Substituted n-benzoic acid uracils and salts thereof, and use thereof as herbicidal active substances

Abstract

The present invention relates to substituted N-benzoic acid uracils of general formula (I) and salts thereof, wherein the radicals in general formula (I) correspond to the definitions given in the description, and to the use thereof as herbicides, in particular for controlling weeds and / or weed grasses in crops of useful plants, and / or as plant growth regulators for influencing the growth of crops of useful plants.

Description

[0001] Substituted N-benzoic acid uracils and their salts and their use as herbicidal active ingredients

[0002] Description

[0003] The invention relates to the technical field of plant protection products, in particular herbicides for the selective control of weeds and grass weeds in crops.

[0004] Specifically, this invention relates to substituted N-benzoic acid uracils with 4-difluoroalkyl substitution on the uracil and to their salts, processes for their preparation and their use as herbicides, in particular for controlling weeds and / or grass weeds in crops of useful plants and / or as plant growth regulators for influencing the growth of crops of useful plants.

[0005] Previously known plant protection products for the selective control of weeds in crops or active substances for controlling undesirable plant growth sometimes have disadvantages in their use, either because they (a) have no or insufficient herbicidal activity against certain weeds, (b) have an insufficiently narrow spectrum of weeds that can be controlled with one active substance, (c) have insufficient selectivity in crops, and / or (d) have a toxicologically unfavorable profile. Furthermore, some active substances that can be used as plant growth regulators in some crops lead to undesirably reduced crop yields in others or are incompatible with the crop or only compatible within a narrow application rate range.Some of the known active ingredients cannot be produced economically on an industrial scale due to difficult-to-access precursors and reagents, or they have insufficient chemical stability. For other active ingredients, their effectiveness depends too heavily on environmental conditions, such as weather and soil conditions.

[0006] The herbicidal activity of these known compounds, especially at low application rates, and their tolerance to crop plants remain in need of improvement.

[0007] It is known from various documents that certain substituted N-linked aryluracils can be used as herbicidal active ingredients (cf. WO2021 / 013799, W02021 / 013800, PCT / EP2021 / 073129 (PCT filing of August 20, 2021), EP408382, EP473551, EP648749, US4,943,309, US5,084,084, US5,127,935, W091 / 00278, WO95 / 29168, WO95 / 30661, WO96 / 35679, WO97 / 01541, WO98 / 25909, WO2001 / 39597, DE4431219). However, the known aryluracils exhibit several gaps in their effectiveness, particularly against monocotyledonous weeds. A number of herbicidal active ingredient combinations based on N-linked aryluracils have also been reported (cf. DE4437197, EP714602, WO96 / 07323, WO96 / 08151, JP11189506). However, the properties of these active ingredient combinations are not satisfactory in all respects.

[0008] It is also known that certain N-aryluracils with optionally further substituted lactic acid groups can also be used as herbicidal active ingredients (cf. JP2000 / 302764, JP2001 / 172265, US6,403,534, EP408382). Furthermore, it is known that N-aryluracils with specific, optionally further substituted, thiolactic acid groups also exhibit herbicidal effects (cf. W02010 / 038953, KR2011110420). Selected substituted tetrahydrofuryl esters of N-aryluracils with optionally further substituted thiolactic acid groups are described in JP09188676.

[0009] Also known are substituted N-benzoic acid uracils that carry chlorine substituents in the benzoic acid moiety (cf. WO91 / 000278, DE19741411, WO95 / 32952, US6,207,830, WO88 / 10254 A1). Furthermore, highly substituted 3-amino-l-(3-carboxy-4-cyanophenyl)uracils with various carboxylate side chains have been described (cf. WO98 / 25909). Highly substituted N-benzoic acid uracils with an aminosulfonylaminocarbonylalkoxy side chain are also known (cf. WO2004 / 009561). It is also known that certain substituted N-benzoic acid thiobarbiturates can be used as herbicidal active ingredients (cf. WO2021 / 259224). It is also known that certain difluoroalkyl-substituted uracils can be used as herbicidal active ingredients (cf. WO8810254; WO2023285222).

