- to 6-membered saturated or unsaturated carbocyclic ring,

[0124] where each of the last 4 radicals is substituted or unsubstituted by one or more radicals from the group of halogen, hydroxyl, cyano, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4) -alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylamino, di[(C1-C4)-alkyl]amino, [(C1-C4)-alkoxy]carbonyl, [(C1-C4)-haloalkoxy]carbonyl, (C3-C6)-cycloalkyl which is substituted or unsubstituted, phenyl which is substituted or unsubstituted, and heterocyclyl which is substituted or unsubstituted, or

[0125] RH3 is (C1-C4)-alkoxy, (C2-C4)-alkenyloxy, (C2-C6)-alkynyloxy or (C2-C4)-haloalkoxy and

[0126] RH4 is hydrogen or (C1-C4)-alkyl or

[0127] RH3and RH4together with the directly attached nitrogen atom are a four to eight membered heterocyclic ring which, as well as the nitrogen atom, may also contain additional ring heteroatoms, preferably up to two additional ring heteroatoms from the N group, O and S, and which is substituted or unsubstituted by one or more radicals from the group of halogen, cyano, nitro, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, ( C1-C4)-haloalkoxy and (C1-C4)-alkylthio. (516) Active compounds that are mainly used as herbicides, but also with protective effects on agricultural plants, for example,

[0128] (2,4-dichlorophenoxy) acetic acid (2,4-D),

[0129] (4-chlorophenoxy)acetic acid,

[0130] (R,S)-2-(4-chloro-o-tolyloxy)propionic acid (mecoprop),

[0131] 4-(2,4-dichlorophenoxy) butyric acid (2,4-DB),

[0132] (4-chloro-o-tolyloxy) acetic acid (MCPA),

[0133] 4-(4-chloro-o-tolyloxy) butyric acid,

[0134] 4-(4-chlorophenoxy)butyric acid,

[0135] 3,6-dichloro-2-methoxybenzoic acid (dicamba),

[0136] 1-(ethoxycarbonyl)ethyl 3,6-dichloro-2-methoxybenzoate (lactidichlor-ethyl).

[0137] Most preferred as a compound that improves the compatibility of agricultural plants [component (b')] are cloquintocet-mexyl, fenchlorazol-ethyl, isoxadifen-ethyl, mefenpyr-diethyl, fenchlorim, cumiluron, S4-1 and S4-5, and particular emphasis is given to cloquintocet-mexyl and mefenpyr-diethyl.

[0138] It has now surprisingly been found that the above-defined combinations of active compounds of the general Formula (I) and phytoprotectants (antidotes) of group (b') set out above combine very good compatibility with useful plants, with a herbicidal activity It is particularly high and can be used in various crops, especially in cereals (especially wheat), but also in soybeans, potatoes, corn and rice, for the selective control of weeds.

[0139] In this context, it is considered surprising that, from a multiplicity of known safeners or antidotes capable of antagonizing the harmful effect of a herbicide crop plant, it is specifically the compounds of group (b') set out above that are suitable to compensate - almost completely - for the detrimental effect of the compounds of Formula (I) on agricultural plants, without at the same time having any significant adverse effect on herbicidal activity against weeds.

[0140] Here emphasis can be given to the particularly advantageous effect of the preferred and most preferred combination partners of group (b'), in particular with regard to the preservation of cereal plants such as, for example, wheat, barley and rye , but also corn and rice, as agricultural plants.

[0141] Formula (I) provides a general definition of the compounds according to the invention. Substituents or preferred ranges of radicals given under the Formulas shown above and below are illustrated below:

[0142] W preferably represents hydrogen, halogen, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl, C -C - alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -alkoxy, C1-C4-haloalkyl, C1-C4-haloalkoxy or cyano,

[0143] X preferably represents halogen, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl, C -C -alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -haloalkyl, C -C -alkoxy, C - C -alkenyloxy, C -C -alkylthio, C -C -alkylsulfinyl, C -C -alkylsulfonyl, C - C -haloalkoxy, C -C -haloalkenyloxy, nitro or cyano,

[0144] Y and Z independently of one another preferably represent hydrogen, halogen, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C - alkyl, C -C -alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, cyano, C - (Het)-aryl

[0145] and in the case of (het)aryl only one of the radicals Y or Z can represent (het)aryl,

[0146] V1 preferably represents hydrogen, halogen, C -C -alkyl, C -C -alkoxy, C -C -alkylthio, C -C -alkylsulfinyl, C -C -alkylsulfonyl, C -C -haloalkyl, C -C - haloalkoxy, nitro, cyano or represents phenyl, phenoxy, phenoxy-C-C-alkyl, phenyl-C-C-alkoxy, phenylthio-C-C-alkyl or phenyl-C-C-alkylthio, each of which is optionally mono or polysubstituted by halogen, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, nitro or cyano,

[0147] V2 and V3 independently of each other preferably represent hydrogen, halogen, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy,

[0148] A preferably represents hydrogen or in each case C1-C12-alkyl, C3-C8-alkenyl, C1-C10-alkoxy-C1-C8-alkyl, C1-C10-alkylthio-C1-C6-alkyl optionally halogen-substituted , C3-C8-cycloalkyl optionally halogen-, C1-C6-alkyl- or C1-C6-alkoxy-substituted wherein optionally one or two not directly adjacent ring members are replaced by oxygen and/or sulfur or represents phenyl, naphthyl, hetaryl having 5 or 6 ring atoms (eg furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl or thienyl), phenyl-C -C -alkyl or naphthyl-C -C -alkyl, each of which is optionally substituted by halogen, C -C -alkyl, C -C -haloalkyl, C -C -alkoxy, C -C -haloalkoxy, cyano or nitro,

[0149] B preferably represents hydrogen, C -C -alkyl or C -C -alkoxy-C -C -alkyl,

[0150] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing C -C - alkyl and Z representing hydrogen, W and X need to represent each one , methyl or W and X must each represent ethyl, or

[0151] A, B and the carbon atom to which they are attached preferably represent C3-C10-saturated cycloalkyl or C5-C10-unsaturated cycloalkyl wherein optionally one ring member is replaced by nitrogen, oxygen or sulfur and which are optionally mono or disubstituted by C -C -alkyl, C -C -alkoxy, C -C -alkenyloxy, C -C -alkoxy-C -C -alkyl, C -C -cycloalkyl-C -C -alkoxy, C -C -cycloalkyl , C -C -haloalkyl, C -C -haloalkoxy, C -C -alkoxy-C -C -alkoxy, where the radicals mentioned above (except for trifluoromethyl) are also suitable as N-substituents, or

[0152] A, B and the carbon atom to which they are attached preferably represent C -C -cycloalkyl which is substituted by an alkylenediyl group, which optionally contains one or two oxygen and/or sulfur atoms not directly adjacent and is optionally substituted by C-C-alkyl, or by an alkylenedioxy group or by an alkylenedithioyl group which, together with the carbon atom to which it is attached, forms an additional five- to eight-membered ring or

nos quais L representa oxigênio ou enxofre, M representa oxigênio ou enxofre,[0153] A, B and the carbon atom to which they are attached preferably represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the carbon atoms to which they are attached represent C -C -alkandiyl, C -C -alkenediyl or C -C -alkanediendiyl, each of which is optionally substituted by C -C -alkyl, C -C -alkoxy or halogen and wherein optionally a methylene group is replaced by oxygen or sulfur, G preferably represents a of the groups

where L represents oxygen or sulfur, M represents oxygen or sulfur,

[0154] R1 preferably represents in each case C1-C20-alkyl optionally halogen- or cyano-substituted, C -C -alkenyl, C -C -alkoxy-C -C -alkyl, C -C -alkylthio-C -C - alkyl or poly-C-C-alkoxy-C-C-alkyl or represents C3-C8-cycloalkyl optionally halogen-, C1-C6-alkyl- or C1-C6-alkoxy-substituted wherein optionally one or two methylene groups not directly adjacent are replaced by oxygen and/or sulfur,

[0155] represents phenyl optionally halogen-, cyano-, nitro-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C6-haloalkyl-, C1-C6-haloalkoxy-, C1-C6-alkylthio- or C1-C6-substituted-alkylsulfonyl,

[0156] represents phenyl-C1-C6-alkyl optionally halogen-, nitro-, cyano-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C6-haloalkyl- or C1-C6-haloalkoxy-substituted,

[0157] represents optionally halogen- or C1-C6-alkyl-substituted 5- or 6-membered hetaryl having one or two heteroatoms from the group consisting of oxygen, sulfur and nitrogen,

[0158] represents phenoxy-C1-C6-alkyl optionally halogen- or C1-C6-alkyl-substituted or

[0159] represents hetaryloxy-C1-C6-alkyl of 5- or 6-membered optionally halogen- or C1-C6-alkyl-substituted having one or two heteroatoms from the group consisting of oxygen, sulfur and nitrogen.

[0160] R2 preferably represents in each case C1-C20-alkyl optionally halogen- or cyano-substituted, C-C-alkenyl, C-C-alkoxy-C-C-alkyl or poly-C-C-alkoxy-C- C-alkyl,

[0161] optionally represents halogen-, C -C -alkyl or C -C -alkoxy-substituted C -C -cycloalkyl or

[0162] represents phenyl or benzyl, each of which is optionally substituted by halogen, cyano, nitro, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy.

[0163] In the radical definitions mentioned as being preferred, halogen represents fluorine, chlorine, bromine and iodine, in particular fluorine, chlorine and bromine.

[0164] W particularly preferably represents hydrogen, chlorine, bromine, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally monosubstituted by methyl, ethyl, methoxy, fluorine, chlorine , trifluoromethyl or cyclopropyl, C-C-alkoxy, C1-C2-haloalkyl or C1-C2-haloalkoxy,

[0165] X particularly preferably represents chlorine, bromine, iodine, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally monosubstituted by methyl, ethyl, methoxy, fluorine, chlorine , trifluoromethyl or cyclopropyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy or cyano,

[0166] Y and Z independently of one another particularly preferably represent hydrogen, fluorine, chlorine, bromine, iodine, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally monosubstituted by methyl, ethyl, methoxy, fluorine, chlorine, trifluoromethyl or cyclopropyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, cyano, C -C -alkenyl, C -C -alkynyl or represents one of the above radicals (Het)-aryl,

[0167] in which in the case of (het)aryl only one of the radicals Y or Z can represent (het)aryl,

[0168] V1 particularly preferably represents hydrogen, fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, nitro, cyano or phenyl which is optionally mono or disubstituted by fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, nitro or cyano,

[0169] V2 and V3 independently of each other particularly preferably represent hydrogen, fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy,

[0170] A particularly preferably represents hydrogen, represents C -C -alkyl, C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, represents C -C -cycloalkyl which is optionally mono or disubstituted by C -C -alkyl or C -C -alkoxy and optionally interrupted by an oxygen atom or represents phenyl, pyridyl or benzyl, each of which is optionally mono or disubstituted by fluorine, chlorine, bromine, C - C -alkyl, C -C -haloalkyl, C -C -alkoxy, C -C -haloalkoxy, cyano or nitro,

[0171] B particularly preferably represents hydrogen, C -C -alkyl or C -C -alkoxyl-C -C -alkyl,

[0172] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing C1-C4-alkyl and Z representing hydrogen, W and X need to represent each one , methyl or W and X must each represent ethyl, or

[0173] A, B and the carbon atom to which they are attached particularly preferably represent saturated or unsaturated C3-C7-cycloalkyl wherein optionally one ring member is substituted by nitrogen, oxygen or sulfur and which is optionally monosubstituted or disubstituted by C -C -alkyl, C -C -alkoxy-C -C -alkyl, trifluoromethyl, C -C -alkoxy, C -C -alkenyloxy, trifluoroethoxy, C -C -alkoxy-C -C -alkoxy or C -C -cycloalkylmethoxy , where the radicals mentioned above (except for trifluoromethyl) are also suitable as N-substituents, or

[0174] A, B and the carbon atom to which they are attached particularly preferably represent C -C -cycloalkyl which is substituted by an alkylenediyl group, which optionally contains one or two oxygen or sulfur atoms not directly adjacent and is optionally substituted by methyl or ethyl, or by an alkylenedioxy group or by an alkylenedithiol group which, together with the carbon atom to which it is attached, forms an additional five- or six-membered ring or

[0175] A, B and the carbon atom to which they are attached particularly preferably represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the carbon atoms to which they are attached represent C -C -alkandiyl, C -C - alkenediyl or butadienediyl, each of which is optionally substituted by C -C -alkyl or C -C -alkoxy,

[0176] G particularly preferably represents one of the groups

[0177] L represents oxygen or sulfur,

[0178] M represents oxygen or sulfur,

[0179] R1 particularly preferably represents C1-C16-alkyl, C2-C16-alkenyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkylthio-C1-C 4-alkyl or poly-C1-C6- alkoxy-C1-C4-alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, or represents C3-C7-cycloalkyl which is optionally mono or disubstituted by fluorine, chlorine, C1-C5-alkyl or C1-C5 -alkoxy and in which optionally one or two methylene groups not directly adjacent are replaced by oxygen and/or sulfur,

[0180] represents phenyl which is optionally mono to trisubstituted by fluorine, chlorine, bromine, cyano, nitro, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, C -C - alkylthio or C-C-alkylsulfonyl,

[0181] represents phenyl-C-C-alkyl, which is optionally mono or disubstituted by fluorine, chlorine, bromine, C-C-alkyl, C-C-alkoxy, C-C-haloalkyl or C-C-haloalkoxy,

[0182] represents pyrazolyl, thiazolyl, pyridyl, pyrimidyl, furanyl or thienyl, each of which is optionally mono or disubstituted by fluorine, chlorine, bromine or C-C-alkyl,

[0183] represents phenoxy-C-C-alkyl which is optionally mono or disubstituted by fluorine, chlorine, bromine or C-C-alkyl,

[0184] represents pyridyloxy-C -C -alkyl, pyrimidyloxy-C -C -alkyl or thiazolyloxy-C -C -alkyl, each of which is optionally mono or disubstituted by fluorine, chlorine, bromine, amino or C -C - alkyl,

[0185] R2 particularly preferably represents C -C -alkyl, C -C -alkenyl, C -C -alkoxy-C -C -alkyl or poly-C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine,

[0186] represents C -C -cycloalkyl which is optionally mono or disubstituted by fluorine, chlorine, C -C -alkyl or C -C -alkoxy or

[0187] represents phenyl or benzyl, each of which is optionally mono to trisubstituted by fluorine, chlorine, bromine, cyano, nitro, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C - haloalkoxy.

[0188] In the radical definitions mentioned as being particularly preferred, halogen represents fluorine, chlorine and bromine, in particular fluorine and chlorine.

[0189] W very particularly preferably represents hydrogen, chlorine, bromine, methyl, ethyl, propyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, ethoxy or trifluoromethyl,

[0190] X very particularly preferably represents chlorine, bromine, methyl, ethyl, propyl, isopropyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, ethoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy or cyano,

[0191] Y and Z independently of each other very particularly preferably represent hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, trifluoromethyl, trifluoromethoxy, cyano or a phenyl radical,

[0192] in which in the case of phenyl only one of the radicals Y or Z can represent phenyl,

[0193] V1 very particularly preferably represents hydrogen, fluorine or chlorine,

[0194] V2 very particularly preferably represents hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy or trifluoromethyl,

[0195] A very particularly preferably represents hydrogen, represents C -C -alkyl or C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine, represents cyclopropyl, cyclopentyl or cyclohexyl,

[0196] B very particularly preferably represents hydrogen, methyl or ethyl,

[0197] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing methyl or ethyl and Z representing hydrogen, W and X need to each represent methyl or W and X must each represent ethyl, or

[0198] A, B and the carbon atom to which they are attached very particularly preferably represent saturated C5-C6-cycloalkyl in which optionally one ring member is replaced by nitrogen, oxygen or sulfur and which is optionally mono or disubstituted by methyl, ethyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, trifluoromethyl, methoxy, ethoxy, propoxy, butoxy, methoxyethoxy, ethoxyethoxy, allyloxy, trifluoroethoxy or cyclopropylmethoxy, where the radicals mentioned above (except for trifluoromethyl) are also suitable as N-substituents, or

[0199] A, B and the carbon atom to which they are attached particularly preferably represent C-cycloalkyl which is optionally substituted by an alkylenediyl group, which is optionally interrupted by an oxygen atom, or by an alkylenedioxy group, which contains two atoms of oxygen not directly adjacent, thus forming an additional 5- or 6-membered ring (which may optionally be mono- or di-substituted by methyl), or

[0200] A, B and the carbon atom to which they are attached very particularly preferably represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the carbon atoms to which they are attached represent C -C -alkandiyl or C - C -alkenediyl or butadienediyl,

[0201] G particularly preferably represents one of the Groups

[0202] in which

[0203] L represents oxygen or sulfur,

[0204] M represents oxygen or sulfur,

[0205] R1 very particularly preferably represents C -C -alkyl, C -C -alkenyl, C -C -alkoxy-C -C -alkyl, C -C -alkylthio-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, or represents C-C-cycloalkyl which is optionally substituted by fluorine, chlorine, methyl, ethyl or methoxy,

[0206] represents phenyl which is optionally mono or disubstituted by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy,

[0207] represents furanyl, thienyl or pyridyl, each of which is optionally monosubstituted by chlorine, bromine or methyl,

[0208] R2 very particularly preferably represents C -C -alkyl, C -C -alkenyl or C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine,

[0209] represents cyclopentyl or cyclohexyl

[0210] or represents phenyl or benzyl, each of which is optionally mono or disubstituted by fluorine, chlorine, cyano, nitro, methyl, ethyl, methoxy, trifluoromethyl or trifluoromethoxy.

[0211] W especially preferably represents methyl, ethyl or propyl,

[0212] X especially preferably represents methyl, ethyl, chlorine, bromine or methoxy,

[0213] Y especially preferably represents methyl, chlorine, iodine or bromine,

[0214] Z especially preferably represents hydrogen,

[0215] A especially preferably represents methyl,

[0216] B especially preferably represents methyl,

[0217] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing methyl or ethyl and Z representing hydrogen, W and X need to each represent methyl or W and X must each represent ethyl,

[0218] A, B and the carbon to which they are attached especially preferably represent C6-cycloalkyl which is optionally substituted by methyl, methoxy or methoxymethyl, where the substituent may be located at the 4-position of the cycle,

[0219] G especially preferably represents one of the groups

[0220] in which

[0221] R1 especially preferably represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl (with emphasis isopropyl or tert-butyl),

[0222] R2 especially preferably represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl (with emphasis on ethyl).

[0223] W also especially preferably represents hydrogen,

[0224] X also especially preferably represents methyl,

[0225] Y also especially preferably represents hydrogen,

[0226] Z also especially preferably represents methyl,

[0227] A, B and the carbon to which they are attached also especially preferably represent C6-cycloalkyl which is optionally substituted by methoxy or methoxymethyl, where the substituent may be located in the 3-position or in the 4-position of the cycle,

[0228] G also especially preferably represents one of the groups

[0229] in which

[0230] R1 also especially preferably represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl (with particular emphasis C(CH3)2C2H5),

[0231] R2 also especially preferably represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl (with emphasis on ethyl).

[0232] The above-mentioned general radical definitions or illustrations mentioned in the preferred ranges may be combined with one another as desired, i.e. including combinations between the respective preferred ranges and ranges. Both apply to final products and, correspondingly, to precursors and intermediates.

[0233] Preference is given according to the invention to compounds of Formula (I) wherein a combination of the definitions listed above as preferred (preferably) is present.

[0234] Particular preference is given according to the invention to compounds of Formula (I) wherein a combination of the definitions listed above as most preferred is present.

[0235] Very particular preference is given according to the invention to the compounds of Formula (I) in which a combination of the definitions listed above as even more preferred is present.

[0236] Special preference according to the invention is given to compounds of Formula (I) wherein a combination of the meanings listed above as being especially preferred is present.

[0237] Emphasis is given to compounds of Formula (I) wherein A and B together with the carbon atom to which they are attached represent a saturated or unsaturated cycle which is substituted or unsubstituted and optionally contains at least one heteroatom, or the corresponding preferred, particularly preferred, very particularly preferred and especially preferred definitions.

[0238] Saturated or unsaturated hydrocarbon radicals, such as alkyl or alkenyl, may in each case be straight-chain or branched as far as possible, including in combination with heteroatoms, such as, for example, in alkoxy.

[0239] Unless otherwise indicated, optionally substituted radicals can be mono or polysubstituted, where in the case of polysubstitutions the substituents can be identical or different.

[0240] In addition to the compounds mentioned in the examples, the following compounds of Formula (I), in which G = COCH3 can be specifically mentioned: Table 1

Tabela 2

[0241] Furthermore, in addition to the compounds mentioned in the examples, the following compounds of Formula (I) where G = COCH3 and

Table 2

[0242] Preferred active compounds of Formula (I) according to the invention where G = COCH3 are furthermore compounds having the radical definitions for W, X, Y, Z mentioned in Table 1 and the radical definitions for W , X, Y mentioned in Table 2 and

Tabela 3

[0243] the radical definitions for A and B mentioned in Table 3.

Table 3

[0244] Table 4 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0245] Table 5 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0246] Table 6 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0247] Table 7 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0248] Table 8 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0249] Table 9 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0250] Table 10 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0251] Table 11 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0252] Table 12 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0253] Table 13 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0254] Table 14 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0255] Table 15 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0256] Table 16 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0257] Table 17 A, B, V1, V2, V3, X, W, Y and Z as indicated in Tables 1, 2 and 3

[0258] with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing alkyl and Z representing hydrogen, W and X need to each represent methyl or W and X must each represent ethyl.

[0259] In the literature it has been described how the action of several active compounds can be enhanced through the addition of ammonium salts. The salts in question, however, are detergents (eg WO 95/017817) or salts which have relatively long chain alkyl and/or aryl substituents and which have a permeabilizing action or which increase the solubility of the active compound (eg EP-A 0 453 086, EP-A 0 664 081, FR-A 2 600 494, US 4 844 734, US 5 462 912, US 5 538 937, US-A 03/0224939, US-A 05/0009880, US-A 05/0096386). Furthermore, the prior art describes the action only for certain active compounds and/or specific applications of the corresponding compositions. In other cases, in turn, the salts in question are sulfonic acids, in which the acids themselves have a paralytic action on insects (document US 2 842 476). A boost in the action of ammonium sulphate, for example, is described by way of example for glyphosate, phosphinothricin herbicides and for phenyl substituted cyclic ketoenols (US 6 645 914, EP-A2 0 036 106, WO document 07/068427). A corresponding increase in the action of insecticides has already been described in WO 07/068428.

[0260] The use of ammonium sulfate as a formulation aid has also been described for certain compounds and active applications (WO 92/16108), but its purpose there is to stabilize the formulation, not enhance the action.