[0010] Surprisingly, it has now been found that certain substituted N-benzoic acid uracils with 4-difluoroalkyl substitution on the uracil or their salts are well suited as herbicides and can be used particularly advantageously as active ingredients for controlling monocotyledonous and dicotyledonous weeds in crops.

[0011] The present invention relates to substituted N-benzoic acid uracils of the general formula (I) or their salts wherein

[0012] W for the groups W -1 W-2 stands R 1 represents hydrogen, halogen, (C1-C4)-alkoxy, R 2 represents halogen, cyano, nitro, C(O)NH2, C(S)NH2, (C1-C8)-haloalkyl, (C2-C8)-alkynyl, R 3 and R 4 independently of each other represent hydrogen, (C1-C8)-alkyl, R 13 O-(C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C2-C8)-alkenyl, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, or R 3and R 4 together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 10-membered carbocyclic ring, which optionally carries further substituents, R 5 represents hydrogen, halogen, R 6 represents (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C2-C8)-alkenyl, aryl-(C1-C8)-alkyl, (C3-C8)-cycloalkyl-(C1-C8)-alkyl, R 7 represents hydrogen, fluorine, chlorine, methyl, Q represents hydroxy or a radical of the following formulas stands, R 8 for hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, aryl, aryl-(C1-C8)-alkyl, heteroaryl, (C2-C8)-alkynyl, (C2-C8)-alkenyl, C(O)R 13 , C(O)OR 13 , (C1-C8)-alkoxy-(C1-C8)-alkyl, R 9 represents hydrogen or (C1-C8)-alkyl, R 10für Wasserstoff, Halogen, Cyano, NO2, (C1-C8)-Alkyl, (C1-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Cycloalkyl-(C1-C8)-alkyl, (C3-C8)-Halocycloalkyl, (C3-C8)-Halocycloalkyl-(C1-C8)- alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(C1-C8)-alkyl, Heteroaryl, Heteroaryl- (C1-C8)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C8)-alkyl, R 11 R 12 N-(C1-C8)-alkyl, R 13 O-(C1-C8)- alkyl, Cyano-(C1-C8)-alkyl, (C1-C8)-Alkylcarbonyloxy-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl- carbonyloxy-(C1-C8)-alkyl, Arylcarbonyloxy-(C1-C8)-alkyl, Heteroarylcarbonyloxy-(C1-C8)- alkyl, Heterocyclylcarbonyloxy-(C1-C8)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R 14 S- (C1-C8)-alkyl, R 14 (O)S-(C1-C8)-alkyl, R 14O2S-(C1-C8)-alkyl, tris-[(C1-C8)-alkyl]silyl-(C1-C8)-alkyl, bis-[(C1-C8)-alkyl](aryl)silyl(C1-C8)-alkyl, [(C1-C8)-alkyl]-bis-(aryl)silyl-(C1-C8)-alkyl, Tris-[(C1-C8)-Alkyl]silyl, Bis-hydroxyboryl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkoxy]boryl-(C1-C8)-alkyl, Tetramethyl-1,3,2-Dioxaborolan-2-yl, Tetramethyl-1,3,2-Dioxaborolan-2-yl-(C1-C8)- alkyl, nitro-(C1-C8)alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C8)-alkyl, R 11 R 12 N(O)C-(C1-C8)-alkyl, bis-(C1-C8)-alkoxy-(C1-C8)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C8)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C 10 )-Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C 10 )-Cycloalkyl, (C3-C 10 )-Halocycloalkyl, (C4-C 10 )-Cycloalkenyl, (C4-C10)-Halocycloalkenyl, (C1-C8)-Alkoxy-(C1-C8)-alkyl, (C1-C8)-Haloalkoxy-(C1-C8)-alkyl, (C1-C8)-Alkylthio-(C1-C8)-alkyl, (C1-C8)-Haloalkylthio-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)- haloalkyl, Aryl, Aryl-(C1-C8)-alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl- (C1-C8)-alkyl, (C4-C10)-Cycloalkenyl-(C1-C8)-alkyl, COR 