[0261] It has now surprisingly been found that the action of insecticides and/or acaricides and/or nematicides and/or herbicides of the class of 2-acyloxypyrrolin-4-ones of Formula (I) can be significantly enhanced by the addition of ammonium salts or phosphonium salts to the application solution or by incorporating these salts into a formulation comprising 2-acyloxypyrrolin-4-ones of Formula (I). The present invention, therefore, deals with the use of ammonium salts or phosphonium salts for the reinforcement of the action of agricultural protection compositions which comprise as their active compound 2-acyloxypyrrolin-4-ones insecticidally and/or acaricide and/or nematicidally and /or herbicidally actives of Formula (I). The invention similarly provides compositions comprising herbicidally and/or acaricide and/or insecticidally and/or nematicidally active 2-acyloxypyrrolin-4-ones of Formula (I) and action enhancing ammonium salts or phosphonium salts, including no. only formulated active compounds, but also ready-to-use compositions (spray liquids). The invention also deals, finally, with the use of these compositions for the control of harmful insects and/or mites and/or undesirable vegetation.

[0262] The compounds of Formula (I) have a broad insecticidal and/or acaricide and/or nematicide and/or herbicide activity, but individually the activity and/or tolerance of the plant leaves something to be desired. However, by adding ammonium or phosphonium salts, some or all of these properties can be improved.

[0263] The active compounds can be used in the compositions of the invention over a wide range of concentration. The concentration of active compounds in the formulation here is usually 0.1-50% by weight.

em que D representa nitrogênio ou fósforo, D preferivelmente representa nitrogênio,[0264] Ammonium and phosphonium salts that, according to the invention, enhance the activity of agricultural protection compositions comprising active compounds from the class of 2-acyloxypyrrolin-4-ones of Formula (I) are defined by Formula (III')

where D represents nitrogen or phosphorus, D preferably represents nitrogen,

[0265] R26', R27, R28and R29independently of one another represent hydrogen or in each case C1-C8-alkyl optionally substituted or mono or polyunsaturated, C1-C8-alkylene optionally substituted, where the substituents can be selected from halogen, nitro and cyan,

[0266] R26', R27, R28and R29independently of one another preferably represent hydrogen or in each case optionally substituted C1-C4-alkyl, where the substituents can be selected from halogen, nitro and cyano,

[0267] R26', R27, R28and R29independently of one another particularly preferably represent hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl or t-butyl,

[0268] R26', R27, R28and R29 very particularly preferably represent hydrogen, n represents 1, 2, 3 or 4, n preferably represents 1 or 2, R30 represents an inorganic or organic anion,

[0269] R30 preferably represents bicarbonate, tetraborate, fluoride, bromide, iodide, chloride, monohydrogen phosphate, dihydrogen phosphate, bisulfate, tartrate, sulfate, nitrate, thiosulfate, thiocyanate, formate, lactate, acetate, propionate, butyrate, pentanoate or oxalate,

[0270] R30 particularly preferably represents lactate, sulfate, nitrate, thiosulfate, thiocyanate, oxalate or formate.

[0271] R30 very particularly preferably represents sulfate.

[0272] Ammonium salts and phosphonium salts of Formula (III') can be used in a wide range of concentration to enhance the effect of agricultural protective compositions comprising biphenyl-substituted cyclic ketoenols of Formula (I). In general, ammonium salts or phosphonium salts are used in the ready-to-use agricultural protection composition in a concentration of from 0.5 to 80 mmol/l, preferably 0.75 to 37.5 mmol/l, particularly preferably 1.5 to 25 mmol/l. In the case of a formulated product, the concentration of ammonium salt and/or phosphonium salt in the formulation is selected such that it is within these general indicated, preferred or particularly preferred ranges after the formulation has been diluted to the desired active compound concentration. The concentration of salt in the formulation here is usually 1 - 50% by weight.

[0273] In a preferred embodiment of the invention the activity is enhanced by adding in the crop protection compositions not only an ammonium salt and/or phosphonium salt but also, additionally, a penetration agent. It is considered totally surprising that even in these cases an even greater reinforcement in activity is observed. Thus, the present invention also deals with the use of a combination of penetration agent and ammonium salts and/or phosphonium salts to enhance the activity of agricultural protection compositions comprising insecticide and/or acaricide 2-acyloxypyrrolin-4-ones and /or nematicides and/or herbicides of Formula (I) as active compound. The invention similarly provides compositions comprising 2-acyloxypyrrolin-4-ones herbicides and/or acaricides and/or insecticides and/or nematicides of Formula (I), penetration agents and ammonium salts or phosphonium salts, including not only formulated active compounds, but also ready-to-use compositions (spray liquors). The invention further addresses, finally, the use of these compositions to control insect pests and/or spider mites and/or unwanted plant growth.

[0274] In the present context, suitable penetration agents are all those substances that are usually employed to improve the penetration of agrochemically active compounds into plants. In this context, penetration agents are defined as penetrating from the aqueous spray liquid and/or the spray coating on the plant cuticles, thus increasing the mobility of active compounds in the cuticles. The method described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property.

em que[0275] Suitable penetration agents are, for example, alkanol alkoxylates. Penetration agents according to the invention are alkanol alkoxylates of Formula (IV')

on what

[0276] R represents straight or branched chain alkyl having 4 to 20 carbon atoms,

[0277] R' represents hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl or n-hexyl,

[0278] AO represents an ethylene oxide radical, a propylene oxide radical, a butylene oxide radical or represents mixtures of ethylene oxide and propylene oxide radicals or butylene oxide radicals, and

[0279] V represents a number from 2 to 30.

[0280] A preferred group of penetration agents are alkanol alkoxylates of the Formula

[0281] in which

[0282] R has the meaning given above,

[0283] R’ has the meaning given above,

[0284] EO represents -CH2-CH2-O- and

[0285] n represents a number from 2 to 20.

[0286] A further preferred group of penetration agents are alkanol alkoxylates of the Formula

[0287] in What

[0288] R has the meaning given above,

[0289] R’ has the meaning given above,

[0290] EO represents -CH2-CH2-O-,

[0291] PO represents

[0292] p represents a number from 1 to 10 and

[0293] q represents a number from 1 to 10.

em que[0294] A further preferred group of penetration agents are alkanol alkoxylates of the Formula

on what

[0295] R has the meaning given above,

[0296] R’ has the meaning given above,

[0297] EO represents -CH2-CH2-O-,

[0298] PO represents

[0299] r represents a number from 1 to 10 and

[0300] represents a number from 1 to 10.

[0301] r represents a number from 1 to 10 and s represents a number from 1 to 10. A further preferred group of penetration agents are alkanol alkoxylates of the Formula

[0302] in which

[0303] R and R' have the meanings given above,

[0304] where R and R' have the meanings given above, EO represents -CH2-CH2-O-,

[0305] BO represents

[0306] p represents a number from 1 to 10 and

[0307] q represents a number from 1 to 10.

[0308] p represents a number from 1 to 10 and q represents a number from 1 to 10. A further preferred group of penetration agents are alkanol alkoxylates of the Formula

[0309] in which

[0310] R and R' have the meanings given above,

[0311] BO represents

[0312] EO represents -CH2-CH2-O-,

[0313] r represents a number from 1 to 10 and

[0314] s represents a number from 1 to 10.

[0315] A further preferred group of penetration agents are alkanol alkoxylates of the Formula

[0316] in which

[0317] R’ has the meaning given above,

[0318] t represents a number from 8 to 13,

[0319] u represents a number from 6 to 17.

[0320] In the Formulas given above,

[0321] R preferably represents butyl, isobutyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-octyl, isooctyl, 2-ethylhexyl, nonyl, isononyl, decyl, n-dodecyl, isododecyl, lauryl, myristyl, isotridecyl, trimethylnonyl, palmityl, stearyl or eicosyl.

em que[0322] As an example of an alkanol alkoxylate of Formula (IV'-c), mention may be made of 2-ethylhexyl alkoxylate of Formula

on what

[0323] EO represents -CH2-CH2-O-,

[0324] PO represents

[0325] the numbers 8 and 6 represent average values.

em que[0326] As an example of an alkanol alkoxylate of the Formula (IV'-d), mention may be made of the Formula

on what

[0327] EO represents -CH2-CH2-O-,

[0328] BO represents

[0329] the numbers 10, 6 and 2 represent average values.

[0330] Particularly preferred alkanol alkoxylates of Formula (IV'-f) are compounds of this Formula wherein

[0331] t represents a number from 9 to 12 and

[0332] u represents a number from 7 to 9.

[0333] With very particular preference, mention may be made of alkanol alkoxylate of the Formula (IV'-f-1)

[0334] in which

[0335] t represents the average value of 10.5 and

[0336] u represents the mean value of 8.4.

[0337] The above Formulas provide general definitions of alkanol alkoxylates. These substances are mixtures of substances of the indicated type with different chain lengths. Indices therefore have mean values, which can also deviate from whole numbers.

[0338] The alkanol alkoxylates of the indicated Formulas are known and, in some cases, are commercially available or can be prepared by known methods (cf. WO 98/35 553, WO 00/35 278 and EP-A 0 681 865).

[0339] Suitable penetration agents also include, for example, substances that promote the availability of the compounds of Formula (I) in spray coating. These include, for example, mineral or vegetable oils. Suitable oils are all mineral or vegetable oils - modified or otherwise - which can typically be used in agrochemical compositions. By way of example, sunflower oil, rapeseed oil, olive oil, castor oil, rapeseed oil, corn seed oil, cottonseed oil and soybean oil or the esters of said oils. Preference is given to rapeseed oil, sunflower oil and their methyl or ethyl esters

[0340] The concentration of the penetration agent in the compositions of the invention can be varied within a wide range. In the case of a formulated crop protection composition it is in general from 1% to 95% by weight, preferably from 1% to 55% by weight, more preferably from 15% to 40% by weight. In ready-to-use compositions (spray solutions), concentrations are generally between 0.1 and 10 g/l, preferably between 0.5 and 5 g/l.

[0341] The compositions of the crop protection invention may also comprise other components, examples being surfactants and/or dispersants or auxiliary emulsifiers.

[0342] Suitable non-ionic surfactants and/or dispersion aids include all substances of this type that can normally be used in agrochemical compositions. Preferably, polyethylene oxide-polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and/or propylene oxide, and also polyvinyl alcohol, polyvinylpyrrolidone, copolymers may be mentioned of polyvinyl alcohol and polyvinylpyrrolidone, and copolymers of (meth)acrylic acid and (meth)acrylic esters, and alkyl ethoxylates and additionally alkylaryl ethoxylates, which optionally can be phosphated and optionally can be neutralized with bases, reference being made, by way of example, sorbitol ethoxylates, and as well as polyoxyalkylenamine derivatives.

[0343] Suitable anionic surfactants include all substances of this type that can normally be used in agrochemical compositions. Preference is given to alkali metal salts and alkaline earth metal salts of alkylsulfonic acids or alkylarylsulfonic acids.

[0344] Another preferred group of anionic surfactants and/or dispersion aids are the following, salts of low solubility in plant oil: salts of polystyrenesulfonic acids, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products , salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde, and salts of lignosulfonic acid.

[0345] Appropriate additives that can be included in the formulations of the invention are emulsifiers, foam inhibitors, preservatives, antioxidants, dyes and inert fillers.

[0346] The preferred emulsifiers are ethoxylated nonylphenols, reaction products of alkylphenols with ethylene oxide and/or propylene oxide, ethoxylated arylalkylphenols, and also ethoxylated and propoxylated arylalkylphenols and also sulfated or phosphated and/or arylalkylethoxylated arylalkylphenols and/or arylalkyl ethoxylates Reference is made by way of example to sorbitan derivatives such as polyethylene fatty acid esters with sorbitan oxide and sorbitan fatty acid esters.

[0347] Using, according to process (Aα), for example, 3-[(4-chloro-2,6-dimethyl)phenyl]-1-azaspiro[4,5]decane-2,4-dione and pivaloyl chloride as starting materials, the course of the process according to the invention can be represented by the following reaction scheme:

[0348] Using, according to process (A), for example, 3-[(2,4-dichloro)phenyl]-1-azaspiro-[4,5]-decane-2,4-dione and acetic anhydride as starting materials, the course of the process according to the invention can be represented by the following reaction scheme:

[0349] Using, according to process (B), for example, 3-[(2,4-dichloro-6-methyl)phenyl]-1-azaspiro[4,5]decane-2,4-dione and ethyl chloroformate as starting materials, the course of the process according to the invention can be represented by the following reaction scheme:

em que[0350] The compounds of Formula (II), required as starting materials in processes (A) and (B) according to the invention,

on what

[0351] A, B, W, X, Y and Z have the meanings given above,

[0352] are generally known from the literature cited at the beginning, or can be prepared in a manner analogous to the processes described therein.

[0353] Acid halides of Formula (III), carboxylic anhydrides of Formula (IV) and chloroform esters or chloroform thioesters of Formula (V) required to carry out processes (A) and (B) according to the invention are compounds commonly known from organic chemistry.

[0354] The process (Aα) is characterized in that compounds of Formula (II) are in each case reacted with carbonyl halides of Formula (III), if appropriate in the presence of a diluent and if appropriate in the presence of a binder of acid.

[0355] Suitable diluents for the process (Aa) according to the invention are all solvents which are inert to acid halides. Preference is given to using hydrocarbons such as benzene, benzene, toluene, xylene and tetralin, further halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, further ketones such as acetone and methyl isopropyl ketone, in addition ethers, such as diethyl ether, tetrahydrofuran and dioxane, additionally carboxylic esters, such as ethyl acetate, and also strongly polar solvents, such as dimethylformamide, dimethyl sulfoxide and sulfolane. If the acid halide is sufficiently stable to hydrolysis, the reaction can also be carried out in the presence of water.

[0356] Suitable acid binders when carrying out the reaction according to process (Aα) according to the invention are all customary acid acceptors. The following can preferably be used: tertiary amines such as triethylamine, pyridine, diazabicyclooctane (DABCO), diazabicycloundecene (DBU), diazabicyclononene (DBN), Hunig's base and N,N-dimethylaniline, in addition alkaline earth metal oxides such as oxide of magnesium and calcium oxide, in addition alkali metal carbonates and alkaline earth metal carbonates such as sodium carbonate, potassium carbonate and calcium carbonate, and alkali metal hydroxides such as sodium hydroxide and potassium hydroxide.

[0357] In the process (Aα) according to the invention, the reaction temperature can be varied within a relatively wide range. In general, the process is carried out at temperatures between -78°C and +100°C, preferably between -20°C and 100°C.

[0358] In carrying out the process (Aα) according to the invention, the starting materials of the Formula (II) and the carbonyl halide of the Formula (III) are generally used in each case in approximately equivalent amounts. However, it is also possible to use the carbonyl halide in a relatively large excess (up to 5 mol). Initial preparation is carried out by customary methods.

[0359] The process (Aβ) is characterized in that compounds of Formula (II) are in each case reacted with carboxylic anhydrides of Formula (IV), if appropriate in the presence of a diluent and if appropriate in the presence of a binder of acid.

[0360] Preferred diluents used for the process (Aβ) according to the invention are those diluents which are also preferred when acid halides are used. Furthermore, an excess used carboxylic anhydride can also simultaneously act as a diluent.

[0361] In process (Aβ), acid binders that are added, if appropriate, are preferably those acid binders that are also preferred when acid halides are used.

[0362] In the process (Aβ) according to the invention, the reaction temperature can be varied within a relatively wide range. In general, the process is carried out at temperatures between -20 °C and +150 °C, preferably between 0 °C and 100 °C.

[0363] In carrying out the process (Aβ) according to the invention, the starting materials of the Formula (II) and the carboxylic anhydride of the Formula (IV) are generally used in each case in approximately equivalent amounts. However, it is also possible to use the carboxylic anhydride in a relatively large excess (up to 5 mol). Initial preparation is carried out by customary methods.

[0364] In general, a procedure is followed in which the diluent, excess carboxylic anhydride and the carboxylic acid that forms are removed by distillation or by washing with an organic solvent or with water.

[0365] Process (B) is characterized in that compounds of Formula (II) are in each case reacted with chloroform esters or chloroform thioesters of Formula (V), if appropriate in the presence of a diluent and if appropriate in the presence of an acid binder.

[0366] Suitable acid binders for process (B) according to the invention are all customary acid acceptors. The following can preferably be used: tertiary amines such as triethylamine, pyridine, DABCO, DBU, DBN, Hunig's base and N,N-dimethylaniline, in addition alkaline earth metal oxides such as magnesium oxide and calcium oxide, in addition alkali metal carbonates and alkaline earth metal carbonates such as sodium carbonate, potassium carbonate and calcium carbonate, and alkali metal hydroxides such as sodium hydroxide and potassium hydroxide.

[0367] Diluents that can be used in process (B) according to the invention are all solvents that are inert to chloroformic esters or chloroformic thioesters. Preference is given to using hydrocarbons such as benzene, benzene, toluene, xylene and tetralin, further halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, further ketones such as acetone and methyl isopropyl ketone, furthermore ethers such as diethyl ether, tetrahydrofuran and dioxane, additionally carboxylic esters such as ethyl acetate, furthermore nitriles such as acetonitrile and also strongly polar solvents such as dimethylformamide, dimethyl sulfoxide and sulfolane.

[0368] By carrying out process (B) according to the invention, the reaction temperature can be varied within a relatively wide range. The reaction temperature is generally between -78 °C and +100 °C, preferably between -20 °C and 50 °C.

[0369] The process (B) according to the invention is generally carried out under atmospheric pressure.

[0370] In carrying out process (B) according to the invention, the starting materials of the Formula (II) and the corresponding chloroformic ester or chloroformic thioester of the Formula (V) are generally used in each case in approximately equivalent amounts . However, it is also possible to use one or the other component in a larger excess (up to 2 mol). Initial preparation is carried out by customary methods. In general, a procedure is followed in which the salts that have precipitated are removed and the reaction mixture that remains is concentrated by carrying out the diluent.

[0371] The active compounds according to the invention, in combination with good plant tolerance and toxicity favorable to warm-blooded animals and being well tolerated by the environment, are suitable to protect plants and plant organs, to increase crop yields, to improve the quality of harvested material and to control animal pests, in particular insects, arachnids, helminths, nematodes and molluscs, which are found in agriculture, horticulture, animal husbandry, forests, gardens and leisure facilities, in protection of stored products and materials, and in the hygiene sector. They can preferably be used as agricultural protection compositions. They are active against normally sensitive and resistant species and against all or some stages of development. The pests mentioned above include:

From the order of Anoplura (Ftiraptera), for example, Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Trichodectes spp.

From the Arachnida class, for example, Acarus spp., Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus sppet. ., Dermanyssus gallinae, Eotetranychus spp., Epitrimerus piri, Eutetranychus spp., Eriophyes spp., Halotydeus destructor, Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Eutetranychus . Ornithodoros spp., Panonychus spp., Phillocoptruta oleivora, Poliphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Stenotarsonemus spp.

[0374] From the class of Bivalva, for example, Dreissena spp.

[0375] From the order of Chilopoda, for example, Geophilus spp., Scutigera spp.

From the order of Coleoptera, for example, Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp., Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., Anthrenus spp., Anthrenus spp. Apogonia spp., Atomaria spp., Attagenus spp., Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp. ., Curculio spp., Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Diloboderus spp., Epilachna spp., Epitrix spp., Faustinus spp. Heteronyx spp., Hilamorpha elegans, Hilotrupes bajulus, Hypera postica, Hypothenemus spp., Lachnosterna consanguinea, Lema spp., Leptinotarsa decemlineata, Leucoptera spp., Lissorhoptrus oryzophilus, Lixus spp. Melanotus spp., Meligetes aeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactus xanthographus, Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp. , Premnotrypes spp., Psilliodes spp., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sfenophorus spp., Sternechus spp., Symphiletes spp., Tanymecus spp. Tychius spp., Xilotrechus spp., Zabrus spp.

[0377] From the order of Collembola, for example, Onychiurus armatus.

[0378] From the order of the Diplopoda, for example, Blaniulus guttulatus.

From the order of Diptera, for example, Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., Asphondilia spp., Bactrocera spp., Bibio hortulanus, Calliphora erythrocephala, Ceratitis capitata, Chironomus spp., spp. ., Cochliomyia spp., Contarinia spp., Cordilobia anthropophaga, Culex spp., Cuterebra spp., Dacus oleae, Dasyneura spp., Delia spp., Dermatobia hominis, Drosophila spp., Echinocnemus spp., Gasnia spp. , Hydrellia spp., Hilemyia spp., Hyppobosca spp., Hypoderma spp., Liriomyza spp., Lucilia spp., Musca spp., Nezara spp., Oestrus spp., Oscinella frit, Pegomyia spp., Phorbia spp., Phorbia spp. ., Psila rosae, Rhagoletis spp., Stomoxis spp., Tabanus spp., Tannia spp., Tetanops spp., Tipula spp.

From the class of Gastropoda, for example, Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.

From the helminth class, for example, Ancilostoma duodenale, Ancilostoma ceilanicum, Acilostoma braziliensis, Ancilostoma spp., Ascaris lubricoides, Ascaris spp., Brugia malayi, Brugia timori, Bunostomum spp., Clochinors. spp., Dicrocoelium spp., Dictyocaulus filaria, Diphillobothrium latum, Dracunculus medinensis, Echinococcus granulosus, Echinococcus multilocularis, Enterobius vermicularis, Faciola spp., Haemonchus spp., Heterakis spp. Oesophagostomum spp., Opisthorchis spp., Onchocerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomen spp., Strongiloides fuelleborni, Strongiloides stercoralis, Stroniloides spp., Taenia saginata, Taenia saginata, Trichinella brischinoni, Trichinella spp. , Trichinella pseudopsiralis, Trichostrongulus spp., Trichuris trichuria, Wuchereria bancrofti.

[0382] It is furthermore possible to control protozoa such as Eimeria.

From the order of Heteroptera, for example, Anasa tristis, Antestiopsis spp., Blissus spp., Calocoris spp., Campilomma livida, Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furca. Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurygaster spp., Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptoglossus phillopus, Lygus spp., Macropes excavatus, Miridae, Monppalone. , Piesma quadrata, Piezodorus spp., Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.

From the order of Homoptera, for example, Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurodes spp., Aleurolobus barodensis, Aleurothrixus spp., Amrasca spp., Anuraphisigma spponi, Agonoscena spp. piri, Aphis spp., Arboridia apicalis, Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia spp., Brachycaudus helichrysii, Brachycolus spp., Brevicoryne spp. spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chromaphis juglandicola, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Dalbulus spp., Dr. spp. , Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Euscelis bilobatus, Ferrisia spp., Geococcus coffeae, Hieroglyphus spp. us spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Macrosiphum spp., Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metopolophium, Monellizus dira costum. Nasonovia ribisnigri, Nephotettix spp., Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Parabemisia miricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Peregrinus spp. aspidistrae, Planococcus spp., Protopulvinaria piriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Psilla spp., Pteromalus spp., Pirilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp. Schizaphis graminum, Selenaspidus articulatus, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictocephala festina, Tenalaphara malayensis, Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.

[0385] From the order of Hymenoptera, for example, Athalia spp., Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.

[0386] From the order of Isopoda, for example, Armadillidium vulgare, Oniscus asellus, Porcellio scaber.

[0387] From the order of Isoptera, for example, Acromirmex spp., Atta spp., Cornitermes cumulans, Microtermes obesi, Odontotermes spp., Reticulitermes spp.

From the order Lepidoptera, for example, Acronicta major, Adoxophyes spp., Aedia leucomelas, Agrotis spp., Alabama spp., Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp., Barathra brassicae, Borbo cinnara. Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp., Choristoneura spp., Clyppus phappusia ambigu. ., Conotrachelus spp., Copitarsia spp., Cydia spp., Dalaca noctuides, Diaphania spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina, Ephestiapp. , Eulia spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedilepta spp., Helicoverpa spp., Heliothis spp. pp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp. neustria, Maruca testulalis, Mamestra brassicae, Mocis spp., Mythimna separata, Nymphula spp., Oiketicus spp., Oria spp., Orthaga spp., Ostrinia spp., Oulema oryzae, Panolis flammea, Parnapp. spp., Ftorimaea spp., Phillocnistis citrella, Phillonorycter spp., Pieris spp., Platynota stultana, Plusia spp., Plutella xilostella, Prays spp., Prodenia spp., Protoparce spp. Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scotia segetum, Sesamia spp., Sparganothis spp., Spodoptera spp., Stathmopoda spp., Stomopteryx subsecivella, Synanthedon spp. s pp., Trichoplusia spp., TutaAbsolute, Virachola spp.

[0389] From the order of Orthoptera, for example, Acheta domesticus, Blatta orientalis, Blattella germanica, Dichroplus spp., Grillotalpa spp., Leucophaea maderae, Locusta spp., Melanoplus spp., Periplaneta americana, Schistocerca gregaria.

[0390] From the order of Siphonaptera, for example, Ceratophillus spp., Xenopsilla cheopis.

[0391] From the order of Symphila, for example, Scutigerella spp.

From the order of Thysanoptera, for example, Anaphothrips obscurus, Baliothrips biformis, Drepanothris reuteri, Enneothrips flavens, Frankliniella spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scir.

[0393] From the order of Thysanura, for example, Lepisma saccharina.

Phytoparasitic nematodes include, for example, Aphelenchoides spp., Bursaphelenchus spp., Ditilenchus spp., Globodera spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratilenchus Tripholus spp. Tilenchulus semipenetrans, Xiphinema spp.

[0395] Active compounds can be converted into the usual formulations, such as solutions, emulsions, wettable powders, water-in-oil based suspensions, powders, dusts, pastes, soluble powders, soluble granules, granules for diffusion, suspoemulsion concentrates, natural compounds impregnated with active compound, synthetic substances impregnated with active compound, fertilizers and also microencapsulations in polymeric substances.

[0396] These formulations are produced in a known manner, for example, by mixing the active compounds with extenders, i.e., liquid solvents, and/or solid carriers, optionally with the use of surfactants, i.e., emulsifiers and/or dispersants, and/or foamers. The formulations are produced in suitable production plants either before or during application.

[0397] Suitable for use as auxiliaries are substances that are suitable for imparting to the composition itself and/or preparations derived therefrom (eg spray liquors, seed treatment) particular properties such as certain technical properties and/or other properties particular biological factors. Typical auxiliaries include: extenders, solvents and carriers.

[0398] Suitable extenders are, for example, water, organic polar and non-polar chemical liquids, for example, from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols ( which, if appropriate, may also be substituted, etherified and/or esterified), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, amines, amides, lactams (such as N-alkylpyrrolidones) and unsubstituted and substituted lactones, the sulfones and sulfoxides (such as dimethyl sulfoxide).

[0399] If the extender used is water, it is also possible to employ, for example, organic solvents as auxiliary solvents. Essentially, suitable liquid solvents are: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatics such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral oils and vegetables, alcohols such as butanol or glycol and also their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl sulfoxide, and also water.

[0400] According to the invention, a carrier is a natural or synthetic, organic or inorganic substance that can be solid or liquid and with which the active compounds are mixed or bound for better applicability, in particular for application to plants or plant parts. The solid or liquid carrier is generally inert and would be suitable for use in agriculture.

[0401] Suitable solid carriers are:

[0402] for example, ammonium salts and natural rock flours such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and synthetic rock flours such as finely divided silica, alumina and silicates; Useful solid carriers for granules include: for example, crushed and fractured natural rocks such as calcite, marble, pumice, sepiolite and dolomite, and also synthetic granules of inorganic and organic material, and granules of organic material such as paper, sawdust, coconut husks, corn cobs and tobacco stalks; Useful emulsifiers and/or foamers include: for example, nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example, alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and also protein hydrolysates; Useful dispersants are non-ionic and/or ionic substances, for example from the classes of alcohol-POE and/or -POP ethers, acid and/or POP POE esters, alkylaryl and/or POP POE ethers, fatty adducts and/ or POP POE, derivatives of POE- and/or POP-polyol, POE- and/or adducts of POP-sorbitan or -sugar, alkyl or aryl sulfates, alkyl or arylsulfonates and alkyl or aryl phosphates or the corresponding adducts of PO- ether. Furthermore, useful oligomers or polymers, for example those derived from vinylic, acrylic acid, EO and/or PO monomers alone or in combination with, for example, (poly)alcohols or (poly)amines. It is also possible to use lignin and its sulfonic acid derivatives, modified and unmodified celluloses, aromatic and/or aliphatic sulfonic acids and also their adducts with formaldehyde.

[0403] Adhesives such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or also natural phospholipids such as cephalins and lecithins, and synthetic phospholipids, can be used in the formulations.

[0404] It is possible to use dyes such as inorganic pigments, eg iron oxide, titanium oxide and Prussian blue and organic dyes such as alizarin dyes, azo dyes and phthalocyanine metal pigments, and trace nutrients such as such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

[0405] Other possible additives are perfumes, mineral or vegetable oils, which are optionally modified, waxes and nutrients (including trace nutrients), such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

[0406] Stabilizers such as low temperature stabilizers, preservatives, antioxidants, light stabilizers or other agents that improve chemical and/or physical stability may also be present.

[0407] The formulations generally comprise between 0.01 and 98% by weight of active compound, preferably between 0.5 and 90%.

[0408] The active compounds according to the invention can be used as such or in formulations thereof, including in a mixture with one or more fungicides, bactericides, acaricides, nematicides, insecticides, microbicides, fertilizers, attractants, sterilants, synergists, suitable phytoprotectants, semiochemicals and/or plant growth regulators, with the purpose, for example, of broadening the spectrum of action, prolonging the duration of action, increasing the rate of action, preventing repulsion or preventing the evolution of resistance. Furthermore, combinations of active compounds of this type can improve plant growth, increase tolerance to high or low temperatures, drought or increased levels of water and/or soil salinity, improve flowering performance, facilitate harvesting and increase yields. , accelerate ripening, increase the quality and/or nutritional value of harvested products, prolong storage time and/or improve the processability of harvested products. In general, by combining the active compounds according to the invention and mixing partners, synergistic effects are obtained, ie the effectiveness of the mixture in question is greater than the effectiveness of the individual components. In general, the blends can be used as seed treatments or in premixes, tank mixes or ready mixes.

[0409] Any additional active compound can be mixed with the active compounds according to the invention within a wide range, preferably in a ratio of 100:1 to 1:100, more preferably of 5:1 to 1:5.

[0410] Particularly favorable mixing partners are, for example, the following: Insecticides/Acaricides/Nematicides:

[0411] The active compounds identified here by their common name are known and are described, for example, in the pesticide guide (“The Pesticide Manual” 14thEd., British Crop Protection Council 2006) or can be found on the Internet (eg, http://www.alanwood.net/pesticides). (1) Acetylcholinesterase (AChE) inhibitors, such as, for example, carbamates, for example, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, isocarbthiocarb , methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiophanox, triazamate, trimetacarb, XMC, and xylylcarb; or

[0412] organophosphates, for example, acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusaphos, chloroxyphos, chlorfenvinphos, chlorfenvinphos, chlormephos, chloropyrifos, chlorpyrifos-methyl, coumaphos, dicyano-methyl, DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, fanfur, fenamiphos, fenitrothion, fenthion, phosthiazate, heptenophos, imiciaphos, isofenphos, isopropyl O- salicylate (methoxyaminothio-carbamidophosphorylation), isophenylation , metidathion, mevinphos, monocrotophos, naled, omethoate, oxidemeton-methyl, parathion, parathion-methyl, phentoate, phorate, phosalone, phosmet, phosphamidon, foxim, pirimiphos-methyl, profenophos, propetamphos, prothiophos, pyrimophos-methyl, prothiophos, pyrimophos-methyl, prothiophos, pyrimophos-methyl , tebupirinfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon and vamidothion. (2) GABA-mediated chloride channel antagonists such as, for example,

[0413] cyclodiene organochlorines, for example chlordane and endosulfan; or

[0414] phenylpyrazoles (fiprols), for example, ethiprole and fipronil. (3) Sodium channel modulators/voltage dependent sodium channel blockers, such as, for example,

[0415] pyrethroids, for example, acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin isomer S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, cyhalothrin, cyhalothrin , gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans isomers], deltamethrin, empentrin [(EZ)-(1R) isomers), esfenvalerate, etofenprox , fenpropathrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadetrin, permethrin, phenothrin [(1R)-trans isomer), praletrine, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin [(1R,methrin) ) isomers)], tralomethrin and transfluthrin; or DDT; or methoxychlor. (4) Nicotinergic acetylcholine receptor (nAChR) agonists such as, for example,

[0416] neonicotinoids, e.g., acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or nicotine. (5) Allosteric acetylcholine receptor (nAChR) allosteric activators such as, for example,

[0417] spinosyns, for example, spinetoram and spinosad. (6) Chloride channel activators such as, for example,

[0418] avermectins/milbemycins, for example, abamectin, emamectin benzoate, lepimectin and milbemectin. (7) Juvenile hormone mimics such as, for example, juvenile hormone analogues, e.g., hydroprene, kinoprene and methoprene; or

[0419] phenoxycarb; or pyriproxyfen. (8) Active compounds with unknown or non-specific mechanisms of action, such as, for example,

[0420] alkyl halides, for example methyl bromide and other alkyl halides; or

[0421] chloropicrin; or sulfuryl fluoride; or borax; or tartar emetic. (9) selective feed blockers, eg pymetrozine or flonicamid; (10) Mite growth inhibitors, for example, clofentezine, hethiazox and diflovidazine; or etoxazole. (11) Microbial disruptors of the gut membrane of insects, for example, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and plant proteins, CryAcb, for example , Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1. (12) Inhibitors of oxidative phosphorylation, ATP disruptors such as, for example, diafenthiuron; or

[0422] organotin compounds, for example, azocyclotin, cyhexatin, and fenbutatin oxide; or propargite; or tetradiphone. (13) Oxidative phosphorylation uncouplers that act by disrupting the H-proton gradient, such as, for example, chlorfenapyr, DNOC and sulfluramid. (14) Nicotinergic acetylcholine receptor antagonists, such as, for example,bensultap, cartap hydrochloride, thiocylam, and tiosultap-sodium. (15) Chitin biosynthesis inhibitors, type 0, such as, for example, bistriflurone, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumurone, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumurone. (16) Chitin biosynthesis inhibitors, type 1, such as, for example, buprofezin. (17) Moult disruptors, dipteran such as, for example, cyromazine. (18) Ecdysone receptor agonists such as, for example, chromafenozide, halofenozide, methoxyfenozide, and tebufenozide. (19) Octopaminergic agonists, eg amitraz. (20) Complex III electron transport inhibitors, such as, for example, hydramethylnon; acequinocil or fluacripyrim. (21) Complex I electron transport inhibitors, for example,

[0423] METI acaricides, eg fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, and tolfenpyrad or

[0424] rotenone (Derris). (22) Voltage-dependent sodium channel blockers, eg, indoxacarb; metaflumizone. (23) Acetyl CoA carboxylase inhibitors such as, for example,

[0425] Tetronic and tetramic acid derivatives, eg spirodiclofen, spiromesifen and spirotetramat. (24) Complex IV electron transport inhibitors, e.g., phosphines, e.g., aluminum phosphite, calcium phosphite, phosphine, and zinc phosphite; or cyanide. (25) Complex II electron transport inhibitors, such as, for example, cyenopyrafen. (28) Ryanodine receptor modulators such as, for example,

[0426] diamides, for example, chlorantraniliprole and flubendiamide.

[0427] Additional active compounds with unknown mechanism of action, eg, amidoflumet, azadirachtin, benclothiaz, benzoximate, bifenazate, bromopropylate, chinometionat, cryolite, cyantraniliprol (Cyazypir), ciflumetofen, dicofol, diflovidazin, fluensulfone, flufenerim, flufenerim fufenozide, imidaclotiz, iprodione, pyridalyl, pyrifluquinazon and iodomethane; and additionally preparations based on Bacillus firmus (I-1582, BioNeem, Votive), and the following known active compounds:

[0428] 3-bromo-N-{2-bromo-4-chloro-6-[(1-cyclopropylethyl)carbamoyl]phenyl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (known from WO2005/077934), 4-{[(6-bromopyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644 ), 4-{[(6-fluoropyrid-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), 4-{[( 2-chloro-1,3-thiazol-5-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), 4-{[(6-chloropyrid) -3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), 4-{[(6-chloropyrid-3-yl)methyl](2 ,2-difluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), 4-{[(6-chloro-5-fluoropyrid-3-yl)methyl](methyl)amino} furan-2(5H)-one (known from WO2007/115643), 4-{[(5,6-dichloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)- one (known from WO2007/115646), 4 -{[(6-chloro-5-fluoropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-one (known from WO2007/115643), 4-{[(6-chloropyrid) -3-yl)methyl](cyclopropyl)amino}furan-2(5H)-one (known from EP-A-0 539 588), 4-{[(6-chloropyrid-3-yl)methyl](methyl) )amino}furan-2(5H)-one (known from EP-A-0 539 588), {[1-(6-chloropyridin-3-yl)ethyl](methyl)oxide-À4-sulfanylidene}cyanamide ( known from WO2007/149134) and diastereomers thereof {[(1R)-1-(6-chloropyridin-3-yl)ethyl](methyl)oxide-À4-sulfanylidene}cyanamide (A) and {[(1S) )-1-(6-chloropyridin-3-yl)ethyl](methyl)oxide-À4-sulfanilidene}cyanamide (B) (similarly known from WO2007/149134) and sulfoxaflor (also known from document WO2007/149134) and diastereomers thereof [(R)-methyl(oxide){(1R)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-À4-sulfanilidene]cyanamide (A1) and [( S)-methyl(oxide){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-À4-sulfanylidene]cyanamide (A2), from designated as the group A diastereomer (known from WO 2010/074747, WO 2010/074751), [(R)-methyl(oxide){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl ]ethyl}- 4-sulfanilidene]cyanamide (B1) and [(S)-methyl(oxide){(1R)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-À4-sulfanylidene]cyanamide ( B2), designated as group B diastereomer (similarly known from WO 2010/074747, WO 2010/074751) and 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4 -dioxa-9-azadispiro[4,2.4,2]tetradec-11-en-10-one (known from WO2006/089633), 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl )-4-hydroxy-8-oxa-1-azaspiro[4,5]dec-3-en-2-one (known from WO2008/067911), 1-{2-fluoro-4-methyl-5 -[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (known from WO2006/043635), [( 3S,4aR,12R,12aS,12bS)-3-[(cyclopropylcarbonyl)oxy]-6,12-dihydroxy-4,12b-dimethyl-11-oxo-9-(pyridi n-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-4-yl ]methyl (known from WO2008/066153), 2-cyano-3-(difluoromethoxy)-N,N-dimethylbenzenesulfonamide (known from WO2006/056433), 2-cyano-3-(difluoromethoxy)-N - methylbenzenesulfonamide (known from WO2006/100288), 2-cyano-3-(difluoromethoxy)-N-ethylbenzenesulfonamide (known from WO2005/035486), 4-(difluoromethoxy)-N 1,1-dioxide -ethyl-N-methyl-1,2-benzothiazol-3-amine (known from WO2007/057407), N-[1-(2,3-dimethylphenyl)-2-(3,5-dimethylphenyl)ethyl ]-4,5-dihydro-1,3-thiazol-2-amine (known from WO2008/104503), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en- 1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl)methanone (known from WO2003/106457), 3-( 2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4,5]dec-3-en-2-one (known from WO2009/049851), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from WO2009/049851) , 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (known from WO2004/099160), (2,2,3, 3,4,4,5,5-octafluoropentyl)(3,3,3-trifluoropropyl)malononitrile (known from WO2005/063094), (2,2,3,3,4,4,5,5- octafluoropentyl)(3,3,4,4,4- pentafluorobutyl)malononitrile (known from WO2005/063094), 8-[2-(cyclopropylmethoxy)-4-(trifluoromethyl)phenoxy]-3-[6-( trifluoromethyl)pyridazin-3-yl]-3-azabicyclo[3.2.1]octane (known from WO2007/040280), 2-ethyl-7-methoxy-3-methyl-6-[(2,2) methylcarbonate ,3,3-tetrafluoro-2,3-dihydro-1,4-benzodioxin-6-yl)oxy]quinolin-4-yl (known from JP2008/110953), 2-ethyl-7-methoxy acetate -3-methyl-6-[(2,2,3,3-tetrafluoro-2,3-dihydro-1,4-benzodioxin-6-yl)oxy]quinolin-4-yl (known from JP2008/ 110953), PF1364 (CAS Reg. No. 1204776-60-2) (known from JP2010/018586), 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro- 1,2-oxazol-3-yl]-2-(1H-1,2,4-triazol-1-yl)benzonitrile (known from WO2007/075459), 5-[5-(2-chloropyridin- 4-yl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(1H-1,2,4-triazol-1-yl)benzonitrile (known from from WO2007/075459), 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-{ 2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}benzamide (known from WO2005/085216), 4-{[(6-chloropyridin-3-yl)methyl](cyclopropyl) amino}-1,3-oxazol-2(5H)-one, 4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}-1,3-oxazol-2(5H) )-one, 4-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-1,3-oxazol-2(5H)-one, 4-{[(6-chloropyridin-3-yl) )methyl](methyl)amino}-1,3-oxazol-2(5H)-one (all known from WO2010/005692), NNI-0711 (known from WO2002/096882), 1-a cetyl-N-[4-(1,1,1,3,3,3-hexafluoro-2-methoxypropan-2-yl)-3-isobutylphenyl]-N-isobutyryl-3,5-dimethyl-1H-pyrazol- 4-carboxamide (known from WO2002/096882), 2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino) methyl -5-chloro-3-methylbenzoyl]-2-methylhydrazinecarboxylate (known from WO2005/085216), 2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)- Methyl 1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2-ethylhydrazinecarboxylate (known from WO2005/085216), 2-[2-({[3-bromo-) Methyl 1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2-methylhydrazinecarboxylate (known from WO2005/085216), 2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-diethylhydrazinecarboxylate of methyl (known from WO2005/085216), 2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl ]carbonyl}amino)benzo methyl]-2-ethylhydrazinecarboxylate (known from WO2005/085216), (5RS,7RS;5RS,7SR)-1-(6-chloro-3-pyridylmethyl)-1,2,3,5,6 ,7-hexahydro-7-methyl-8-nitro-5-propoxyimidazo[1,2-a]pyridine (known from WO2007/101369), 2-{6-[2-(5-fluoropyridin-3- yl)-1,3-thiazol-5-yl]pyridin-2-yl}pyrimidine (known from WO2010/006713), 2-{6-[2-(pyridin-3-yl)-1,3 -thiazol-5-yl]pyridin-2-yl}pyrimidine (known from WO2010/006713), 1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6- (methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H-pyrazole-5-carboxamide (known from WO2010/069502), 1-(3- chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazole -5-carboxamide (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-1-(3-chloropyridin-2-yl)-3-{ [5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H-pyr azole-5-carboxamide (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-1-(3-chloropyridin-2-yl)-3- {[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazol-5-carboxamide (known from WO2010/069502) and (1E)-N-[(6-chloropyridin-3 -yl)methyl]-N'-cyano-N-(2,2-difluoroethyl)ethanimidamide (known from WO2008/009360).

[0429] In a preferred embodiment of the invention, a penetrant is additionally added to crop protection compositions to enhance the action. Suitable penetrants also include, for example, substances which promote the availability of the compounds of Formula (I) in the spray coating. These include, for example, vegetable and mineral oils. Suitable oils are all vegetable and mineral oils - modified or otherwise - that can usually be used in agrochemical compositions. By way of example, mention can be made of sunflower oil, canola oil, olive oil, castor oil, rapeseed oil, corn seed oil, cottonseed oil and soybean oil or the esters of said oils. Preference is given to canola oil, sunflower oil and their methyl or ethyl esters, especially canola oil methyl ester.

[0430] The concentration of penetrant in the compositions of the invention can be varied within a wide range. In the case of a formulated crop protection composition, it is generally 1 to 95 % by weight, preferably 1 to 55 % by weight, particularly preferably 15 - 40 % by weight. In ready-to-use compositions (spray liquors), concentrations are generally between 0.1 and 10 g/l, preferably between 0.5 and 5 g/l.

[0431] When used as insecticides, the active compounds according to the invention may also be present in their commercially available formulations and in the forms of use, prepared from these formulations, as a mixture with synergistic agents. Synergistic agents are compounds that enhance the action of the active compounds, without any need for the added synergistic agent to be active by itself.

[0432] When used as insecticides, the active compounds according to the invention may, in addition, be present in their commercially available formulations and in use forms, prepared from these formulations, as a mixture with inhibitors that reduce degradation of the active compound after use in the plant environment, on the surface of plant parts or in plant tissue.

[0433] The active ingredient content of use forms prepared from commercially available formulations can vary within wide limits. The active ingredient concentration of the application forms can be from 0.00000001 to 95% by weight of active ingredient, preferably between 0.00001 and 1% by weight.

[0434] The compounds are employed in a customary manner appropriate to the forms of use.