13 , SO2R 14, heterocyclyl, (C1-C8)-alkoxycarbonyl, bis-[(C1-C8)-alkyl]aminocarbonyl-(C1-C8)-alkyl, (C1-C8)-alkyl-amino-carbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkyl-aminocarbonyl-(C1-C8)-alkyl, Aryl-(C1-C8)-alkoxycarbonyl, heteroaryl-(C1-C8)-alkoxycarbonyl, (C2-C8)-alkenyloxycarbonyl, (C2-C8)-alkynyloxycarbonyl, heterocyclyl-(C1-C8)-alkyl, or R 11 and R 12 with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13für Wasserstoff, (C1-C8)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C10)- Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C10)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-C10)-Cycloalkenyl, (C4-C10)-Halocycloalkenyl, (C1-C8)-Alkoxy-(C1-C8)- alkyl, (C1-C8)-Haloalkoxy-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-haloalkyl, (C1-C8)-Alkoxy- (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-alkoxy-(C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-alkoxy-(C1-C8)-alkoxy-(C1-C8)-alkoxy-(C1-C8)-alkyl, Aryl, Aryl- (C1-C8)-alkyl, Aryl-(C1-C8)-alkoxy-(C1-C8)-alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, (C3-C8)- Cycloalkyl-(C1-C8)-alkyl, (C4-C 10 )-Cycloalkenyl-(C1-C8)-alkyl, Bis-[(C1-C8)- alkyl]aminocarbonyl-(C1-C8)-alkyl, (C1-C8)-Alkyl-aminocarbonyl-(C1-C8)-alkyl, Aryl-(C1-C8)- alkyl-aminocarbonyl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkyl]amino-(C2-C6)-alkyl, (C1-C8)-Alkyl- amino-(C2-C6)-alkyl, Aryl-(C1-C8)-alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C8)-alkyl, R14 (O)S- (C1-C8)-alkyl, R 14 O2S-(C1-C8)-alkyl, Hydroxycarbonyl-(C1-C8)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C8)-alkyl, Tris-[(C1-C8)-Alkyl]silyl-(C1-C8)-alkyl, Bis-[(C1-C8)- Alkyl](aryl)silyl(C1-C8)-alkyl, [(C1-C8)-Alkyl]-bis-(aryl)silyl-(C1-C8)-alkyl, (C1-C8)- Alkylcarbonyloxy-(C1-C8)-alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(C1-C8)-alkyl, Arylcarbonyloxy-(C1-C8)-alkyl, Heteroarylcarbonyloxy-(C1-C8)-alkyl, Heterocyclylcarbonyloxy-(C1-C8)-alkyl, Aryloxy-(C1-C8)-alkyl, Heteroaryloxy-(C1-C8)-alkyl, (C1-C8)-Alkoxycarbonyl steht, R 14 für Wasserstoff, (C1-C8)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C 10 )- Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C 10 )-Cycloalkyl, (C3-C 10 )- Halocycloalkyl, (C4-C 10 )-Cycloalkenyl, (C4-C 10)-Halocycloalkenyl, (C1-C8)-Alkoxy-(C1-C8)- alkyl, (C1-C8)-Alkoxy-(C1-C8)-haloalkyl, Aryl, Aryl-(C1-C8)-alkyl, Heteroaryl, Heteroaryl- (C1-C8)-alkyl, Heterocyclyl-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl-(C1-C8)-alkyl, (C4-C 10 )- Cycloalkenyl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkyl]amino, (C1-C8)-Alkyl-amino, Aryl-(C1-C8)- amino, Aryl-(C1-C6)-alkyl-amino, Aryl-[(C1-C8)-alkyl]amino; (C3-C8)-Cycloalkyl-amino, (C3- C8)-Cycloalkyl-[(C1-C8)-alkyl]amino; N-Azetidinyl, N-Pyrrolidinyl, N-Piperidinyl, N- Morpholinyl steht und R 15 und R 16 unabhängig voneinander für (C1-C8)-Alkyl, (C3-C8)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl stehen, oder R 15 und R 16with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 7-membered carbocycle. The compounds of general formula (I) can form salts by addition of a suitable inorganic or organic acid, such as, for example, mineral acids such as HCl, HBr, H2SO4, H3PO4 