[0435] All plants and plant parts can be treated according to the invention. Plants are understood herein to mean all plants and plant populations such as desired or unwanted wild plants or agricultural plants (including naturally occurring agricultural plants). Agricultural plants can be plants that can be obtained through conventional breeding and optimization methods or through genetic engineering and biotechnological methods or combinations of these methods, including transgenic plants and including plant varieties that may or may not protected by variety property rights. Examples that may be mentioned are important agricultural plants, such as cereals (wheat, rice), corn, soybeans, potatoes, sugar beet, tomatoes, peas and other vegetable species, cotton, tobacco, rapeseed and also fruit plants (with fruits apples, pears, citrus fruits and grapes). Plant parts are to be understood to mean all above-ground and below-ground parts and plant organs such as bud, leaf, flower and root, examples which may be mentioned being leaves, needles, stems, trunks, flowers, bodies of fruit, fruits and seeds as well as roots, tubers and rhizomes. Plant parts also include harvested material and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, shoots and seeds.

[0436] Treatment according to the invention of plants and plant parts with the active compounds is carried out directly or enabling the compounds to act in the surroundings, environment or storage space by customary treatment methods, for example, by immersion, spraying, evaporating, fogging, dispersing, painting, injecting, and, in the case of propagating material, in particular in the case of seeds, also applying one or more coatings.

[0437] As already mentioned above, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by conventional biological breeding, such as protoplast crossing or fusion, and parts thereof, are treated. In an additional preferred embodiment, transgenic plants and plant cultivars obtained through genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The terms "parts" or "plant parts" or "plant parts" have been explained above.

[0438] More preferably, plants of plant cultivars that are each commercially available or in use are treated in accordance with the invention. Plant cultivars are to be understood as meaning plants that have new properties ("traits") and that have been obtained through conventional breeding, through mutagenesis or through recombinant DNA techniques. They can be cultivars, biotypes or genotypes.

[0439] Depending on the plant species or plant cultivars, and the location and growing conditions (soils, climate, vegetation period, diet) thereof, the treatment according to the invention may also result in superadditive ("synergistic" effects "). For example, possibilities include reduced application rates and/or a broadening of the activity spectrum and/or an increase in the activity of the compounds and compositions usable according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or water or salinity levels in the soil, improved flowering performance, easier harvesting, accelerated maturation, higher yields, higher quality and/or higher nutritional value of harvested products, increased shelf life and/or processability of products harvested, which exceed the effects that are normally expected.

[0440] The active compounds according to the invention act not only against plant pests, hygiene and stored product, but also in the veterinary medicine sector against animal parasites (ecto- and endoparasites), such as hard ticks, soft ticks, mites. scabies, leaf mites, flies (biting and sucking), parasitic fly larvae, lice, bird lice and fleas. These parasites include:

[0441] From the order Anopluride, for example, Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp. and Solenopotes spp.

From the order Mallophagida and the suborders Amblycerina and Ischnocerina, for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes. and Felicola spp.

From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp. spp., Hybomitra spp., Atilotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hidrotaea spp., Stomoxis spp., Haematobia spp., Morellia spp., Morellia spp. , Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. and Melophagus spp.

[0444] From the order of Siphonapterida, for example, Pulex spp., Ctenocephalides spp. (Ctenocephalides canis, Ctenocephalides felis), Xenopsylla spp. and Ceratophyllus spp.

[0445] From the order Heteropterides, for example, Cimex spp., Triatoma spp., Rhodnius spp, and Panstrongilus spp.

[0446] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattella germanica and Supella spp.

[0447] From the subclass of Acari (Acarina) and the orders of Meta- and Mesostigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. and Varroa spp.

From the order of Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheiletiella spp., Ornithocheiletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listropho. , Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp. and Laminosioptes spp.

[0449] The active compounds according to the invention of Formula (I) are also useful to control arthropods that attack agricultural creation, for example, cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens , turkeys, ducks, geese, honey bees, other domestic animals such as, for example, dogs, cats, caged birds, aquarium fish, and laboratory animals, for example, hamsters, guinea pigs, rats and mice. The control of these arthropods is intended to reduce cases of death and reduced productivity (of meat, milk, wool, skins, eggs, honey etc., and thus a more economical and easier animal husbandry is possible by using active compounds according to the invention.

[0450] The active compounds according to the invention are used in the veterinary sector and in animal husbandry in a manner known as enteral administration in the form of, for example, tablets, capsules, potions, baths, granules, pastes, boluses, or process of direct feeding and suppositories, by parenteral administration, such as, for example, by injection (intramuscular, subcutaneous, intravenous, intraperitoneal and similar), implants, by nasal administration, by dermal use in the form, for example, of immersion or bathing , spraying, pouring on and spotting on, washing and powder spraying, and also with the help of molded articles containing the active compound, such as collars, ear markers, tail markers, end bands, halters, marking devices and the like.

[0451] When used for farm, poultry, domestic animals and the like, the active compounds of Formula (I) can be used as formulations (eg powders, emulsions, flowables) comprising the active compounds in an amount of 1 at 80% by weight, directly or after dilution of 100 to 10 000 times, or can be used as a chemical bath.

[0452] It was also found that the inventive compounds have a strong insecticidal action against insects that destroy industrial materials.

[0453] Preferred but non-limiting examples include the following insects:

beetles such as Hilotrupes bajulus, Clorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus pubis, Lyctus planico rugicollis, Xileborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxilon spec., Dinoderus minutus;

[0455] Dermapterans such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur;

[0456] termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus;

[0457] silver bugs such as Lepisma saccharina.

[0458] Industrial materials in this document are to be understood to mean inanimate materials such as, preferably, plastics, adhesives, sizes, papers and boards, leather, wood, processed wood products and coating compositions.

[0459] Ready-to-use compositions may optionally also comprise other insecticides, if appropriate, and optionally one or more fungicides.

[0460] With respect to possible additional partners for blending, reference is made to the insecticides and fungicides mentioned above.

[0461] In addition, the compounds according to the invention can be used to protect objects that are in contact with salt water or brackish water, in particular hulls, screens, nets, buildings, mooring and signaling systems, against dirt.

[0462] Furthermore, the compounds according to the invention can be used alone or in combination with other active compounds as anti-dirt compositions.

[0463] Active compounds are also useful to control animal pests in the domestic sector, in the hygiene sector and in the protection of stored products, especially insects, arachnids and mites, which are found in closed spaces such as, for example, houses, hallways from factories, offices, vehicle cabins and the like. They can be used to control these pests alone or in combination with other active and auxiliary compounds in household insecticidal products. They are effective against resistant sensitive species and against all stages of development. These pests include:

[0464] From the order of Scorpionidea, eg Buthus occitanus.

From the order of Acarina, for example, Argas persicus, Argas reflexus, Bryobia spp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides formatophagoides p.

[0466] From the order of Araneae, eg Aviculariidae, Araneidae.

[0467] From the order of Opiliones, for example, Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.

[0468] From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber.

[0469] From the order of Diplopoda, for example, Blaniulus guttulatus, Polidesmus spp.

[0470] From the order of the Chilopoda, for example, Geophilus spp.

[0471] From the order of Zygentoma, for example, Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus.

[0472] From the order of Blattaria, for example, Blatta orientalies, Blattella germanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Spp.

[0473] From the order of the Saltatoria, for example, Acheta domesticus.

[0474] From the order of Dermaptera, for example, Forficula auricularia.

[0475] From the order of the Isoptera, for example, Kalotermes spp., Reticulitermes spp.

[0476] From the order of Psocoptera, for example, Lepinatus spp., Liposcelis spp.

[0477] From the order Coleoptera, for example, Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus paniceum.

[0478] From the order Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Dros, Fantocania caniamusicularis, Drosophila caniamusicularis. spp., Sarcophaga carnaria, Simulium spp., Stomoxis calcitrans, Tipula paludosa.

[0479] From the order of Lepidoptera, for example, Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.

[0480] From the order of Siphonaptera, eg Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.

[0481] From the order of Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.

[0482] From the order of Anoplura, for example, Pediculus humanus capitis, Pediculus humanus corporis, Pemphigus spp., Philloera vastatrix, Ftirus pubis.

[0483] From the order Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.

[0484] In the field of household insecticides, they are used alone or in combination with other useful active compounds such as phosphoric acid esters, carbamates, pyrethroids, neonicotinoids, growth regulators or active compounds from other known classes of insecticides.

[0485] They are used in aerosols, pressureless spray products, for example, pump and sprays with atomizer, automatic vaporization systems, vaporizers, foams, gels, evaporation products with evaporation tablets made of cellulose or plastic, liquid evaporators, in gel and membrane evaporators, helix-driven, powerless, or passive evaporators, evaporation systems, anti-moth papers, anti-moth bags and anti-moth gels, such as granules or powders, in spread baits or in bait stations.

[0486] The compounds of Formula (I) according to the invention (active compounds) have excellent herbicidal activity towards a broad spectrum of economically important monocotyledonous plants and harmful annual dicotyledonous plants. The active compounds also act efficiently on harmful perennial plants that produce sprouts from rhizomes, root stocks or other perennial organs that are difficult to control.

[0487] The amount of active compound used can vary within a relatively wide range. It essentially depends on the nature of the desired effect. In general, the amounts used are between 1 g and 10 kg of active compost per hectare of soil surface, preferably between 5 g and 5 kg per ha.

[0488] The advantageous effect of compatibility with agricultural plants of the active compound combinations according to the invention is particularly pronounced at certain concentration rates. However, the weight ratios of active compounds in active compound combinations can be varied within relatively wide ranges. In general, from 0.001 to 1000 parts by weight, preferably from 0.01 to 100 parts by weight, particularly preferably from 0.05 to 20 parts by weight, of one of the compounds of the crop plant with improved compatibility (antidotes/phytoprotectants) mentioned above under (b') are present per part by weight of active compound of Formula (I).

[0489] The active compounds according to the invention are generally applied in the form of finished formulations. However, the active compounds present in the active compound combinations can, as individual formulations, also be mixed during use, ie be applied in the form of tank mixes.

[0490] For certain applications, in particular in the post-emergence method, it may still be advantageous to include in the formulations, as other additives, mineral or vegetable oils that are tolerated by plants (for example, the commercial preparation "Rako Binol"), or ammonium salts such as, for example, ammonium sulfate or ammonium thiocyanate.

[0491] The new active compound combinations can be used as such, in the form of their formulations or in use forms prepared from them by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. Application is carried out in the usual way, for example by watering, spraying, atomizing, dusting or transmitting.

[0492] The application rates of the combinations of active compounds according to the invention can be varied within a certain range; they depend, among others, on weather factors and soil factors. In general, application rates are from 0.001 to 5 kg per ha, preferably from 0.005 to 2 kg per ha, particularly preferably from 0.01 to 0.5 kg per ha.

[0493] Depending on their properties, the safeners to be used according to the invention can be used for a pre-treatment of the seed of the crop plant (seed coating) or can be introduced into the seed ferrules before the seed or is used separately before the herbicide or together with the herbicide, before or after emergence of the plants.

[0494] Examples of plants that may be mentioned are important agricultural plants, such as cereals (wheat, barley, rice), corn, soybeans, potatoes, cotton, rapeseed, beetroot, sugar cane and also fruit plants (fruits such as apples, pears, citrus fruits and vines), greater emphasis being given to cereals, corn, soybeans, potatoes, cotton and rapeseed.

[0495] All plants and plant parts can be treated with the active compounds according to the invention. Here, plants are to be understood as all plants and plant populations such as desirable and undesirable wild plants or agricultural plants (including naturally occurring agricultural plants). Agricultural plants can be plants that can be obtained through conventional plant production and optimization methods or by biotechnological and recombinant methods or by combinations of these methods, including transgenic plants and including plant cultivars protected or not protected by breeders' rights of plant. Plant parts are to be understood as all parts and organs of plants above and below the ground, such as bud, leaf, flower and roots, examples that may be mentioned consist of leaves, needles, stems, stalks, flowers, bodies of fruit, fruits and seeds as well as roots, tubers and rhizomes. Plant parts also include harvested material, as well as vegetative and generative propagation material, for example, seedling, tubers, rhizomes, twigs and seeds.

[0496] The treatment according to the invention of plants and plant parts with the active compounds is carried out directly or allowing them to act in their surroundings, habitat or storage space by the usual methods of treatment, for example by immersion, spraying, evaporation, vaporization, transmission, painting or injection and, in the case of propagating material, in particular in the case of seed, also through the application of one or more coatings.

[0497] The present invention therefore also relates to a method to control unwanted plants or to regulate plant growth, preferably in plant crops, where one or more compounds according to the invention is/are applied to plants (by for example, harmful plants such as monocotyledonous or dicotyledonous weeds or undesirable agricultural plants), to seeds (for example, vegetative grains, seeds or tubers such as tubers or parts of shoots with seedlings) or to the area in which the plants grow (by example, the area under cultivation). In this context, the compounds according to the invention can be applied, for example, pre-planting (if appropriate, also by integration into the soil), pre-emergence or post-emergence. Examples of individual representatives of monocotyledonous and dicotyledonous weeds which can be controlled by the compounds according to the invention will be mentioned, without this mention being a limitation to a particular species.

[0498] Harmful monocotyledonous plants of the genus: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleocharis, Echinolisine, Fimucagros , Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.

[0499] Harmful dicotyledonous plants of the genus: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Esmodium, Emex , Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rompex, Rotala , Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.

The listed plants can be treated according to the invention in an especially advantageous manner with the compounds of the general formula I and/or the active compound mixtures according to the invention. The preferred varieties shown above for the active compounds or mixtures also apply to the treatment of these plants. Particular emphasis is placed on treating plants with the compounds or mixtures specifically mentioned in the present text.

[0501] If the compounds according to the invention are applied to the soil surface before germination, emergence of the weed seedlings is completely avoided or the weeds grow until they reach the cotyledon stage, but then stop their growth, and finally dies completely after three to four weeks.

[0502] When active compounds are applied in the post-emergence phase to the green parts of the plant, the growth stops after the treatment, and the harmful plants remain in the growth stage of the application time or die completely after a certain period of time, so that competition for weeds, which is harmful to agricultural plants, is thus eliminated at an early time stage and in a supported manner.

[0503] Although the compounds according to the invention exhibit outstanding herbicidal activity against monocotyledonous and dicotyledonous weeds, agricultural plants of economically important crops, for example, dicotyledonous crops of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus , Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Miscanthus, Nicotiana, Phaseolus, Pisum, Solanum, Vicia, or monocotyledonous crops of the genus Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum , Sorghum, Triticale, Triticum, Zea are damaged only to a negligible extent, or not at all, depending on the structure of the respective compound according to the invention and its application rate. That is why the present compounds are highly suitable for the selective control of unwanted plant growth in crop plants such as agriculturally useful or ornamental plants.

[0504] Furthermore, the compounds according to the invention (depending on their respective structure and the application rate used) have surprising growth regulating properties in agricultural plants. They engage in plant metabolism in a regulatory manner and therefore can be used to influence, in a certain way, plant constituents and to facilitate harvesting, such as, for example, triggering dryness and growth retardation. Furthermore, they are also convenient for generally controlling and preventing unwanted vegetative growth without destroying plants in the process. Inhibition of vegetative growth plays an important role in many monocotyledonous and dicotyledonous crops since, for example, housing can be reduced, or can be avoided altogether, thereby.

[0505] As already mentioned above, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by conventional biological production methods, such as protoplast crossing or fusion, and parts thereof, are treated. In a further preferred embodiment, transgenic plants and plant cultivars are obtained by genetic engineering methods, if appropriate, in combination with conventional methods (Genetically Modified Organisms), and parts of these are treated. The terms "parts" or "plant parts" or "plant parts" have been explained above.

[0506] Particularly preferably, plants of plant cultivars which are in each case commercially available or in use are treated according to the invention. Plant cultivars should be understood as plants showing new properties ("traits") that were obtained through conventional production, by mutagenesis or by recombinant DNA techniques. These can be cultivars, bio- or genotypes.

[0507] Depending on the plant species or plant cultivars, their position and growing conditions (soil, climate, vegetation period, diet), treatment according to the invention may also result in superadditive ('synergistic') effects . Thus, for example, reduced application rates and/or an increase in the spectrum of activity and/or an increase in the activity of substances and compositions that can be used according to the invention, better plant growth, increased temperature tolerance high or low, increased tolerance to soil drought or salt or waterlogging, increased flowering, easier harvesting, accelerated maturation, higher crop yields, higher quality and/or a higher, better nutritional value of harvested products Storage and/or processing stability of the harvested products are possible, which exceed the effects that should actually be expected.

[0508] Due to their herbicidal and plant growth regulating properties, the active compounds can also be employed for the control of harmful plants in crops of known genetically modified plants or genetically modified plants that are yet to be developed. In general, transgenic plants are distinguished by particularly advantageous properties, for example, by resistance to certain pesticides, particularly certain herbicides, plant disease resistance or plant disease-causing organisms, such as certain insects, nematodes or micro-organisms such as , fungi, bacteria or viruses. Other special properties relate, for example, to the material harvested with reference to quantity, quality, storage, composition and specific constituents. Thus, transgenic plants with an increased starch content or a modified starch quality or those with a different fatty acid composition of the harvested material are known. Additional particular properties may be tolerance or resistance to abiotic stress, for example heat, cold, drought, salt and ultraviolet radiation. Active compounds can also be used in transgenic plants distinguished by high yields, for example, by improved photosynthesis performance or improved nutrient consumption.

[0509] It is preferred to use the inventive compounds of Formula (I) and/or salts thereof in economically important transgenic crops of useful and ornamental plants, for example, of wheat cereals such as barley, rye, oats, millet, rice, cassava and maize or other crops of sugar beet, cotton, soya beans, rapeseed, potatoes, tomatoes, peas and other vegetables.

[0510] It is preferred to use the compounds of Formula (I) as herbicides in crops of useful plants which are resistant, or which have been made resistant by recombinant means, to the phytotoxic effects of the herbicides.

[0511] Conventional ways to generate new plants that, compared to existing plants, modified properties are, for example, traditional production methods and the generation of mutants. On the other hand, seedlings with modified properties can be generated with the help of recombinant methods (see, for example, EP 0221044, EP 0131624). For example, the following has been described in several cases: modifications of recombinant agricultural plants for the purposes of modifying the synthesized starch in plants (e.g. WO 92/011376 A, WO 92/014827 A, WO 91/019806 A ), - transgenic crop plants which are resistant to certain herbicides of the glufosinate type (as per for example EP 0242236 UM, EP 0242246 A) or of the glyphosate type (WO 92/000377 A) or of the glyphosate type sulfonylurea (EP 0257993 A, US document 5,013,659), or against combinations or mixtures of these herbicides by "gene stacks", such as transgenic crop plants, for example corn or soybeans, bearing the trademark or the name OptimumTMGATTM(Tolerant to Glyphosate AL). Furthermore, transgenic plants resistant to synthetic auxins (eg 2.4 D) mode of action of HRAC, Class O and aryloxy-phenoxy propionate (fops, HRAC, Class A) have been described (DHT, Dow Agroscience Herbicide Tolerance Trait) - transgenic agricultural plants, for example cotton which is capable of producing Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP 0142924 A, EP 0193259 A), - plants GM crops with a modified fatty acid composition (WO 91/03972 A), - Genetically modified plants having novel insect resistance, eg based on expression of Photorhabdus toxins, Xenorhabdus Symbions of entomopathogenic nematodes and toxins of spiders, scorpions , ants, parasitic wasps, - genetically modified agricultural plants with new constituents or secondary materials, eg new phytoalexins, which cause increased resistance. disease (EP 0309862 A, EP 0464461 A), - genetically modified plants with reduced photorespiration which show higher yields and higher stress tolerance (EP 0305398 A), - transgenic crop plants which produce proteins pharmaceutically or diagnostically important ("molecular drugs"), - transgenic crop plants that are distinguished by higher yields or better quality, - transgenic agricultural plants that are distinguished by increased tolerance to abiotic and biotic stress factors, - transgenic crop plants that are distinguished by a combination, for example, of novel properties mentioned above ("gene stacking").

[0512] A large number of molecular-biological techniques that can be used to produce new transgenic plants with modified properties are known at first; see, for example, I. Potrykus and G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg, or Christou, "Trends in Plant Science" 1 (1996) 423-431 .

[0513] To perform such recombinant manipulations, it is possible to introduce nucleic acid molecules into plasmids, which allow a mutagenesis or sequence modification by recombination of DNA sequences. For example, base substitutions can be performed, part of sequences can be removed, or natural or synthetic sequences can be added with the help of normal methods. To link the DNA fragments together, it is possible to add adapters or linkers to the fragments; see, for example, Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Gene und Klone", VCH Weinheim 2nd ed., 1996.

[0514] The generation of plant cells with a reduced activity for a gene product can be carried out, for example, by expression of at least one corresponding antisense RNA, a sense RNA to effect a cosuppression effect or by expression of at least a correspondingly constructed ribozyme, which specifically cleaves copies of the aforementioned gene product.

[0515] For this purpose, it is possible first to use DNA molecules that constitute the entire coding sequence of a gene product, including any flanking sequence that may be present, or other DNA molecules that only constitute parts of the coding sequence, it is necessary for these parts to be long enough to cause an antisense effect on the cells. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but which are not entirely identical.

[0516] When expressing nucleic acid molecules in plants, the synthesized protein can be located in any compartment of the plant cell. To carry out localization in a particular compartment, however, it is possible, for example, to link the coding region to DNA sequences that ensure localization in a specific compartment. Such sequences are known to one skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988) , 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106). Nucleic acid molecules can also be expressed in plant cell organelles.

[0517] Transgenic plant cells can be regenerated by known techniques to give intact plants. In principle, transgenic plants can be plants of any plant species, that is, both monocotyledonous and dicotyledonous plants.

[0518] Thus, transgenic plants can be obtained that exhibit modified properties as the result of overexpression, suppression or inhibition of homologous genes (=natural) or gene sequences or heterologous expression of genes or gene sequences (=strange).

[0519] It is preferred to use the compounds (I) according to the invention in transgenic crops that are resistant to growth regulators such as, for example, 2.4 D, dicamba, or to herbicides that prevent essential plant enzymes, by example, acetyl CoA carboxylases, acetolactate (AL) synthases, EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), or to herbicides of the FOPs group, sulfonylureas, glyphosates, glufosinates or active benzoylisoxazoles and compounds , or to combinations of these active compounds. - It is particularly preferred to use the compounds according to the invention in transgenic crop plants which are resistant to a combination of glyphosates and glufosinates, glyphosates and sulfonylureas or imidazolinones. It is very particularly preferred to use the compounds according to the invention in transgenic crop plants, for example corn or soybean, with the registered trademark or the designation OptimumTMGATTM (Tolerant to Glyphosate AL). Furthermore, it is particularly preferred to use the compounds according to the invention in transgenic plants which are resistant to synthetic auxins (eg 2.4 D) with "HRAC mode of action, Class O" and aryloxy-phenoxy propionate ( fops) with "HRAC action mode, Class A" (eg DHT, Dow Agroscience Herbicide Tolerance Trait).

[0520] When the active compounds according to the invention are used in transgenic crops, the effects are often observed - in addition to the effects on harmful plants that can be observed in other crops - which are specific to the application in the transgenic crop in question, for example, a modified or specifically extended spectrum of weeds that can be controlled, modified the application rates that can be employed for the application, preferably good combination with herbicides to which the transgenic crop is resistant, and an effect on growth and yield of transgenic crop plants.

[0521] The invention therefore also relates to the use of the compounds of Formula (I) according to the invention as herbicides for the control of harmful plants in transgenic crop plants.

[0522] The compounds according to the invention can be used in the form of wettable powders, emulsifiable concentrates, spray solutions, powdered products or granules in the usual formulations. The invention therefore also provides herbicidal and plant growth regulator compositions comprising the compounds according to the invention.

[0523] The compounds according to the invention can be formulated in various ways according to the biological and/or physicochemical parameters required. Possible formulations include, for example: wettable powders (WP), water soluble powders (SP), water soluble concentrate, emulsifiable concentrate (EC), emulsions (EW) such as oil-in-water and water-in-oil emulsions , spray solutions, suspension concentrate (SC), water and oil based dispersions, oil miscible solutions, capsule suspensions (CS), powder products (DP), seed coating products, granules for dispersing and application to soil, granules (GR) in the form of microgranules, spray granules, coated granules and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes.

[0524] These individual formulation types are known in principle and are described, for example, in: Winnacker-Küchler, "Chemische Technologie" [Chemical technology], Volume 7, C. Hanser Verlag Munich, 4thEd. 1986, Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.

[0525] The necessary formulation aids, such as inert materials, surfactants, solvents and other additives, are known in the same way and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed. , Darland Books, Caldwell NJ, Hv Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publication Co. Inc., N.Y. 1964; Schonfeldt, "Grenzflachenaktive Ãthylenoxidaddukte" [Interface-active ethylene oxide adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler, "Chemische Technologie", Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986.

[0526] Based on these formulations it is also possible to prepare combinations with other active pesticide compounds, such as, for example, insecticides, acaricides, herbicides, fungicides, and also with plant protection agents, growth regulators and/or fertilizers, for example, in the form of a final formulation or as a tank mix.

[0527] The combination parts that can be used for the compounds according to the invention in mixture formulations or in tank mix are, for example, known active compounds which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikiymate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase, photosystem I, photosystem II, protoporphyrinogen oxidase, as described, for example, in Weed Research 26 (1986) 441-445 or in "The Pesticide Manual", 13th Edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2003, and the literature cited therein.

[0528] The following active compounds, for example, can be mentioned as known herbicides or growth regulating plants that can be combined with the compounds according to the invention:

[0529] acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, alidochlor, aloxidim, aloxidim-sodium, ametrine, amicarbazone, amidochlor, amidosulfuron, aminopyralid, amitrol, amylamide sulfamate , asulam, atrazine, azafenidin, azimsulfuron, aziprotrin, BAH-043, BAS-140H, BAS-693H, BAS-714H, BAS-762H, BAS-776H, BAS-800H, beflubutamid, benazolin, benazolin-ethyl, bencarbazone, benfluraline , benfuresate,bensulide,bensulfuron-methyl,bentazone,benzfendizone,benzobicyclon,benzofenap,benzofluor,benzoylprop,bifenox,bilanafos,bilanafossodium,bispyribac,bispyribacsodium,bromacyl,bromobubutilamine,butoxybromine , butaphenacyl, butamiphos, butenachlor, butralin, butroxydim, butylate, cafenstrol, carbetamide, carfentrazone, carfentrazone-ethyl, clomethoxifen, chloramben, chlorazifop, chlorazifop-butyl, chlorbromuron, chlorbufam, chlorfenac, chlorfenac nol, chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlormequat chloride, chlornitrofen, chlorophthalim, chlorthal-dimethyl, chlorotoluron, chlorsulfuron, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clofen, dinafocetho clomazone, clomeprop, cloprop, clopyralid, chloransulam, chloransulam-methyl, cumiluron, cyanamide, cyanazine, cyclanilide, cycloate, cyclosulfamuron, cyclooxydim, cicluron, cihalofop, cihalofop-butyl, ciperquat, cyprazine, 2, 4 4-DB, daimuron/dimron, dalapon, daminozide, dazomet, n-decanol, desmedipham, desmethrin, detosyl-pyrazolate (DTP), dialate, dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P -methyl, diclosulam, dietetyl, dietethyl-ethyl, difenoxuron, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dikegulac-sodium, dimefuron, dimepiperate, dimethachlor, dimethamethrin, dimethenamid, dimethenatine, dimethenamid noseb, dinoterb, diphenamide, dipropetrin, diquat, diquat-dibromide, dithiopyr, diuron, DNOC, eglinazine-ethyl, endothal, EPTC, esprocarb, ethalfluralin, etametsulfuron-methyl, ethephon, ethidimuron, etiozin, ethoxyphene, ethofumes ethoxysulfuron, etobenzanid, F-5331, ie, N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl ] phenyl] ethanesulfonamide, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fentrazamide, fenuron, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P , fluazifop-butyl, fluazifop-P-butyl, fluazolate, flucarbazone, flucarbazone-sodium, fluketosulfuron, fluchloralin, flufenacet (tiafluamide), flufenpyr, flufenpyr-ethyl, flumetralin, flumetsulam, flumiclorac, flumicloracin, flumeturon, flumeturin, flumeturon fluorodifen, fluoroglycofen, fluoroglycofen-ethyl, flupoxam, flupropacil, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, flure nol, flurenol-butyl, fluridone, flurochloridone, fluroxypyr, fluroxypyr-meptyl, flurprimidol, flurtamone, fluthiacet, fluthiacet-methyl, fluthiamide, fomesafen, foramsulfuron, forchlorfenuron, fosamine, furyloxyfen, gibberellic acid, lyphosinate -ammonium, glufosinate-ammonium, glyphosate, glyphosate-isopropylammonium, H-9201, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-P-methyl, haloxyfo , hexazinone, HNPC-9908, HOK-201, HW-02, imazametabenz, imazametabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, inabenfido, indanophan, indoleacetic acid (IAA), 4-indole acid ilbutyric (IBA), iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, isocarbamid, isopropaline, isoproturon, isouron, isoxaben, isoxachlortol, isoxaflutol, isoxapyrifop, IDH-100, KUH-043, lacfentobutyl, KUH , linuron, maleic acid hydrazide, MCPA, MC PB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop-sodium, mecoprop-butothyl, mecoprop-P-butothyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidide, mepiquat chloride, mesosulfuron, mesosulfuron-methyl, mesotrione, metabenzthiazuron, metam, metamifop, metamitron, metazachlor, methazol, methoxyphenone, methyldinron, 1-methylcyclopropene, methyl isothiocyanate, methobenzuron, metholacbromuro, methobromuron , metribuzin, metsulfuron, metsulfuron-methyl, molinate, monalide, monocarbamide, monocarbamide dihydrogensulfate, monolinuron, monosulfuron, monuron, MT 128, MT-5950, i.e. N-[3-chloro-4-(1-methylethyl)phenyl ]-2-methylpentanamide, NGGC-011, naproanilide, napropamide, naptalam, NC-310, ie, 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, neburon, nicosulfuron, nipiaclofen, nitralin, nitrofen , nitrophenolat-sodium (mixture of isomers), nitrofluorfen, nonanoic acid, norflurazon, orbencarb, orthosulfamuron, oriz alina, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomephone, oxyfluorfen, paclobutrazol, paraquat, paraquat dichloride, pelargonic acid (nonanoic acid), pendimethalin, pendralin, penoxsulam, pentanochlor, pentoxazone, perflumid-medisphene, phenoxamm, phenethyl, phenoxyram , picolinafen, pinoxaden, piperophos, pyrifenop, pyrifenop-butyl, pretilachlor, primisulfuron, primisulfuron-methyl, probenazol, profluazol, procyazine, prodiamine, prifluralin, profoxidim, prohexadione, prohexadione-calcium, prohydrojapyl, promethamine, promethine , propazine, profam, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propizamide, prosulfaline, prosulfocarb, prosulfuron, prinachlor, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotol, pyrazolinate (pyrazolate), pyrazole, pyrazo-benzibam-sulfuron, pyribenzoxim, piributicarb, pyridafol, pyridate, piriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyritiobac, pyrithiobac-sodium, pyroxasulfone, piroxsulam, quinclorac, quinmerac, quinocamine, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, sidumethine, sibumeton SN-106279, sulcotrione, sulphalate (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosate (glyphosate-trimesium), sulfosulfuron, SYN-523, SYP-249, SYP-298, SYP-300, tebutam, tebuthiuron, tecnazen tefuryltrione, tembotrione, tepraloxidim, terbacil, terbucarb, terbuchlor, terbumeton, terbuthylazine, terbutrin, TH-547, tenylchlor, thiafluamide, thiazafluron, thiazopyr, tidiazimin, tidiazuron, thiencarbazone, thiencarbafenasulfuron-methylthio topramezone, tralkoxidim, triallate, triasulfuron, triaziflam, triazophenamide, tribenuron, tribenuron-methyl, trichloroacetic acid (TCA), triclopyr, tridiphan, triethazine, trifloxysulfuron, trifloxysulfuron-sodium, trifluralin, triflusulfuron, triflus ulfuron-methyl, trimethuron, trinexapac, trinexapac-ethyl, tritosulfuron, tsitodef, uniconazole, uniconazol-P, vernolate, ZJ-0166, ZJ-0270, ZJ-0543, or ZJ-0862 and also the following compounds

[0530] Compounds are referred to by their "common name" in accordance with the International Organization for Standardization (ISO) or their chemical name or code number and always cover all requirements such as acids, salts, esters, or modifications, such as isomers, stereoisomers and optical isomers. A plurality of requirements or modifications can be mentioned by way of example.

[0531] Wettable powders are preparations that can be dispersed evenly in water and, like the active compound, part of a diluent or inert substance, also constitutes nonionic and/or ionic surfactants (wettable agents, dispersants), for example, polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium lignosulfonate, 2,2'-dinaphthylmethane-6,6'-disulfonate, dibutynaphthalenesulfonate, or so sodium sodium oleylmethyltauride. To prepare the wettable powders, the active herbicidal compounds are precisely ground, for example, in common hammer mill apparatus such as blower mills and air jet mills and mixed simultaneously or subsequently with formulation aids.

[0532] Emulsifiable concentrates are prepared by dissolving the active compound in an organic solvent, eg, butanol, cyclohexanone, dimethylformamide, xylene or else relatively high-boiling aromatics or hydrocarbons or organic solvent mixtures with the addition of one or more surfactants of the non-ionic and/or ionic type (emulsifiers). Emulsifiers used may, for example, be: calcium dodecylbenzenesulfonate such as alkylarylsulfonates, or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ether, fatty alcohol polyglycol ether, oxide-oxide condensation products. ethylene from propylene, polyalkylethers, sorbitan esters, for example, to sorbitan of fatty acid esters, or polyoxyethylene sorbitan esters, for example, polyoxyethylene sorbitan of fatty acid esters.

[0533] Powder products are obtained by grinding the active compounds with solid substances with precise division, for example, talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

[0534] Suspension concentrates can be water or oil based. They can be prepared, for example, by wet grinding through commercial mills and optional addition of surfactants since, for example, it has already been listed above for other types of formulation.

[0535] Emulsions, for example, water-in-oil (EW) emulsion, can be prepared, for example, by means of stirrers, colloid mills and/or static mixers using aqueous organic solvent and optionally surfactants, since, by example, has already been listed above for other formulation types.

[0536] Granules can be produced either by spraying the active compounds on the inert granular adsorption material or by applying the active compound concentrates by means of adhesives, for example, polyvinyl alcohol, sodium polyacrylate, or mineral oils, in surface of conveyors such as sand, kaolinite or inert granular material. It is also possible to granulate the suitable active compounds in the usual way for the production of fertilizer granules - if desired in a mixture with fertilizers.

[0537] Water-dispersible granules are generally prepared by the usual processes such as spray drying, fluid bed granulation, pan granulation, mixing with high speed mixers and extrusion without inert solid material.

[0538] For preparation of granules in pan, fluidized bed, extruder and spray see, for example, processes in "Spray-Drying Handbook"3aed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff; "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York 1973, p. 8-57.

[0539] For further details regarding crop protection composition formulation, see, for example, GC Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pages 81-96 and JD Freyer, SA Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.

[0540] Agrochemical formulations generally contain from 0.1 to 99% by weight, in particular from 0.1 to 95% by weight, of compounds according to the invention.

[0541] In wettable powders, the concentration of active compound is, for example, approximately 10 to 90% by weight; the remainder at 100% by weight consists of customary formulation constituents. In the case of emulsifiable concentrates, the concentration of active compound can be from approximately 1 to 90% by weight, preferably from 5 to 80% by weight. Powder type formulations contain from 1 to 30% by weight of active compound, preferably generally from 5 to 20% by weight of active compound; spray solutions contain from approximately 0.05 to 80% by weight, preferably from 2 to 50% by weight of active compound. In water-dispersible granules, the content of the active compound partly depends on whether the active compound is present in solid or liquid form and which adjuvants, fillers, etc. granulation are used. In water-dispersible granules, the content of active compound is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.

[0542] In addition, the formulations of the active compounds mentioned optionally constitute the respective usual adhesives, wettable agents, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents and solvents, fillers, carriers and dyes, antifoams, evaporation inhibitors and agents that influence pH and viscosity.

[0543] The method of treatment according to the invention is preferably applied to genetically modified organisms, such as, for example, plants or parts of plants.

[0544] Genetically modified plants (or transgenic plants) are plants in which a heterologous gene has been stably integrated into the genome.

[0545] The term "heterologous gene" essentially means a gene that is supplied or assembled outside the plant and when introduced into the nuclear, chloroplastic or mitochondrial genome, resulting in a new transformed or agronomically improved plant or other properties through the expression of the protein or polypeptide of interest or by regulating or silencing other genes that are present in the plant (using, for example, antisense technology, cosuppression technology or RNA interference - RNAi technology). A heterologous gene that is located in the genome is also called a transgene. A transgene that is defined by its particular location in the plant genome is called a transgenic transformation or event.

[0546] Depending on the plant species or plant varieties, their location and growing conditions (land, climate, vegetation period, diet), treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example, reduced application rates and/or broadening the activity spectrum and/or an increase in the activity of active compounds and compositions that can be used according to the invention, better plant growth, increased tolerance to high temperatures and low, increased drought or flood tolerance or soil salt content, increased flowering performance, ease of harvesting, accelerated maturation, higher crop yields, larger fruit, larger plant height, greener leaves, early flowering , higher quality and higher nutritional value of the harvested products, higher sugar concentration in the fruits, better storage stability, and/or processing of the harvested products are possible, which outweigh the effects that are normally expected.

[0547] At certain application rates, combinations of active compounds according to the invention can also have a strengthening effect on plants. Consequently, they are suitable for mobilizing the plant's defense system against the attack of unwanted phytopathogenic fungi and/or viruses and/or microorganisms. This may, if appropriate, be one of the reasons for the increased activity of combinations according to the invention, for example against fungi. Plant strengthening substances (induction of resistance) should be understood, in the present context, also as those substances or combinations of substances that are capable of stimulating the defense system of plants so that, when subsequently inoculated with fungi and/or viruses and/or unwanted phytopathogenic microorganisms, the treated plants exhibit a substantial degree of resistance to these unwanted fungi and/or viruses and/or phytopathogenic microorganisms. In the present case, unwanted phytopathogenic fungi and/or viruses and/or microorganism are to be understood as phytopathogenic fungi, bacteria and viruses. Thus, the substances according to the invention can be used to protect plants against attack by the aforementioned pathogens for a certain period of time after the treatment. The duration of the effect extends from 1 to 10 days, preferably 1 to 7 days, after treatment of the plants with the active compounds.

[0548] Plants and plant species that are preferably treated according to the invention include all plants that have the genetic material that confers particularly advantageous characteristics useful in those plants (even if this is done by cultivation and/or biotechnology) .

[0549] Plants that are also preferably treated according to the invention are resistant to one or more biotic stress factors, i.e., said plants have an improved defense against animal and microbial pests, such as nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.

[0550] In addition to the plants and plant varieties mentioned above, it is also possible to treat those that are resistant to one or more abiotic stressors.

[0551] Abiotic stress conditions can include, for example, drought, exposure to cold, exposure to heat, osmotic stress, flooding, increased soil salinity, increased exposure to minerals, ozone conditions, strong light conditions, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients or shade restriction.

[0552] Plants and plant varieties which can also be treated according to the invention are those plants characterized by yield increases. Increased yield means that plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, increased carbon assimilation, photosynthesis improved, improved germination efficiency and accelerated maturation. Yield may also be affected by improved plant architecture (under stress and non-stress conditions), including early flowering, flower control for hybrid seed production, seed vigor, plant size, number and distance of internodes, growth of seeds. roots, seed size, fruit size, pod size, pod or number of ears, number of seeds per pod or ear, seed mass, improved seed filling, reduced seed dispersion, reduced pod dehiscence and housing resistance . Other yield traits include seed composition such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processing and better storage stability.

[0553] Plants that can be treated according to the invention are hybrid plants that already express the characteristics of heterosis, or hybrid vigor, which generally results in greater yield, vigor, health and resistance, in relation to biotic and abiotic stress factors . Such plants are typically produced by crossing an innate male sterile parent lineage (the female parent) with another innate male fertile parent lineage (the male parent). Hybrid seed is usually harvested from male-sterile plants and sold to growers. Male sterile plants may occasionally (eg in maize) be produced by threshing (ie mechanical removal of male reproductive organs or male flowers) but more typically male sterility is the result of genetic determinants in the genome of the plant. plant. In this case, and especially when seed is the desired product to be harvested from the hybrid plants, it is typically useful to ensure that male fertility in the hybrid plants, which contain the genetic determinants responsible for male sterility, is completely restored. This can be accomplished by ensuring that male relatives have the appropriate fertility restorer genes capable of restoring male fertility in hybrid plants that contain the genetic determinants responsible for male sterility. Genetic determinants for male sterility can be located in the cytoplasm. Examples of cytoplasmic male sterility (CMS) have, for example, been described for Brassica species. However, genetic determinants for male sterility can also be located in the nuclear genome. Male sterile plants can also be obtained by plant biotechnology methods such as genetic engineering. Particularly useful means of obtaining male-sterile plants are described in WO 89/10396, in which, for example, a ribonuclease such as a barnase is selectively expressed in the layers of cells in the stamens. Fertility can then be restored by expression in the cell layers of a ribonuclease inhibitor such as barstar.

[0554] Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) that can be treated in accordance with the invention are herbicide tolerant plants, i.e. plants that become tolerant to one or more given herbicides. Such plants can be obtained, either by genetic transformation, or by selection of plants containing a mutation conferring such tolerance to the herbicide.

[0555] Herbicide tolerant plants are, for example, glyphosate tolerant plants, ie plants that become tolerant to the glyphosate herbicide or salts thereof. For example, glyphosate tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS). Examples of such EPSPS genes are the AroA gene (CT7 mutant) from the bacterium Salmonella typhimurium, the CP4 gene from the bacterium Agrobacterium sp., the genes encoding EPSPS from petunia, a EPSPS from tomato, or an EPSPS from Eleusin. It can also be a mutated EPSPS. Glyphosate tolerant plants can also be obtained by expressing a gene encoding a glyphosate oxidoreductase enzyme. Glyphosate tolerant plants can also be obtained by expressing a gene encoding a glyphosate acetyltransferase enzyme. Glyphosate tolerant plants can also be obtained by selecting those plants which contain the aforementioned naturally occurring gene mutations.

[0556] The other herbicide resistant plants are plants, for example, that become tolerant to herbicides that inhibit the enzyme glutamine synthase, such as bialaphos, phosphinothricin or glufosinate. Such plants can be obtained by expression of an herbicide detoxifying enzyme or a mutant of the glutamine synthase enzyme, which is resistant to inhibition. Such an effective detoxifying enzyme is, for example, an enzyme encoding a phosphinothricin acetyltransferase (such as a bar or pat protein from Streptomyces species). Plants expressing an exogenous phosphinothricin acetyltransferase are described.

[0557] The most herbicide tolerant plants are also plants that become herbicide tolerant by inhibiting the enzyme hydroxyphenylpyruvatedioxygenase (HPPD). Hydroxyphenylpyruvatedioxygenase are enzymes that catalyze the reaction where para-hydroxyphenylpyruvate (HPP) is transformed into homogentisate. Plants tolerant to HPPD inhibitors can be transformed encoding naturally occurring enzyme resistant to HPPD, or a gene encoding a mutated HPPD enzyme. Tolerance to HPPD inhibitors can also be obtained by transforming plants with genes that encode certain enzymes allowing the formation of homogentisate, despite the inhibition of the native HPPD enzyme by the HPPD inhibitor. Tolerance of plants to HPPD inhibitors can also be improved by transforming plants with a gene encoding a prefenate dehydrogenase enzyme in addition to a gene encoding an HPPD tolerant enzyme.

[0558] Other plants more resistant to herbicides are plants that become tolerant to acetolactate synthase inhibitors (ALS). ALS inhibitors include, for example, sulfonylurea, imidazolinone, triazolopyrimidines, pyrimidinyloxy(thio)benzoates and/or sulfonylaminocarbonyltriazolinone herbicides. Different mutations in the ALS enzyme (also known as acetohydroxy acid synthase AHAS) are known to confer tolerance to different herbicides and herbicide groups. The production of sulfonylurea tolerant plants and imidazolinone tolerant plants have been described in international patent application WO 1996/033270. Other sulfonylurea tolerant plants and imidazolinone tolerant plants have also been described, for example, in WO 2007/024782.

[0559] Other more herbicide resistant plants are plants that have become tolerant to ACCase inhibitors.

[0560] Other sulfonylurea and/or imidazolinone tolerant plants can be obtained by induced mutagenesis, selection in cell cultures in the presence of the herbicide, or mutation creation.

[0561] Plants or plant varieties (obtained by plant biotechnology methods, such as genetic engineering) that can also be treated according to the invention are insect resistant transgenic plants, ie plants that become resistant to attack of certain target insects. Such plants can be obtained by genetic transformation, or by selecting plants containing a mutation conferring such resistance to the insect.