or HNO3, or organic acids, e.g., carboxylic acids such as formic acid, acetic acid, propionic acid, oxalic acid, lactic acid or salicylic acid, or sulfonic acids such as, for example, p-toluenesulfonic acid, to a basic group such as, for example, amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino. These salts then contain the conjugate base of the acid as an anion. Suitable substituents which are present in deprotonated form, such as, for example, sulfonic acids, certain sulfonamides or carboxylic acids, can form internal salts with protonatable groups, such as amino groups.Salt formation can also occur through the action of a base on compounds of general formula (I). Suitable bases are, for example, organic amines, such as trialkylamines, morpholine, piperidine and pyridine, as well as ammonium, alkali or alkaline earth metal hydroxides, carbonates and bicarbonates, in particular sodium and potassium hydroxide, sodium and potassium carbonate and sodium and potassium bicarbonate. These salts are compounds in which the acidic hydrogen is replaced by a cation suitable for agriculture, for example metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or also ammonium salts, salts with organic amines or quaternary ammonium salts, for example with cations of the formula [NR. a R b R c R d ] + , where R a to R deach independently of one another represents an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl. Alkylsulfonium and alkylsulfoxonium salts, such as (C1-C4)-trialkylsulfonium and (C1-C4)-trialkylsulfoxonium salts, are also suitable. In the following, the compounds of formula (I) and their salts used in the invention are referred to as "compounds of the general formula (I)". Preferred subject matter of the invention are compounds of the general formula (I) in which W represents the groups W -1 W-2 stands R 1 represents hydrogen, fluorine, chlorine, bromine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, trifluoromethyl, ethynyl, propyn-1-yl, R 3 and R 4 independently of each other represent hydrogen, (C1-C6)-alkyl, R 13 O-(C1-C6)alkyl, (C3-C6)cycloalkyl, (C2-C6)alkenyl, aryl(C1-C6)alkyl, heteroaryl(C1-C6)alkyl, heterocyclyl(C1-C6)alkyl, or R 3 and R 4together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 10-membered carbocyclic ring, R 5 represents hydrogen, fluorine, chlorine, R 6 represents (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, aryl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, R 7 represents hydrogen, methyl, Q represents hydroxy or a radical of the following formulas stands, R 8 for hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, (C2-C6)-alkynyl, (C2-C6)-alkenyl, C(O)R 13 , C(O)OR 13 , (C1-C6)-alkoxy-(C1-C6)-alkyl, R 9 represents hydrogen or (C1-C6)-alkyl, R 10für Wasserstoff, Halogen, Cyano, NO2, (C1-C7)-Alkyl, (C1-C7)-Haloalkyl, (C3-C7)-Cycloalkyl, (C3-C7)-Cycloalkyl-(C1-C7)-alkyl, (C3-C7)-Halocycloalkyl, (C3-C7)-Halocycloalkyl-(C1-C7)- alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, Aryl, Aryl-(C1-C7)-alkyl, Heteroaryl, Heteroaryl- (C1-C7)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C7)-alkyl, R 11 R 12 N-(C1-C7)-alkyl, R 13 