[0562] In the present context, the term "insect resistant transgenic plant" includes any plant containing at least one transgene constituting a coding sequence, encoding: 1) an insecticidal crystal protein from Bacillus thuringiensis or an insecticidal part thereof , such as the insecticidal crystalline proteins, listed online at: http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/, or insecticidal part thereof, eg Cry proteins of classes Cry1Ab, Cry1Ac, Cry1F , Cry2Ab, Cry3Ae, or Cry3Bb or insecticidal part thereof; or 2) a crystal protein from Bacillus thuringiensis or a part thereof, which is insecticidal in the presence of a second crystal protein from Bacillus thuringiensis or a part thereof, such as binary toxin made with crystal proteins Cy34 and Cy35; or 3) an insecticidal hybrid protein comprising parts of two different Bacillus thuringiensis insecticidal crystal proteins, such as a protein hybrid of 1) above or a protein hybrid of (2) above, e.g. the Cry1A.105 protein produced by corn event MON98034 (WO 2007/027777); or 4) a protein of any of the above-mentioned 1) to 3) where some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain greater insecticidal activity for some target insect species, and/or to expand the scale from affected target insect species, and/or because of changes induced by the encoding DNA during cloning or transformation, such as the Cry3Bb1 protein in the MON863 or MON88017 corn events, or the Cry3A protein in the MIR 604 corn event; 5) an insecticidal protein secreted from Bacillus thuringiensis or Bacillus cereus, or an insecticidal part thereof, such as vegetable insecticidal proteins (VIP) listed at: http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore /Bt/vip.html, for example, proteins of class VIP3Aa; or 6) a protein secreted from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second protein secreted from Bacillus thuringiensis or B. cereus, such as the binary toxin made from the proteins VIP1A and VIP2A; or 7) an insecticidal hybrid protein comprising parts of different proteins secreted from Bacillus thuringiensis or Bacillus cereus, such as a protein hybrid in 1) above or a hybrid of proteins in 2) above; or 8) a protein of any of the above 1) to 3) some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain greater insecticidal activity for some target insect species, and/or to expand the scale of target insect species affected, and/or because of changes induced by the encoding DNA during cloning or transformation (while still encoding an insecticidal protein), such as the VIP3Aa protein in the cotton COT 102 event.

[0563] Of course, insect resistant transgenic plants, as used herein, also include any plant constituting a combination of genes encoding proteins from any of the above classes 1 to 8. In one embodiment, an insect resistant plant contains more of a transgene encoding a protein of any of the above classes 1 to 8, to expand the range of affected target insect species, or to delay the development of insect resistance to plants by using different insecticidal proteins for the same insect species target, but displaying a different mode of action, such as binding to different receptor binding sites in the insect.

[0564] Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) which can also be treated according to the invention, are tolerant to abiotic stress. Such plants can be obtained by genetic transformation, or by selection for plants containing a mutation conferring such resistance to stress. Particularly useful stress-tolerant plants include: a. plants that contain a transgene capable of reducing the expression and/or activity of the poly (ADP-ribose) polymerase (PARP) gene in plant cells or plants; B. plants with stress tolerance resulting from transgenesis, capable of reducing the expression and/or activity of genes encoding PARG of plants or plant cells; ç. plants that contain a stress tolerance enhancing transgene encoding a functional plant enzyme of the biosynthetic pathway of nicotinamide adenine dinucleotide reuse, including nicotinamidase, nicotinate phosphoribosyltransferase, nicotinic mononucleotide acid adenyltransferase, nicotinamide adenine dinucleotide nicotranamidase, or nicotinamidase.

[0565] Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering), which likewise can be treated according to the invention, have an altered quantity, quality and/or storage stability of the harvested product and/or altered properties of the specific ingredients of the harvested product, for example: 1) transgenic plants that synthesize a modified starch whose physicochemical characteristics, in particular the amylose content or the amylose-amylopectin rate, the degree of branching , the mean chain length, side chain distribution, viscosity behavior, gel strength, starch grain size and/or starch grain morphology is altered compared to starch synthesized in wild type plant cells or plants, so that this modified starch is more suitable for certain applications. 2) Transgenic plants that synthesize carbohydrate polymers other than starch or that synthesize carbohydrate polymers other than starch with altered properties compared to wild-type plants without genetic modification. Examples are plants that produce polyfructose, especially of the inulin or levan type, plants that produce alpha-1,4-glucan branches, plants that produce alpha-1,6-branched alpha-1,4-glucans, and plants that produce alternan. 3) Transgenic plants that produce hyaluronan.

[0566] Plants or plant cultivars (which are obtained by plant biotechnology methods such as genetic engineering), which can likewise be treated according to the invention, are plants, such as cotton plants, with characteristics of the fiber altered. Such plants can be obtained by genetic transformation, or by selecting plants containing a mutation conferring such altered fiber characteristics and include: a) plants, such as cotton plants, which contain an altered form of the cellulose synthase genes; b) plants, such as cotton plants, which contain an altered form of homologous rsw2 or rsw3 nucleic acids; c) plants, such as cotton plants with increased expression of sucrose phosphate synthase; d) plants such as cotton plants with increased expression of sucrose synthase; e) plants, such as cotton plants, in which the plasmodesmal connection time at the base of the fiber cell is altered, for example, through selective regulation of the fiber by β-1,3-glucanase; f) plants, such as cotton plants, that have fibers with altered reactivity, for example, through the expression of the N-acetylglucosaminetransferase gene including the nodC and chitin synthase genes.

[0567] Plants or plant cultivars (which can be obtained by plant biotechnology methods, such as genetic engineering) that can also be treated according to the invention, are plants such as rapeseed or plants related to Brassica, with characteristics oil profile changes. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation, which confer such altered oil characteristics, and include: a) plants, such as rapeseed plants, which produce oil having a high oleic acid content; b) plants, such as rapeseed plants, which produce the oil having a low linoleic acid content; c) plants, such as rapeseed plants, which produce oil having a low level of saturated fatty acids.

[0568] Particularly useful transgenic plants that can be treated in accordance with the invention are plants that comprise one or more genes that encode one or more toxins, are sold under the following trademarks: YIELD GARD® (eg corn, cotton, soybeans), KnockOut® (eg corn), BiteGard® (eg corn), Bt-Xtra® (eg corn), StarLink® (eg corn), Bollgard® (cotton), Nucotn ® (cotton), Nucotn 33B® (cotton), NatureGard® (eg corn), Protecta® and NewLeaf® (potato). Examples of herbicide tolerant plants that may be mentioned are corn varieties, cotton varieties and soy bean varieties that are sold under the registered trade names: Roundup Ready® (glyphosate tolerance, eg corn, cotton, soya beans soybeans), Liberty Link® (tolerance to phosphinothricin, eg rapeseed), IMI® (tolerance to imidazolinone) and SCS® (tolerance to sulfonylurea, eg corn). Herbicide resistant plants (plants conventionally bred for herbicide tolerance) that may be mentioned include varieties sold under the name Clearfield® (eg corn).

[0569] Particularly useful transgenic plants that can be treated in accordance with the invention are plants containing transformation events, or a combination of transformation events, which are listed, for example, in the databases of various national or regional regulatory agencies ( see, for example, http://gmoinfo.jrc.it/gmp_browse.aspx and http://www.agbios.com/dbase.php).

[0570] The term "active compounds" or "compounds" always also includes the combinations of active compounds mentioned herein. Preparation examples

[0571] 2 g (2.7 mmol) of the compound according to Example I-1-a-6 of WO 07/068427, together with 0.29 (2.7 mmol) of 2-methylpropionyl chloride, are initially loaded into 53 ml of toluene at room temperature. At this temperature, 0.36 g (3.5 mmol) of triethylamine is added dropwise very slowly. The mixture is concentrated and absorbed in heptane/ethyl acetate, and the product then precipitates as a solid while the isomeric acylation product remains in solution. Yield: 0.74 g (70% of theory), m.p. 130°C

[0572] 1H-NMR (CDCl3, 400 MHz): 7.25 (d, 1H), 7.00 (d, 1H), 6.55 (sl, 1H), 2.65 (sept, 1H), 2 .50 (q, 2H), 2.30 (s, 3H), 1.25 (s, 3H), 1.20 (s, 3H), 1.17 (d, 3H), 1.15 (d, 3H), 1.10 (tr, 3H) ppm. 13 C-NMR (CDCl3, 400 MHz): 198.8 ppm (keto group).

(I-a-2) * 1H RMN (400 MHz, CDCl3): 6,70 (d, 1H), 6,50 (d, 1H), 3,70 (s, 3H), 3,35 (s, 3H), 3,30 (m, 1H), 2,30 (s, 3H), 2,25 (s, 3H), 1,20 (s, 9H) ppm. (I-a-3) * 1H RMN (300 MHz, CDCl3): 7,39 (d, 1H), 7,26 (dd, 1H), 6,88 (d, 1H), 6,72 (s largo, 1H), 2,47 (m, 2H), 2,15 (s, 3H), 1,82 (m, 4H), 1,65 (múltiplos sinais largos, 3H), 1,19 (s, 9H), 1,11 (t, 3H), 1,05 (m, 1H), 0,96 (d, 3H), 0,95 (m, 1H) ppm. (I-a-4) * 1H RMN (300 MHz, CDCl3): 7,29 (s, 1H), 7,13 (s, 1H), 6,91 (s largo, 1H), 2,56 (q, 2H), 1,92 (m, 4H), 1,60 (múltiplos sinais largos, 3H), 1,19 (s, 9H), 1,09 (t, 3H), 1,07 (m, 1H), 0,97 (d, 3H), 0,87 (m, 1H) ppm. (I-a-5) * 1H RMN (300 MHz, CDCl3): 7,18 (s, 2H), 6,82 (s largo, 1H), 3,21 (s, 3H), 3,15 (m ,1H), 2,42 (m, 2H), 2,24 (m, 2H), 2,11 (s, 3H), 1,95 (m, 2H), 1,67 (m, 2H), 1,40 (m, 2H), 1,12 (s, 9H), 1,07 (t, 3H) ppm. (I-a-6) * 1H RMN (300 MHz, CDCl3): 7,01 (s, 1H), 6,98 (s, 2H), 6,72 (s largo, 1H), 2,46 (m, 2H), 2,15 (s, 3H), 1,82 (m, 4H), 1,65 (múltiplos sinais largos, 3H), 1,18 (s, 9H), 1,09 (t, 3H), 1,05 (m, 1H), 0,96 (d, 3H), 0,7 (m, 1H) ppm. (I-a-7) * 1H RMN (300 MHz, CDCl3): 7,18 (s, 2H), 6,78 (s largo, 1H), 2,43 (m, 2H), 2,11 (s, 3H), 1,92 (m, 4H), 1,60 (múltiplos sinais largos, 3H), 1,13 (s, 9H), 1,07 (t, 3H), 1,05 (m, 2H), 0,97 (d, 3H) ppm. (I-a-8) * 1H RMN (300 MHz, CDCl3): 7,60 (d, 1H), 7,30 (d, 1H), 7,00 (s l, 1H), 2,50 (q, 2H), 2,00-1,50 (m, 8H), 1,50-1,30 (m, 2H), 1,20 (s, 9H), 1,10 (tr, 3H) ppm. (I-a-9) * 1H RMN (400 MHz, CDCl3): 6,90 (d, 1H), 6,70 (d, 1H), 3,70 (s, 3H), 3,35 (s, 3H), 3,30 (m, 1H), 2,50 (m, 2H), 1,20 (s, 9H) ppm. (I-a-10) * 1H RMN (400 MHz, CDCl3): 6,90 (d, 1H), 6,70 (d, 1H), 3,70 (s, 3H), 2,65 (q, 2H), 2,00-1,30 (m, 10H), 1,30-1,20 (m, 6H) ppm. (I-a-11) * 1H RMN (400 MHz, CDCl3): 7,60 (d, 1H), 7,35 (d, 1H), 2,50 (m, 2H), 1,25 (s, 6H), 1,15 (m, 9H) ppm. (I-a-12) * 1H RMN (300 MHz, CDCl3): 6,85 (d, 1H), 6,70 (d, 1H), 3,70 (s, 3H), 2,65 (sept, 1H), 2,50 (dq, 2H), 2,00-1,80 (m, 4H), 1,70-1,40 (m, 5H), 1,175 (d, 3H), 1,150 (d, 3H), 1,10 (tr, 3H), 0,95 (d, 3H) ppm. (I-a-13) * 1H RMN (400 MHz, CDCl3): 7,30 (d, 1H), 7,05 (d, 1H), 6,55 (s l, 1H), 2,55 (q, 2H), 2,30 (s, 3H), 1,50 (s, 3H), 1,45 (s, 3H), 1,20 (tr, 3H), 1,10 (s, 9H) ppm. (I-a-14) * 1H RMN (300 MHz, CDCl3): 7,40 (d, 1H), 7,30 (d, 1H), 6,95 (s l, 1H), 2,50 (q, 2H), 2,00-1,60 (m, 8H), 1,50-1,30 (m, 2H), 1,20 (s, 9H), 1,10 (tr, 3H) ppm. (I-a-16) * 1H-RMN (400 MHz, d6-DMSO): 0,54 (t, 3H), 1,04 (s, 6H), 1,40-1,57 (m, 6H), 1,65-1,72 (m, 2H), 2,05 (s, 3H), 2,19 (s, 3H), 3,213,29 (m + s, 1H + 3H), 6,74 (s, 1H), 6,92-6,94 (d, 1H), 7,01-7,03 (d, 1H), 9,05 (s l, 1H), ppm. Exemplo (I-b-1)

[0573] The following compounds of Formula (Ia) are obtained analogously to Example (Ia-1) and following the general preparation instructions

(Ia-2) * 1H NMR (400 MHz, CDCl3): 6.70 (d, 1H), 6.50 (d, 1H), 3.70 (s, 3H), 3.35 (s, 3H) , 3.30 (m, 1H), 2.30 (s, 3H), 2.25 (s, 3H), 1.20 (s, 9H) ppm. (Ia-3) * 1H NMR (300 MHz, CDCl 3 ): 7.39 (d, 1H), 7.26 (dd, 1H), 6.88 (d, 1H), 6.72 (br s, 1H ), 2.47 (m, 2H), 2.15 (s, 3H), 1.82 (m, 4H), 1.65 (multiple broad signals, 3H), 1.19 (s, 9H), 1 .11 (t, 3H), 1.05 (m, 1H), 0.96 (d, 3H), 0.95 (m, 1H) ppm. (Ia-4) * 1H NMR (300 MHz, CDCl 3 ): 7.29 (s, 1H), 7.13 (s, 1H), 6.91 (br s, 1H), 2.56 (q, 2H ), 1.92 (m, 4H), 1.60 (multiple broad signals, 3H), 1.19 (s, 9H), 1.09 (t, 3H), 1.07 (m, 1H), 0 .97 (d, 3H), 0.87 (m, 1H) ppm. (Ia-5) * 1H NMR (300 MHz, CDCl 3 ): 7.18 (s, 2H), 6.82 (br s, 1H), 3.21 (s, 3H), 3.15 (m, 1H ), 2.42 (m, 2H), 2.24 (m, 2H), 2.11 (s, 3H), 1.95 (m, 2H), 1.67 (m, 2H), 1.40 (m, 2H), 1.12 (s, 9H), 1.07 (t, 3H) ppm. (Ia-6) * 1H NMR (300 MHz, CDCl 3 ): 7.01 (s, 1H), 6.98 (s, 2H), 6.72 (br s, 1H), 2.46 (m, 2H ), 2.15 (s, 3H), 1.82 (m, 4H), 1.65 (multiple broad signals, 3H), 1.18 (s, 9H), 1.09 (t, 3H), 1 .05 (m, 1H), 0.96 (d, 3H), 0.7 (m, 1H) ppm. (Ia-7) * 1H NMR (300 MHz, CDCl 3 ): 7.18 (s, 2H), 6.78 (br s, 1H), 2.43 (m, 2H), 2.11 (s, 3H ), 1.92 (m, 4H), 1.60 (multiple broad signals, 3H), 1.13 (s, 9H), 1.07 (t, 3H), 1.05 (m, 2H), 0 .97 (d, 3H) ppm. (Ia-8) *1H NMR (300 MHz, CDCl3): 7.60 (d, 1H), 7.30 (d, 1H), 7.00 (br, 1H), 2.50 (q, 2H) , 2.00-1.50 (m, 8H), 1.50-1.30 (m, 2H), 1.20 (s, 9H), 1.10 (rt, 3H) ppm. (Ia-9) * 1H NMR (400 MHz, CDCl 3 ): 6.90 (d, 1H), 6.70 (d, 1H), 3.70 (s, 3H), 3.35 (s, 3H) , 3.30 (m, 1H), 2.50 (m, 2H), 1.20 (s, 9H) ppm. (Ia-10) * 1H NMR (400 MHz, CDCl 3 ): 6.90 (d, 1H), 6.70 (d, 1H), 3.70 (s, 3H), 2.65 (q, 2H) , 2.00-1.30 (m, 10H), 1.30-1.20 (m, 6H) ppm. (Ia-11) * 1H NMR (400 MHz, CDCl3): 7.60 (d, 1H), 7.35 (d, 1H), 2.50 (m, 2H), 1.25 (s, 6H) , 1.15 (m, 9H) ppm. (Ia-12) * 1H NMR (300 MHz, CDCl 3 ): 6.85 (d, 1H), 6.70 (d, 1H), 3.70 (s, 3H), 2.65 (sept, 1H) , 2.50 (dq, 2H), 2.00-1.80 (m, 4H), 1.70-1.40 (m, 5H), 1.175 (d, 3H), 1.150 (d, 3H), 1.10 (tr, 3H), 0.95 (d, 3H) ppm. (Ia-13) * 1H NMR (400 MHz, CDCl 3 ): 7.30 (d, 1H), 7.05 (d, 1H), 6.55 (br, 1H), 2.55 (q, 2H) , 2.30 (s, 3H), 1.50 (s, 3H), 1.45 (s, 3H), 1.20 (rt, 3H), 1.10 (s, 9H) ppm. (Ia-14) * 1H NMR (300 MHz, CDCl 3 ): 7.40 (d, 1H), 7.30 (d, 1H), 6.95 (br, 1H), 2.50 (q, 2H) , 2.00-1.60 (m, 8H), 1.50-1.30 (m, 2H), 1.20 (s, 9H), 1.10 (rt, 3H) ppm. (Ia-16) * 1H-NMR (400 MHz, d6-DMSO): 0.54 (t, 3H), 1.04 (s, 6H), 1.40-1.57 (m, 6H), 1 .65-1.72 (m, 2H), 2.05 (s, 3H), 2.19 (s, 3H), 3.213.29 (m + s, 1H + 3H), 6.74 (s, 1H ), 6.92-6.94 (d, 1H), 7.01-7.03 (d, 1H), 9.05 (br, 1H), ppm. Example (Ib-1)

[0574] 631 mg (2 mmol) of the compound according to Example (I-1-a-6), known from WO 07/048545, are initially charged in 20 ml of dichloromethane, and 0.28 ml (2 mmol) of triethylamine is added. At 20 °C, 0.22 mL (2 mmol) of ethyl chloroformate in 5 mL of dichloromethane is added dropwise, and the mixture is stirred for 1 h. The solvent is evaporated and the residue is chromatographed on silica gel using methylene chloride/ethyl acetate.

[0575] Yield 0.3 g (31% of theory) melting point 238 °C

[0576] 13C-NMR (600 MHz, CDCl3): δ= 14.2 (C-14), 19.7 (C-21), 21.0 (C-22), 22.9 (C-6) , 28.9 (C-7), 35.4 (C-5, C-8), 36.9 (C-9), 59.1 (C11), 67.5 (C-13), 69, 1 (C-1), 78.7 (C-10), 100.6 (C-3), 129.2 (C-18), 130.4 (C-15), 130.9 (C-19 ), 132.0 (C-16), 135.9 (C-17), 136.0 (C-20), 150.5 (C-12), 170.2 (C-4), 200.0 (C-2) ppm.

[0577] Also isolated is 0.2 g (20% of theory) of the product of Example I-1-c-2, known from WO 07/048545.

I-b-2 * 1H-RMN (400 MHz, CD3CN): δ = 1,02 (t, 3H, Ar-CHaCHβ), 1,20 (t, 3H, OCH2CH3), 1,29-1,44 (m, 2H), 1,66-1,89 (m, 4H), 2,05 (s, 3H, Ar-CH3), 2,36-2,45 (m, 2H), 3,25-3,30 (m, 1H, CHOCH3), 3,32 (s, 3H, OCH3), 4,16-4,21 (q, 2H, OCH2CH3), 7,05 (s, br, 1H, NH), 7,46 (s, 2H, ArH) ppm. I-b-3 * 1H-RMN (400 MHz, CD3CN): δ = 1,19 (t, 3H, OCH2CH3), 1,21-1,27 (“dt”, 2H), 1,61-1,96 (m, 6H), 2,05 (s, 6H, Ar-CH3), 2,24 (s, 3H, Ar-CH3), 2,87-2,91 (d, 2H), 3,23-3,25 (d, 2H, CHCH2O), 3,29 (s, 3H, OCH3), 6,77 (s, l, 1H, NH), 6,86 (s, 2H, ArH) ppm. (I-b-5) * 1H RMN (400 MHz, CDCl3): 6,90 (d, 1H), 6,70 (d, 1H), 6,36 (s, largo, 1H), 4,29 (q, 2H), 2,48 (m, 2H), 2,29 (s, 3H), 1,78 (m, 1H), 1,45 (dd, 6H), 1,32 (t, 3H), 1,11 (dt, 3H), 0,8 - 0,4 (múltiplos sinais, 4H) ppm. Exemplo 1 Teste de Phaedon (tratamento em spray de PHAECO) Solventes: 78,0 partes em peso de acetona 1,5partes em peso de dimetilformamida Emulsionante: 0,5 partes em peso de alquilaril poliglicol éter[0578] The following compounds of Formula (Ib-1) are obtained analogously to Example (Ib-1) and following the general preparation instructions

Ib-2 * 1H-NMR (400 MHz, CD3CN): δ = 1.02 (t, 3H, Ar-CHaCHβ), 1.20 (t, 3H, OCH2CH3), 1.29-1.44 (m, 2H), 1.66-1.89 (m, 4H), 2.05 (s, 3H, Ar-CH3), 2.36-2.45 (m, 2H), 3.25-3.30 ( m, 1H, CHOCH3), 3.32 (s, 3H, OCH3), 4.16-4.21 (q, 2H, OCH2CH3), 7.05 (s, br, 1H, NH), 7.46 ( s, 2H, ArH) ppm. Ib-3 * 1H-NMR (400 MHz, CD3CN): δ = 1.19 (t, 3H, OCH2CH3), 1.21-1.27 ("dt", 2H), 1.61-1.96 ( m, 6H), 2.05 (s, 6H, Ar-CH3), 2.24 (s, 3H, Ar-CH3), 2.87-2.91 (d, 2H), 3.23-3, 25 (d, 2H, CHCH2O), 3.29 (s, 3H, OCH3), 6.77 (s, 1, 1H, NH), 6.86 (s, 2H, ArH) ppm. (Ib-5) * 1H NMR (400 MHz, CDCl 3 ): 6.90 (d, 1H), 6.70 (d, 1H), 6.36 (s, bd, 1H), 4.29 (q, 2H), 2.48 (m, 2H), 2.29 (s, 3H), 1.78 (m, 1H), 1.45 (dd, 6H), 1.32 (t, 3H), 1. 11 (dt, 3H), 0.8 - 0.4 (multiple signals, 4H) ppm. Example 1 Phaedon Test (Spray treatment of PHAECO) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether

[0579] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration. Chinese Chard (Brassica pekinensis) discs are sprayed with an active compound preparation of the desired concentration and, after drying, populated with the larva of the mustard beetle (Phaedon cochleariae).

[0580] After 7 days the % effect is determined. 100% means that all the beetle larvae have been killed; 0 % means that no beetle larvae were killed.

[0581] In this test, for example, the following compounds of the Preparation Examples show, at an application rate of 500 g/ha, an effect of 83%: Ex. Ia-1, Ia-11, Ia-13, Ib -two

[0582] In this test, for example, the following compounds of the Preparation Examples show, at an application rate of 500 g/ha, an effect of 100%: Ex. Ia-2, Ia-14, Ib-1, Ib -3. Example 2 Spodoptera frugiperda test (SPODFR spray treatment) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether

[0583] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration. Corn leaf discs (Zea mays) are sprayed with an active compound preparation of the desired concentration and, after drying, populated with larvae of the army caterpillar (Spodoptera frugiperda).

[0584] After 7 days the % effect is determined. 100% means all larvae have been killed; 0 % means that no larvae were killed.

[0585] In this test, for example, the following compounds of the Preparation Examples show, at an application rate of 500 g/ha, an effect of 100%: Ex. I-a-2, I-b-3. Example 3 Myzus Test (MYZUPE spray treatment) Solvents: 78 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether

[0586] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration. Chinese Chard (Brassica pekinensis) discs infected by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.

[0587] After 5 days the % effect is determined. 100% means all aphids have been killed; 0% means no aphids were killed.

[0588] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 500 g/ha, an effect of 80%: Ex. I-a-9, I-a-13

[0589] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 500 g/ha, an effect of 90%: Ex. Ia-1, Ia-14, Ib-3, Ib -4

[0590] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 500 g/ha, an effect of 100%: Ex. Ia-2, Ia-16, Ib-1, Ib -2, Ib-5. Example 4 Tetranychus test (TETRUR spray treatment) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether

[0591] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration. Bean leaf discs (Phaseolus vulgaris) that are infested by all stages of the red hothouse spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.

[0592] After 5 days the % effect is determined. 100% means all spider mites have been killed; 0% means that none of the spider mites were killed.

[0593] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 100 g/ha, an effect of 80%: Ex. I-b-2

[0594] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 100 g/ha, an effect of 90%: Ex. I-b-3

[0595] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 100 g/ha, an effect of 100%: Ex. I-b-1

[0596] In this test, for example, the following compounds from the Preparation Examples show, at an application rate of 500 g/ha, an effect of 90%: Ex. I-a-14, I-a-16. Example 5 Nilaparvata lugens test (NILALU hydroponic treatment) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether

[0597] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0598] The active compound preparation is pipetted into water. The indicated concentration refers to the amount of active compound per unit volume of water (mg/l = ppm), the sample is then infected with the brown leafhopper (Nilaparvata lugens).

[0599] After 7 days the % effect is determined. 100% means that all leafhoppers have been killed; 0% means that none of the leafhoppers were killed.

[0600] In this test, for example, the following compounds of the Preparation Examples show, at an application rate of 20 ppm, an effect of 100%: Ex. I-a-13. Example 6 Meloidogyne incognita test (MELGIN) Solvent: 80.0 parts by weight of acetone

[0601] To prepare a suitable active compound preparation, 1 part by weight of active compound is mixed with the indicated amounts of solvent and the concentrate is diluted with water to the desired concentration.

[0602] Containers are filled with sand, active compound solution, egg/larvae suspension of Meloidogyne incognita and lettuce seeds. Lettuce seeds germinate and plants develop. At the roots, galls are formed. After 14 days, nematicidal activity is determined in % through gall formation. 100% means no galls were found; 0% means that the number of galls on treated plants corresponds to those on untreated controls.

[0603] In this test, for example, the following compounds of the Preparation Examples show, at an application rate of 20 ppm, an effect of 100%: Ex. I-a-2. Example 7 Boophilus microplus test (BOOPMI injection) Solvent: dimethyl sulfoxide

[0604] To prepare an appropriate active compound formulation, 10 mg of active compound is mixed with 0.5 ml of solvent and the concentrate is diluted with solvent to the desired concentration. The active compound solution is injected into the abdomen (Boophilus microplus) and the animals are transferred to petri dishes and stored in an air-conditioned room. Efficacy is monitored for the deposition of fertile eggs.

[0605] After 7 days the e effect in % is determined. 100% means that none of the ticks deposited any fertile eggs.

[0606] In this test, for example, the following compounds from the Preparation Examples show an efficacy of 80% at an application rate of 20 μg / animal: Ex. I-a-14

[0607] In this test, for example, the following compounds from the Preparation Examples show an efficacy of 95% at an application rate of 20 μg / animal: Ex. I-b-1

[0608] In this test, for example, the following compounds from the Preparation Examples show an efficacy of 100% at an application rate of 20 μg / animal: Ex. I-b-3. Example 8 Lucilia cuprina test (LUCICU) Solvent: dimethyl sulfoxide

[0609] To prepare a suitable active compound formulation, 10 mg of active compound is mixed with 0.5 ml of dimethyl sulfoxide and the concentrate is diluted with water to the desired concentration. Containers containing horse meat treated with the active compound preparation at the desired concentration are populated with approximately 20 Lucilia cuprina larvae. After 2 days, mortality in % is determined. 100% means all larvae have been killed; 0% means that none of the larvae were killed.

[0610] In this test, for example, the following compounds from the Preparation Examples show an efficiency of 90% at an application rate of 100 ppm: Ex. I-b-3.

Example 9a 1. Pre-emergence herbicide action

[0611] Seeds of monocotyledonous and dicotyledonous weeds and agricultural plants are placed in clay in wood fiber pots and covered with earth. Test compounds, formulated as wettable powders (WP), are then, as an aqueous suspension with a water application rate of 600 l/ha (converted), with 0.2% additional wettable agent, applied in various dosages at the surface of the ground cover.

[0612] After treatment, the pots are placed in a greenhouse and good growing conditions for the test plants are maintained. Visual assessment of the emergence of damage to the test plants is performed after a trial period of approximately 3 weeks compared to untreated controls (herbicidal activity in percentage: 100% activity = plants died, 0% activity = type of control plants).

[0613] In addition to the compounds mentioned above, the following compounds show an activity of 90 - 100% against Alopecurus myosuroides, Digitaria sanguinalis, Echinocloa crus-galli, Lolium multiflorum, Setaria viridis and Sorghum halapense when applied by the pre-emergence method at 320 g/ha of ai: la-2, la-10, la-11, la-12.

[0614] In addition to the compounds mentioned above, the following compounds show an activity of 90 - 100% against Alopecurus myosuroides, Echinocloa crus-galli, Lolium multiflorum and Setaria viridis when applied by the pre-emergence method at 320 g/ha of ai: I-a-15, Ib-2, Ib-5.

2. Post-emergence herbicidal action

[0615] Seeds of monocotyledonous and dicotyledonous weeds and agricultural plants are placed in clay in wood fiber pots, covered with earth and grown in a greenhouse under good growing conditions. 2-3 weeks after sowing, test plants are treated at the one-leaf stage. Test compounds, formulated as wettable powders (WP), are, in various dosages at a water application rate of 600 l/ha (converted), with 0.2% additional wetting agent, sprayed onto the green parts of the plants. . After the test plants have been kept in the greenhouse under optimal growing conditions for approximately 3 weeks, the effect of the preparations is visually evaluated in comparison to untreated controls (herbicidal activity in percentage: 100% activity = plants died, 0% of activity = as the control plants).

[0616] In addition to the compounds mentioned above, the following compounds show an activity of 90 - 100% against Alopecurus myosuroides, Avena fatua, Digitaria sanguinalis, Echinocloa crus-galli, Lolium multiflorum, Setaria viridis and Sorghum halapense when applied by the post- emergence at 320 g/ha: la-2, la-4, la-5, la-7, la-9, la-10, la-11, la-12, la-13, la-15.

[0617] In addition to the compounds mentioned above, the following compounds show an activity of 90 - 100% against Alopecurus myosuroides, Avena fatua, Echinocloa crus-galli, Lolium multiflorum and Setaria viridis when applied by the post-emergence method at 80 g/ha : Ia-1, Ib-2.

Example 9b: Comparative Data 1. Pre-emergence herbicide action (Pre)

[0618] Seeds of monocotyledonous and dicotyledonous weeds and agricultural plants are placed in clay in wood fiber pots and covered with earth. Test compounds, formulated as wettable powders (WP) or emulsion concentrates (EC), are then, as an aqueous suspension with a water application rate of 600-800 l/ha (converted), with 0, 1-0.2% added wetting agent, applied at various dosages to the soil cover surface.

[0619] After treatment, the pots are placed in a greenhouse and good growing conditions for the test plants are maintained. Visual assessment of the emergence of damage to the test plants is performed after a trial period of approximately 3 weeks compared to untreated controls (herbicidal activity in percentage: 100% activity = plants died, 0% activity = as control plants).

[0620] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table

2. Post-emergence herbicidal action (Post)

[0621] Seeds of monocotyledonous and dicotyledonous weeds and agricultural plants are placed in clay in wood fiber pots, covered with earth and grown in a greenhouse under good growing conditions. 2-3 weeks (stages 10-13 according to BBCH scale) after sowing, the test plants are treated at a height of 5 - 10 cm. Test compounds, formulated as wettable powders (WP) or emulsion concentrates (EC), are then, with a water application rate of 600-800 l/ha (converted), with 0.1-0.2 % of added wetting agent, sprayed at various dosages on the green parts of the plants. After the test plants have been kept in the greenhouse under optimal growing conditions for about 3 weeks, the activity of the preparations is scored visually compared to untreated controls (herbicidal activity in percentage: 100% activity = plants died, 0 % activity = as control plants).

AVEFA: Avena fatua LOLMU: Lolium multiflorum SETVI: Setaria viridis CHEAL: Chenopodium album VIOTR: Viola tricolor VERPE: Veronica persica ORYSA: Oryza sativa TRZAS: Triticum aestivum ZEAMX: Zea mays ALOMY: Alopecurus myosuroides DIGSA: Digitaria sanguinalis ECHCG: Echinocloa crus-galli SORHA: Sorghum halepense AVESA: Avena sativa AMARE: Amaranthus retroflexus SINAL: Sinapis alba STEME: Stellaria media Exemplo 10:Dados comparativos Teste de Phaedon (tratamento em spray de PHAECO) Solventes: 78,0 partes em peso de acetona 1,5partes em peso de dimetilformamida Emulsionante: 0,5 parte em peso de alquilaril poliglicol éter[0622] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see tables

AVEFA: Avena fatua LOLMU: Lolium multiflorum SETVI: Setaria viridis CHEAL: Chenopodium album VIOTR: Viola tricolor VERPE: Veronica persica ORYSA: Oryza sativa TRZAS: Triticum aestivum ZEAMX: Zea mays ALOMY: Alopecurus EMG: EIGALIS: DIGILISA cruchinus: Alopecurus myosuroides EDI SIP: Sorghum halepense AVESA: Avena sativa AMARE: Amaranthus retroflexus SIGN: Sinapis alba STEME: Stellaria media Example 10: Comparative data Phaedon test (spray treatment of PHAECO) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0623] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0624] Chinese Chard (Brassica pekinensis) discs are sprayed with an active compound preparation of the desired concentration and, after drying, populated with the larva of the mustard beetle (Phaedon cochleariae).

[0625] After the desired period of time, the activity in % is determined. 100% means that all the beetle larvae have been killed; 0 % means that no beetle larvae were killed.

[0626] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table Myzus Test (MYZUPE spray treatment) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0627] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0628] Chinese Chard (Brassica pekinensis) discs infected by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.

[0629] After the desired period of time, activity in % is determined. 100% means all aphids have been killed; 0% means no aphids were killed.

[0630] In this test, for example, the following compounds of Preparation Examples show superior efficacy to the prior art: see table Tetranychus test, resistant to OP (TETRUR spray treatment) Solvents: 78.0 parts by weight of acetone 1 .5 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0631] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0632] Discs of bean leaves (Phaseolus vulgaris) that are infested by all stages of the red hothouse spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.

[0633] After the desired period of time, activity in % is determined. 100% means all spider mites have been killed; 0% means that none of the spider mites were killed.

Teste de Spodoptera frugiperda (tratamento em spray de SPODFR) Solventes: 78,0 partes em peso de acetona 1,5partes em peso de dimetilformamida Emulsionante: 0,5 parte em peso de alquilaril poliglicol éter[0634] In this test, for example, the following compounds from the Preparation Examples show superior efficacy to the prior art: see table

Spodoptera frugiperda test (SPODFR spray treatment) Solvents: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0635] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0636] Corn leaf discs (Zea mays) are sprayed with an active compound preparation of the desired concentration and, after drying, are populated with the larvae of the army caterpillar (Spodoptera frugiperda).

[0637] After the desired period of time, activity in % is determined. 100% means all larvae have been killed; 0 % means that no larvae were killed.

[0638] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table Tetranychus test, resistant to OP (TETRUR spray treatment) Solvents: 78.0 parts by weight of acetone 1 .5 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0639] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0640] Discs of bean leaves (Phaseolus vulgaris) that are infested by all stages of the red hothouse spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.

[0641] After the desired period of time, activity in % is determined. 100% means all spider mites have been killed; 0% means that none of the spider mites were killed.

[0642] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table Liriomyza trifolii - spray test (LIRITR) Solvents: 52.5 parts by weight of acetone 7 parts by weight of dimethylformamide Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

[0643] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration. If the addition of ammonium salts or/and penetration agents is required, these are in each case added at a concentration of 1000 ppm to the solution of the preparations.

[0644] Discs of bean leaves (Phaseolus vulgaris) that are infested by all stages of the leaf miner fly (Liriomyza trifolii) are sprayed with an active compound preparation of the desired concentration.

[0645] After the desired period of time, activity in % is determined. 100% means all leaf mining flies have been killed; 0% means that none of the leaf mining flies were killed.

[0646] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table Bemisia tabaci - spray test (BEMITA) Solvents: 52.5 parts by weight of acetone 7 parts by weight of dimethylformamide Emulsifier : 0.5 part by weight of alkylaryl polyglycol ether

[0647] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with water containing emulsifier to the desired concentration.

[0648] Cotton leaf discs (Gossypium hirsutum) that are infested by all stages of whitefly (Bemisia tabaci) are sprayed with an active compound preparation of the desired concentration.

[0649] After the desired period of time, activity in % is determined. 100% means all white flies have been killed; 0% means none of the whiteflies were killed.

[0650] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see table Myzus persicae test (MYZUPE tau) Solvent: 7 parts by weight of dimethylformamide Emulsifier: 2 parts by weight of alkylaryl

Claims (15)

1. Compound, characterized by the fact that it has Formula (I)

in which W represents hydrogen, halogen, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl, C -C -alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -alkoxy, C -C -haloalkyl, C - C -haloalkoxy or cyano, X represents halogen, C -C -alkyl, C -C -alkenyl, C - C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl, C -C -alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -haloalkyl, C -C - alkoxy, C -C -alkenyloxy, C -C -alkylthio, C -C -alkylsulfinyl, C -C -alkylsulfonyl, C -C -haloalkoxy, C -C -haloalkenyloxy, nitro or cyano, Y and Z independently of one another represent hydrogen, halogen, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl, C -C -alkoxy, fluorine, chlorine, trifluoromethyl or C -C -cycloalkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, cyano, C-C-alkenyl, C-C-alkynyl or represent one of the (het)aryl radicals

in which, in the case of (het)aryl, only one of the radicals Y or Z can represent (het)aryl, V1 represents hydrogen, halogen, C -C -alkyl, C -C -alkoxy, C -C -alkylthio, C -C -alkylsulfinyl, C -C -alkylsulfonyl, C -C -haloalkyl, C -C -haloalkoxy, nitro, cyano or represents phenyl, phenoxy, phenoxy -C -C -alkyl, phenyl-C -C -alkoxy, phenylthio- C -C -alkyl or phenyl-C -C -alkylthio, each of which is optionally mono or polysubstituted by halogen, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, nitro or cyano, V2 and V3 independently of one another represent hydrogen, halogen, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy, A represents hydrogen or in each case C1-C12- alkyl, C3-C8-alkenyl, C1-C10-alkoxy-C1-C8-alkyl, C1-C10-alkylthio-C1-C6-alkyl optionally halogen-substituted, C3-C8-cycloalkyl optionally halogen-, C1-C6-alkyl - or C1-C6-substituted alkoxy wherein optionally one or two ring members n Not directly adjacent may be substituted by oxygen and/or sulfur or represent phenyl, naphthyl, hetaryl having 5 or 6 ring atoms, phenyl-C-C-alkyl or naphthyl-C-C-alkyl, each of which is optionally substituted by halogen, C -C -alkyl, C -C - haloalkyl, C -C -alkoxy, C -C -haloalkoxy, cyano or nitro, B represents hydrogen, C -C -alkyl or C -C - alkoxy-C - C-alkyl, with the proviso that A and B can each represent only methyl if, in the case where W, X and Y each represents C-C-alkyl and Z represents hydrogen, W and X each represents methyl or W and X each represents ethyl, or A, B and the carbon atom to which they are attached represents C3-C10-saturated cycloalkyl or C5-C10-unsaturated cycloalkyl wherein optionally one ring member is replaced by nitrogen , oxygen or sulfur and which are optionally mono or disubstituted by C -C -alkyl, C -C -alkoxy, C -C -alkenyloxy, C -C -alkoxy-C -C -alkyl, C -C -cycloalkyl-C - Ç - alkoxy, C -C -cycloalkyl, C -C -haloalkyl, C -C -haloalkoxy, C -C -alkoxy-C -C -alkoxy, where the radicals mentioned above (except for trifluoromethyl) are also suitable as N-substituents, or A, B and the carbon atom to which they are attached represent C -C -cycloalkyl which is substituted by an alkylenediyl group, which optionally contains one or two oxygen and/or sulfur atoms not directly adjacent and is optionally substituted by C - C-alkyl, or by an alkylenedioxy group or by an alkylenedithioyl group which, together with the carbon atom to which it is attached, forms an additional five to eight membered ring or A, B and the carbon atom to which they are attached represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the carbon atoms to which they are attached form C -C -alkandiyl, C -C -alkenediyl or C -C -alkanediendiyl, each of which is optionally substituted by C -C -alkyl, C -C -alkoxy or halogen and wherein optionally a methylene group is replaced by oxygen or sulfur, G represents one of the groups

in which L represents oxygen or sulfur, M represents oxygen or sulfur, R1 represents in each case C1-C20-alkyl, C-C-alkenyl, C-C-alkoxy-C-C-alkyl, C-C-alkylthio-C -C -alkyl or poly-C -C -alkoxy-C -C -alkyl optionally substituted by halogen or cyano, or represents C3-C8-cycloalkyl optionally substituted by halogen, C1-C6-alkyl or C1-C6-alkoxy, being which optionally one or two methylene groups not directly adjacent are substituted by oxygen and/or sulfur, represents phenyl optionally substituted by halogen, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1- C6-haloalkoxy, C1-C6-alkylthio or C1-C6-alkylsulfonyl, represents phenyl-C1-C6-alkyl optionally substituted by halogen, nitro, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl or C1-C6-haloalkoxy, represents 5- or 6-membered hetaryl, optionally substituted by halogen or C1-C6-alkyl, having one or two heteroatoms from the group consisting of in oxygen, sulfur and nitrogen, represents phenoxy-C1-C6-alkyl optionally substituted by halogen or C1-C6-alkyl, or represents 5- or 6-membered hetaryloxy-C1-C6-alkyl optionally substituted by halogen or C1-C6- alkyl, having one or two heteroatoms from the group consisting of oxygen, sulfur and nitrogen, R2 represents in each case C1-C20-alkyl, C-C-alkenyl, C-C-alkoxy-C-C-alkyl or poly-C -C-alkoxy-C-C-alkyl, optionally substituted by halogen or cyano, represents C3-C8-cycloalkyl, optionally substituted by halogen, C1-C6-alkyl or C1-C6-alkoxy, or represents phenyl or benzyl, each one of which is optionally substituted by halogen, cyano, nitro, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy. 2. Compound of Formula (I), according to claim 1, characterized in that: W represents hydrogen, chlorine, bromine, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C - C-cycloalkyl which is optionally mono-substituted by methyl, ethyl, methoxy, fluorine, chlorine, trifluoromethyl or cyclopropyl, C-C-alkoxy, C1-C-haloalkyl or C-C-haloalkoxy, X represents chlorine, bromine, iodine, C- C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl, which is optionally monosubstituted by methyl, ethyl, methoxy, fluorine, chlorine, trifluoromethyl or cyclopropyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy or cyano, Y and Z independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, C -C -alkyl, C -C -alkenyl, C -C -alkynyl, C -C -cycloalkyl which is optionally monosubstituted by methyl, ethyl, methoxy, fluorine, chlorine, trifluoromethyl or cyclopropyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, cyano, C -C -alkenyl, C -C -alkynyl or represents one of the (het)aryl radicals,

in which, in the case of (het)aryl, only one of the radicals Y or Z can represent (het)aryl, V1 represents hydrogen, fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy, nitro, cyano or phenyl which is optionally mono to disubstituted by fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl, C -C -haloalkoxy , nitro or cyano V2 and V3 independently of one another represent hydrogen, fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy, A represents hydrogen, represents C -C -alkyl, C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, represents C -C -cycloalkyl which is optionally mono to disubstituted by C -C -alkyl or C -C -alkoxy and optionally interrupted by an oxygen atom or represents phenyl, pyridyl or benzyl, each of which is optionally mono to disubstituted by fluorine, chlorine, bromine, C -C -alkyl, C -C -haloa alkyl, C -C -alkoxy, C -C -haloalkoxy, cyano or nitro, B represents hydrogen, C -C -alkyl or C -C -alkoxy- C -C -alkyl, with the proviso that A and B may represent , each, only methyl if, in the case of W, X and Y each representing C1-C4-alkyl and Z representing hydrogen, W and X each represent methyl or W and X each represent ethyl, or A, B and the carbon atom to which they are attached represent saturated or unsaturated C3-C7-cycloalkyl in which optionally one ring member is replaced by nitrogen, oxygen or sulfur and which is optionally mono to disubstituted by C-C-alkyl, C -C -alkoxy-C -C -alkyl, trifluoromethyl, C -C -alkoxy, C -C -alkenyloxy, trifluoroethoxy, C -C -alkoxy-C -C -alkoxy or C -C -cycloalkylmethoxy, where the mentioned radicals above (except for trifluoromethyl) are also suitable as N-substituents, or A, B and the carbon atom to which they are attached represent C-C-cycloalkyl which is substituted by an alkylenediyl group, which optionally contains one or two oxygen or sulfur atoms not directly adjacent and is optionally substituted by methyl or ethyl, or by an alkylenedioxy group or by an alkylenedithioyl group which, together with the carbon atom to which it is attached, forms a ring of five or six additional members, or A, B and the carbon atom to which they are attached represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the carbon atoms to which they are attached form C -C - alkanediyl, C -C -alkenediyl or butadienediyl, each of which is optionally substituted by C -C -alkyl or C -C -alkoxy, G represents one of the groups