O-(C1-C7)- alkyl, Cyano-(C1-C7)-alkyl, (C1-C7)-Alkylcarbonyloxy-(C1-C7)-alkyl, (C3-C7)- Cycloalkylcarbonyloxy-(C1-C7)-alkyl, Arylcarbonyloxy-(C1-C7)-alkyl, Heteroarylcarbonyloxy- (C1-C7)-alkyl, Heterocyclylcarbonyloxy-(C1-C7)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R 14 S-(C1-C7)-alkyl, R 14 (O)S-(C1-C7)-alkyl, R 14O2S-(C1-C7)-alkyl, tris-[(C1-C7)-alkyl]silyl-(C1-C7)-alkyl, bis-[(C1-C7)-alkyl](aryl)silyl(C1-C7)-alkyl, [(C1-C7)-alkyl]-bis-(aryl)silyl-(C1-C7)-alkyl, Tris-[(C1-C7)-alkyl]silyl, bis-hydroxyboryl-(C1-C7)-alkyl, bis-[(C1-C7)-alkoxy]boryl-(C1-C7)-alkyl, tetramethyl-1,3,2-dioxaborolan-2-yl, tetramethyl-1,3,2- Dioxaborolan-2-yl-(C1-C7)-alkyl, nitro-(C1-C7)-alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C7)-alkyl, R 11 R 12 N(O)C-(C1-C7)-alkyl, bis-(C1-C7)-alkoxy-(C1-C7)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkylthio-(C1-C6)-alkyl, (C1-C6)-Haloalkylthio-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl- (C1-C6)-alkyl, (C4-C6)-Cycloalkenyl-(C1-C6)-alkyl, C(O)R 13 , SO2R 14 , Heterocyclyl, (C1-C6)- Alkoxycarbonyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)-Alkyl- aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)- alkoxycarbonyl, Heteroaryl-(C1-C6)-alkoxycarbonyl, (C2-C6)-Alkenyloxycarbonyl, (C2-C6)- Alkinyloxycarbonyl, Heterocyclyl-(C1-C6)-alkyl stehen, oder R 11 und R12 with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)- Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)- Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-haloalkyl, (C1-C6)-Alkoxy-(C1-C6)- alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)- Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, Aryl, Aryl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkoxy-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl- (C1-C6)-alkyl, (C4-C6)-Cycloalkenyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)- alkyl, (C1-C6)-Alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C7)-alkyl-aminocarbonyl-(C1-C6)- alkyl, Bis-[(C1-C6)-alkyl]amino-(C2-C6)-alkyl, (C1-C6)-Alkyl-amino-(C2-C6)-alkyl, Aryl-(C1-C6)- alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C6)-alkyl, R 14(O)S-(C1-C6)-alkyl, R 14 O2S-(C1-C6)-alkyl, Hydroxycarbonyl-(C1-C6)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C6)-alkyl, Tris-[(C1-C6)- Alkyl]silyl-(C1-C6)-alkyl, Bis-[(C1-C6)-Alkyl](aryl)silyl(C1-C6)-alkyl, [(C1-C6)-Alkyl]-bis- (aryl)silyl-(C1-C6)-alkyl, (C1-C6)-Alkylcarbonyloxy-(C1-C6)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(C1-C6)-alkyl, Arylcarbonyloxy-(C1-C6)-alkyl, Heteroarylcarbonyloxy- (C1-C6)-alkyl, Heterocyclylcarbonyloxy-(C1-C6)-alkyl, Aryloxy-(C1-C6)-alkyl, Heteroaryloxy- (C1-C6)-alkyl, (C1-C6)-Alkoxycarbonyl steht, R 14für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)- Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)- Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)- alkyl, Heterocyclyl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C4-C6)-Cycloalkenyl- (C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]amino, (C1-C6)-Alkyl-amino, Aryl-(C1-C6)-amino, Aryl-(C1- C6)-alkyl-amino, Aryl-[(C1-C6)-alkyl]amino; (C3-C6)-Cycloalkyl-amino, (C3-C6)-Cycloalkyl- [(C1-C6)-alkyl]amino; N-Azetidinyl, N-Pyrrolidinyl, N-Piperidinyl, N-Morpholinyl steht, und R 15 und R 16 unabhängig voneinander für (C1-C6)-Alkyl, (C3-C6)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl stehen, oder R 15 und R 16with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 7-membered carbocycle. Particularly preferred subject of the invention are compounds of the general formula (I), in which W represents the groups W -1 W-2 stands R 1 represents hydrogen, fluorine, chlorine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, trifluoromethyl, R 3 and R 4 independently of one another represent hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, or R 3 and R 4 together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 7-membered carbocyclic ring, R 5 represents hydrogen, fluorine, R 6 represents methyl, ethyl, prop-1-yl, R 7 represents hydrogen, Q represents hydroxy or a radical of the following formulas stands, R 8für Wasserstoff, (C1-C5)-Alkyl, (C1-C5)-Haloalkyl, Aryl, Aryl-(C1-C5)-alkyl, Heteroaryl, (C2-C5)-Alkinyl, (C2-C5)-Alkenyl, C(O)R 13 , C(O)OR 13 , (C1-C5)-Alkoxy-(C1-C5)-alkyl steht, R 9 für Wasserstoff oder (C1-C5)-Alkyl steht, R 10 für Wasserstoff, Halogen, Cyano, NO2, (C1-C6)-Alkyl, (C1-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C3-C6)-Halocycloalkyl, (C3-C6)-Halocycloalkyl-(C1-C6)- alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl- (C1-C6)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C6)-alkyl, R 11 R 12 N-(C1-C6)-alkyl, R 13 O-(C1-C6)- alkyl, Cyano-(C1-C6)-alkyl, (C1-C6)-Alkylcarbonyloxy-(C1-C6)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(C1-C6)-alkyl, Arylcarbonyloxy-(C1-C6)-alkyl, Heteroarylcarbonyloxy- (C1-C6)-alkyl, Heterocyclylcarbonyloxy-(C1-C6)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R14 S-(C1-C6)-alkyl, R 14 (O)S-(C1-C6)-alkyl, R 14 O2S-(C1-C6)-alkyl, tris-[(C1-C6)-alkyl]silyl-(C1-C6)-alkyl, bis-[(C1-C6)-alkyl](aryl)silyl(C1-C6)-alkyl, [(C1-C6)-alkyl]-bis-(aryl)silyl-(C1-C6)-alkyl, Tris-[(C1-C6)-alkyl]silyl, bis-hydroxyboryl-(C1-C6)-alkyl, bis-[(C1-C6)-alkoxy]boryl-(C1-C6)-alkyl, tetramethyl-1,3,2-dioxaborolan-2-yl, tetramethyl-1,3,2- Dioxaborolan-2-yl-(C1-C6)-alkyl, nitro-(C1-C6)-alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C6)-alkyl, R 11 R 12 N(O)C-(C1-C6)-alkyl, bis-(C1-C6)-alkoxy-(C1-C6)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C 10 )-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkylthio-(C1-C6)-alkyl, (C1-C6)-Haloalkylthio-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl- (C1-C6)-alkyl, (C4-C 10 )-Cycloalkenyl-(C1-C6)-alkyl, C(O)R 13 , SO2R 14, heterocyclyl, (C1-C6)-alkoxycarbonyl, bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkoxycarbonyl, heteroaryl-(C1-C6)-alkoxycarbonyl, (C2-C6)-alkenyloxycarbonyl, (C2-C6)-alkynyloxycarbonyl, heterocyclyl-(C1-C6)-alkyl, or R 11 and R 12 with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13 for hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C 10)- Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)- Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-haloalkyl, (C1-C6)-Alkoxy-(C1-C6)- alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)- Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, Aryl, Aryl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkoxy-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl- (C1-C6)-alkyl, (C4-C6)-Cycloalkenyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)- alkyl, (C1-C6)-Alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)- alkyl, Bis-[(C1-C6)-alkyl]amino-(C2-C6)-alkyl, (C1-C6)-Alkyl-amino-(C2-C6)-alkyl, Aryl-(C1-C6)- alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C6)-alkyl, R 