in which L represents oxygen or sulfur, M represents oxygen or sulfur, R1 represents C -C -alkyl, C -C -alkenyl, C -C - alkoxy-C -C -alkyl, C -C -alkylthio-C -C - alkyl or poly-C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, or represents C -C -cycloalkyl which is optionally mono to disubstituted by fluorine, chlorine, C - C -alkyl or C -C -alkoxy and wherein optionally one or two not directly adjacent methylene groups are substituted by oxygen and/or sulfur, represents phenyl which is optionally mono to trisubstituted by fluorine, chlorine, bromine, cyano, nitro, C -C-alkyl, C-C-alkoxy, C-C-haloalkyl, C-C-haloalkoxy, C-C-alkylthio or C-C-alkylsulfonyl, represents phenyl-C-C-alkyl, which is optionally mono to disubstituted by fluorine, chlorine, bromine, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy, represents pyrazolyl, thiazolyl, pyridyl, pyrimidyl, furanyl or thienyl, each one of which is optionally mono or disubstituted by fluorine, chlorine, bromine or C -C -alkyl, represents phenoxy-C -C -alkyl which is optionally mono or disubstituted by fluorine, chlorine, bromine or C -C -alkyl, represents pyridyloxy -C -C -alkyl, pyrimidyloxy-C -C -alkyl or thiazolyloxy-C -C -alkyl, each of which is optionally mono or disubstituted by fluorine, chlorine, bromine, amino or C -C -alkyl, R2 represents C -C -alkyl, C -C -alkenyl, C -C -alkoxy-C -C -alkyl or poly-C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine , represents C -C -cycloalkyl which is optionally mono to disubstituted by fluorine, chlorine, C -C -alkyl or C -C -alkoxy or represents phenyl or benzyl, each of which is optionally mono to trisubstituted by fluorine, chlorine, bromine , cyano, nitro, C -C -alkyl, C -C -alkoxy, C -C -haloalkyl or C -C -haloalkoxy. 3. Compound of Formula (I), according to claim 1, characterized in that: W represents hydrogen, chlorine, bromine, methyl, ethyl, propyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, ethoxy or trifluoromethyl, X represents chlorine, bromine, methyl, ethyl, propyl, isopropyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, ethoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy or cyano, Y and Z independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, vinyl, ethynyl, propynyl, cyclopropyl, methoxy, trifluoromethyl, trifluoromethoxy, cyano or a phenyl radical,

in the case of phenyl, only one of the Y or Z radicals can represent phenyl, V1 represents hydrogen, fluorine or chlorine, V2 represents hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy or trifluoromethyl , A represents hydrogen, represents C -C -alkyl or C -C -alkoxy-C -C -alkyl, each of which is optionally mono to trisubstituted by fluorine, represents cyclopropyl, cyclopentyl or cyclohexyl, B represents hydrogen, methyl or ethyl , with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each representing methyl or ethyl and Z representing hydrogen, W and X each represent methyl or W and X each represents ethyl, or A, B and the carbon atom to which they are attached represents saturated C5-C6-cycloalkyl in which optionally one ring member is replaced by nitrogen, oxygen or sulfur and which is optionally mono or disubstituted by methyl, ethyl, methoxymethyl, ethoxymethyl, methoxyeth ila, ethoxyethyl, trifluoromethyl, methoxy, ethoxy, propoxy, butoxy, methoxyethoxy, ethoxyethoxy, allyloxy, trifluoroethoxy or cyclopropylmethoxy, where the radicals mentioned above (except for trifluoromethyl) are also suitable as N-substituents, or A, B and the atom of carbon to which they are attached represent C-cycloalkyl which is optionally substituted by an alkylidenediyl group, which is optionally interrupted by an oxygen atom, or by an alkylenedioxy group, which contains two oxygen atoms not directly adjacent, thus forming a ring of 5 or 6 additional members (which may optionally be mono or disubstituted by methyl), or A, B and the carbon atom to which they are attached represent C -C -cycloalkyl or C -C -cycloalkenyl wherein two substituents together with the atoms of carbon to which they are attached represent C -C -alkandiyl or C -C -alkenediyl or butadienediyl, G represents one of the groups

in which L represents oxygen or sulfur, M represents oxygen or sulfur, R1 represents C -C -alkyl, C -C -alkenyl, C -C - alkoxy-C -C -alkyl, C -C -alkylthio-C -C - alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, or represents C-C-cycloalkyl which is optionally substituted by fluorine, chlorine, methyl, ethyl or methoxy, represents phenyl which is optionally mono to disubstituted by fluorine, chlorine , bromine, cyano, nitro, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy, represents furanyl, thienyl or pyridyl, each of which is optionally monosubstituted by chlorine, bromine or methyl, R2 represents C - C-alkyl, C-C-alkenyl or C-C-alkoxy-C-C-alkyl, each of which is optionally mono to trisubstituted by fluorine or chlorine, represents cyclopentyl or cyclohexyl or represents phenyl or benzyl, each of which it is optionally mono to disubstituted by fluorine, chlorine, cyano, nitro, methyl a, ethyl, methoxy, trifluoromethyl or trifluoromethoxy. 4. Compound of Formula (I), according to claim 1, characterized in that: W represents methyl, ethyl or propyl, X represents methyl, ethyl, chlorine, bromine or methoxy, Y represents methyl, chlorine, iodine or bromine, Z represents hydrogen, A represents methyl, B represents methyl, with the proviso that A and B can each represent only methyl if, in the case of W, X and Y each represents methyl or ethyl and Z represents hydrogen , W and X each represent methyl or W and X each represent ethyl, or A, B and the carbon to which they are attached represent C6-cycloalkyl which is optionally substituted by methyl, methoxy or methoxymethyl, where the substituent may be located at position 4 of the cycle, G represents one of the groups

in which R1 represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl, R2 represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl. 5. Compound of Formula (I), according to claim 1, characterized in that: W represents hydrogen, X represents methyl, Y represents hydrogen, Z represents methyl, A, B and the carbon to which they are attached represent C6 - cycloalkyl which is optionally substituted by methoxy or methoxymethyl, where the substituent may be located in the 3-position or in the 4-position of the cycle, G represents one of the groups

in which R1 represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl, R2 represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl. 6. Process for preparing compounds of Formula (I), as defined in any one of claims 1 to 5, characterized in that to obtain: (A) compounds of Formula (Ia) shown above, in which R1, A, B , W, X, Y and Z are as defined in any one of claims 1 to 5, compounds of Formula (II) are reacted.

in which A, B, W, X, Y and Z are as defined in any one of claims 1 to 6, (α) with compounds of Formula (III)

in which R 1 is as defined in any one of claims 1 to 5, and Hal represents halogen, or (β) with carboxylic anhydrides of Formula (IV)

wherein R 1 is as defined in any one of claims 1 to 5, and if appropriate, in the presence of a diluent, and, if appropriate, in the presence of an acid binder; (B) compounds of the Formula (Ib) shown above, in which R 2 , A, B, M, W, X, Y and Z are as defined in any one of claims 1 to 5, and L represents oxygen, compounds of the Formula (II) shown above, in which A, B, W, X, Y and Z are as defined in any one of claims 1 to 5, with chloroform esters or chloroform thioesters of Formula (V)

in which R 2 and M are as defined in any one of claims 1 to 5, if appropriate, in the presence of a diluent, and, if appropriate, in the presence of an acid binder. 7. Pesticide and/or herbicide, characterized in that it comprises at least one compound of Formula (I), as defined in any one of claims 1 to 5. 8. Method for controlling animal pests and/or unwanted vegetation, characterized in that compounds of Formula (I), as defined in any one of claims 1 to 5, are left to act on pests and/or their habitat, therapeutic or surgical treatment of the human and/or animal body excluded. 9. Use of compounds of Formula (I), as defined in any one of claims 1 to 5, characterized in that it is to control animal pests and/or unwanted vegetation, excluding therapeutic or surgical treatment of the human body and/or animal. 10. Process for the preparation of pesticides and/or herbicides, characterized in that compounds of Formula (I), as defined in any one of claims 1 to 5, are mixed with extenders and/or surfactants. 11. Use of compounds of Formula (I), as defined in any one of claims 1 to 5, characterized in that it is for the preparation of pesticides and/or herbicides. 12. Composition, characterized in that it comprises an effective amount of an active compound combination comprising, as components: (a') a compound of Formula (I), as defined in any one of claims 1 to 5, in which A , B, W, X, Y and Z are as defined in any one of claims 1 to 5, and (b') a compound that improves the compatibility of agricultural plants of the following group of compounds: S1, S2, S3, S4, S5, S6, S7, S8, S9, S10, S11, S12, S13, S14, S15 and S16: (S1) compounds of the Formula (S1)

in which symbols and indices have the following meanings: nA is a natural number from 0 to 5; RA1 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, nitro or (C1-C4)-haloalkyl; WA is an unsubstituted or substituted divalent heterocyclic radical from the group of aromatic or partially unsaturated five-membered heterocycles having 1 to 3 heteroatom rings from the N and O group, with at least one nitrogen atom and at most one oxygen atom being present in the ring; RA2 is a radical of Formula ORA3, NHRA4 or N(CH3)2, especially of Formula ORA3; RA3 is hydrogen or a preferably unsubstituted or substituted aliphatic hydrocarbon radical having a total of 1 to 18 carbon atoms; RA4 is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl; (52) Quinoline Derivatives of Formula (S2)

in which the symbols and indices have the following meanings: RB1 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, nitro or (C1-C4)-haloalkyl; nB is a natural number from 0 to 5; RB2 is a radical of Formula ORB3, NHRB4 or N(CH3)2, especially of Formula ORB3; RB3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbyl radical having a total of 1 to 18 carbon atoms; RB4 is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl; TB is a (C1 or C2)-alkandiyl chain which is substituted or unsubstituted by one or two (C1-C4)-alkyl radicals or by [(C1-C3)-alkoxy]-carbonyl; (53) Compounds of Formula (S3)

in which the symbols and indices have the following meanings: RC1 is (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C3-C7) -cycloalkyl; RC2, RC3 are identical or different and are hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C1-C4)-alkylcarbamoyl-(C1-C4)-alkyl, (C2-C4)-alkenylcarbamoyl-(C1-C4)alkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, dioxolanyl-( C1-C4-alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, or substituted or unsubstituted phenyl, or RC2 and RC3 together form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine ring or benzoxazine; (54) N-Acylsulfonamides of Formula (S4) and salts thereof

in which symbols and indices have the following meanings: XD is CH or N; RD1 is CO-NRD5RD6 or NHCO-RD7; RD2 is halogen, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy, nitro, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-alkylsulfonyl, (C1-C4 )-alkoxycarbonyl or (C1-C4)-alkylcarbonyl; RD3 is hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl; RD4 is halogen, nitro, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy, (C3-C6)-cycloalkyl, phenyl, (C1-C4)-alkoxy, cyano, (C1-C4)-alkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-alkoxycarbonyl or (C1-C4)-alkylcarbonyl; RD5 is hydrogen, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyl, (C5-C6)-cycloalkenyl, phenyl or heterocyclyl from 3 to 6-membered heteroatom-containing vD from the group consisting of nitrogen, oxygen and sulfur, wherein seven of the last mentioned radicals are replaced by vD substituents from the group consisting of halogen, (C1-C6)-alkoxy, (C1-C6)- haloalkoxy, (C1-C2)-alkylsulfinyl, (C1-C2)-alkylsulfonyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylcarbonyl and phenyl and, in the case of cyclic radicals , also (C1-C4)-alkyl and (C1-C4)-haloalkyl; RD6 is hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkenyl, the last three mentioned radicals being replaced by vD radicals from the group consisting of halogen, hydroxy, ( C1-C4)-alkyl, (C1-C4)-alkoxy and (C1-C4)-alkylthio, or RD5 and RD6 together with the adjacent nitrogen atom form a piperidino or pyrrolidino radical, RD7 is hydrogen, (C1-C4 )-alkylamino, di-(C1-C4)-alkylamino, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, in which the last two mentioned radicals are substituted by vD substituents from the group consisting of halogen, ( C1-C4)-alkoxy, halo-(C1-C6)-alkoxy and (C1-C4)-alkylthio and, in the case of cyclic radicals, also (C1-C4)-alkyl and (C1-C4)-haloalkyl; nD is 0, 1 or 2; mD is 1 or 2; vD is 0, 1, 2 or 3; (55) Active compounds from the class of hydroxyaromatics and aromatic-aliphatic carboxylic acid derivatives (S5), eg ethyl 3,4,5-triacetoxybenzoate, 3,5-dimethoxy-4-hydroxybenzoic acid, 3,5- dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicylic acid, 2-hydroxycinnamic acid, 1,2-dihydro-2-oxo-6-trifluoromethylpyridine-3-carboxamido, 2,4-dichlorocinnamic acid, , (56) Active compounds of class of 1,2-dihydroquinoxalin-2-ones (S6), for example 1-methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one, 1-methyl-3-(2-thienyl)- 1,2-dihydroquinoxaline-2-thione, 1-(2-aminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxaline-2-one hydrochloride, 1-[2-(diethylamino)ethyl]-6 ,7-dimethyl-3-thiophene-2-ylquinoxaline-2(1H)-one, 1-(2-methylsulfonylaminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxaline-2-one, (S7) Compounds of the Formula (S7),

in which the symbols and indices have the following meanings: RE1, RE2 are each independently of one another halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkyl, (C1-C4) - alkylamino, di-(C1-C4)-alkylamino, nitro; AE is COORE3 or COSRE4 RE3, RE4 are each independently of one another hydrogen, (C1-C4)-alkyl, (C2-C6)-alkenyl, (C2-C4)-alkynyl, cyanoalkyl, (C1-C4)-haloalkyl, phenyl , nitrophenyl, benzyl, halobenzyl, pyridinylalkyl and alkylammonium, nE1 is 0 or 1 nE2, nE3 are each independently of one another 0, 1 or 2, (S8) Compounds of the Formula (S8),

in which XF is CH or N, nF in the case that XF=N is an integer from 0 to 4 and in the case that XF=CH is an integer from 0 to 5, RF1 is halogen, (C1-C4) -alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy or (C1-C4)-haloalkoxy, RF2 is hydrogen or (C1-C4)-alkyl RF3 is hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned carbon-containing radicals is substituted or unsubstituted by one or more identical or different radicals from the group consisting of halogen and alkoxy , or salts thereof, (S9) Active compounds of the class of 3-(5-tetrazolylcarbonyl)-2-quinolones (S9), e.g. 1,2-dihydro-4-hydroxy-1-ethyl-3-(5 -tetrazolylcarbonyl)-2-quinolone (CAS Reg. No. 219479-18-2), 1,2-dihydro-4-hydroxy-1-methyl-3-(5-tetrazolylcarbonyl)-2-quinolone (CAS Reg. CAS reg. 95855-00-8), (S10) Compounds of Formulas (S10a) or (S10b),

in which RG1 is halogen, (C1-C4)-alkyl, methoxy, nitro, cyano, CF3, OCF3, YG, ZG are each independently of each other O or S, nG is an integer from 0 to 4, RG2 is (C1-C16)-alkyl, (C2-C6)-alkenyl, (C3-C6)-cycloalkyl, aryl; benzyl, halobenzyl, RG3 is hydrogen or (C1-C6)-alkyl. (511) Active compounds such as oxyimino compounds (S11), which are known as seed treatments, for example, "oxabetrinil" ((Z)-1,3-dioxolan-ylmethoxyimino(phenyl)acetonitrile) (S11-1 ), which is known as a seed treatment protectant for millet maize against damage from metolachlor, "fluxophenyl" (1-(4-chlorophenyl)-2,2,2-trifluoro-1-ethanone-O- (1,3- dioxolan-2-ylmethyl)oxime) (S11-2), which is known as a seed treatment protector for millet against metolachlor damage, and "ciomethrinil" or "CGA-43089" ((Z)-cyanomethoxyimino( phenyl)acetonitrile) (S11-3), which is known as a seed treatment protector for millet against metolachlor damage, (512) Active compounds of the isothiochromanone class (S12), such as, for example, methyl [(3- oxo-1H-2-benzothiopyran-4(3H)-ylidene)methoxy]acetate (CAS Reg. No.: 205121-04-6) (S12-1) (513) One or more compounds from the group (S13): " naphthalic anhydride" (1,8-naphthalenedicarboxylic anhydride) (S13-1), which is con used as a seed treatment protector for maize against damage from the thiocarbamate herbicide, “fenchlorim” (4,6-dichloro-2-phenylopyrimidine) (S13-2), which is known as a protector for pretilachlor in rice, “flurazole” (2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13-3), which is known to protect millet seed treatment against alachlor and metolachlor damage, "CL-304415" (Registration No. CAS: 31541-57-8) (4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid) (S13-4) from American Cyanamid, which is known to protect corn against imidazolinone damage , “MG-191” (CAS Reg. No.: 96420-72-3) (2-dichloromethyl-2-methyl-1,3-dioxolane) (S13-5) from Nitrokemia, which is known as a corn protectant , "MG-838" (CAS Reg. No.: 133993-74-5) (1-oxa-4-azaspiro[4.5]decane-4-carbodithioate 2-propenyl) (S13-6) of Nitrokemia, "disulfoton" (O,O-diethyl S-2-ethylthioethyl phosphorodithioate) (S13-7), "dietholate" (O,O-diethyl O-phenyl phosphorothioate) (S13-8), "mefenate" (4-methylcarbamate -chlorophenyl) (S13-9), (514) Active compounds that, in addition to the herbicidal effect against harmful plants, also have a protective effect on agricultural plants such as rice, such as, for example, “dimepiperate” or “MY-93 ” (S-1-methyl-1-phenyloethyl piperidino-1-carbothioate), which is also known as a rice protector against molinate herbicide damage, “daimurono” or “SK 23” (1-(1-me) til-1-phenyloethyl)-3-p-tolylurea), which is also known to protect rice against damage from imazosulfide herbicide, "cumiluron" = "JC-940" (3-(2-chlorophenylmethyl)-1-( 1-methyl-1-phenylethyl)urea), which is also known to protect rice against damage from herbicide, "methoxyphenone" or "NK 049"(3,3'-dimethyl-4-methoxybenzophenone), which is also known as rice protectant against herbicide damage, “CSB” (1-bromo-4-(chloromethylsulfonyl)benzene) from Kumiai, (Reg. CAS 54091-06-4), which is also known as protectant for rice against herbicide damage, (515) Compounds of Formula (S15) or tautomers thereof

in which RH1 is a (C1-C6)-haloalkyl radical and RH2 is hydrogen or halogen and RH3, RH4 are each independently hydrogen, (C1-C16)-alkyl, (C2-C16)-alkenyl or ( C2-C16)-alkynyl, each of the last 3 radicals being substituted or unsubstituted by one or more radicals from the group of halogen, hydroxyl, cyano, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylamino, di[(C1-C4)-alkyl]amino, [(C1-C4)-alkoxy]carbonyl, [(C1-C4)-haloalkoxy]carbonyl, (C3-C6)-cycloalkyl that is substituted or unsubstituted, phenyl that is substituted or unsubstituted, and heterocyclyl that is substituted or unsubstituted, or (C3-C6)-cycloalkyl, (C4-C6)-cycloalkenyl, (C3 -C6)-cycloalkyl which is fused on one side of the ring to a saturated or unsaturated 4- to 6-membered carbocyclic ring, or (C4-C6)-cycloalkenyl which is fused on one side of the ring to a saturated or unsaturated carbocyclic ring of 4 to 6 members, where each of the last 4 radicals is substituted. Whether or not substituted by one or more radicals from the group of halogen, hydroxyl, cyano, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylamino, di[(C1-C4)-alkyl]amino, [(C1-C4)-alkoxy]carbonyl, [(C1-C4)-haloalkoxy]carbonyl, (C3-C6)-cycloalkyl which is substituted or unsubstituted, phenyl which is substituted or unsubstituted, and heterocyclyl which is substituted or unsubstituted, or RH3 is (C1-C4)-alkoxy, (C2-C4)-alkenyloxy, (C2-C6)-alkynyloxy or (C2-C4)-haloalkoxy and RH4 is hydrogen or (C1-C4)-alkyl or RH3 and RH4 together with the directly attached nitrogen atom are a four to eight membered heterocyclic ring which, as well as the nitrogen atom, it may also contain additional ring heteroatoms, and which is substituted or unsubstituted by one or more radicals from the group of halogen, cyano, nitro, (C1-C4)-alkyl, (C1-C4)- haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy and (C1-C4)-alkylthio, and (516) Active compounds which are mainly used as herbicides, but also with protective effects on agricultural plants, eg (2,4-dichlorophenoxy)acetic acid (2,4-D), (4-chlorophenoxy)acetic acid, (R,S) acid )-2-(4-chloro-o-tolyloxy)propionic (mecoprop), 4-(2,4-dichlorophenoxy) butyric acid (2,4-DB), (4-chloro-o-tolyloxy) acetic acid (MCPA) ), 4-(4-chloro-o-tolyloxy) butyric acid, 4-(4-chlorophenoxy) butyric acid, 3,6-dichloro-2-methoxybenzoic acid (dicamba), 1,6-dichloro-2-methoxybenzoate 1-(ethoxycarbonyl)ethyl (lactidichlor-ethyl). 13. Method to control unwanted vegetation, characterized in that a composition, as defined in claim 12, is allowed to act on the plants or their surroundings. 14. Use of a composition as defined in claim 12, characterized in that it is to control unwanted vegetation. 15. A method for controlling unwanted vegetation, characterized in that a compound of Formula (I), as defined in any one of claims 1 to 5, and the compound that improves the compatibility of agricultural plants, as defined in claim 12, are left to act separately, in close temporal succession on the plants or their surroundings.