14 (O)S-(C1-C6)-alkyl, R 14O2S-(C1-C6)-alkyl, Hydroxycarbonyl-(C1-C6)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C6)-alkyl, Tris-[(C1-C6)- Alkyl]silyl-(C1-C6)-alkyl, Bis-[(C1-C6)-Alkyl](aryl)silyl(C1-C6)-alkyl, [(C1-C6)-Alkyl]-bis- (aryl)silyl-(C1-C6)-alkyl, (C1-C6)-Alkylcarbonyloxy-(C1-C6)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(C1-C6)-alkyl, Arylcarbonyloxy-(C1-C6)-alkyl, Heteroarylcarbonyloxy- (C1-C6)-alkyl, Heterocyclylcarbonyloxy-(C1-C6)-alkyl, Aryloxy-(C1-C6)-alkyl, Heteroaryloxy- (C1-C6)-alkyl, (C1-C6)-Alkoxycarbonyl steht, R 14für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)- Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C10)-Cycloalkyl, (C3-C6)- Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)-Alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-haloalkyl, Aryl, Aryl-(C1-C6)-alkyl, Heteroaryl, Heteroaryl-(C1-C6)- alkyl, Heterocyclyl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C4-C6)-Cycloalkenyl- (C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]amino, (C1-C6)-Alkyl-amino, Aryl-(C1-C6)-amino, Aryl-(C1- C6)-alkyl-amino, Aryl-[(C1-C6)-alkyl]amino; (C3-C6)-Cycloalkyl-amino, (C3-C6)-Cycloalkyl- [(C1-C6)-alkyl]amino; N-Azetidinyl, N-Pyrrolidinyl, N-Piperidinyl, N-Morpholinyl steht und R 15 und R 16 unabhängig voneinander für (C1-C6)-Alkyl, (C3-C6)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl stehen, oder R 15 und R 16with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 6-membered carbocycle. Compounds of the general formula (I) are particularly preferred in which W represents the groups - stands R 1 represents hydrogen, fluorine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, R 3 and R 4 independently of one another represent hydrogen, methyl, ethyl, prop-l-yl, prop-2-yl, but-l-yl, but-2-yl, 2-methyl-prop-l-yl, 1,1-dimethyleth-l-yl, trifluoromethyl, or

[0013] R 3 and R 4 together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 7-membered carbocyclic ring,

[0014] R 5 stands for hydrogen,

[0015] R 6 stands for methyl, ethyl,

[0016] R 7stands for hydrogen, and

[0017] Q stands for one of the following specifically named groupings Ql to Q-500:

[0018] Particularly preferred subject matter of the invention are compounds of the general formula (I), wherein w represents the groups

[0019] W-1 \N-2 stands

[0020] R 1 stands for hydrogen, fluorine,

[0021] R 2 represents fluorine, chlorine, bromine, cyano, nitro,

[0022] R 3 and R 4independently of one another represent hydrogen, methyl, ethyl, prop-l-yl,

[0023] R 5 stands for hydrogen,

[0024] R 6 stands for methyl, ethyl,

[0025] R 7 stands for hydrogen, and

[0026] Q stands for one of the above specifically mentioned groupings Q1 to Q-500.

[0027] In particular, preferred subject matter of the invention are compounds of the general formula (I) in which

[0028] W for the groups

[0029] W-1 W-2 stands

[0030] R 1 represents hydrogen, fluorine, R 2 represents fluorine, chlorine, bromine, cyano, nitro,

[0031] R 3 and R 4 independently represent hydrogen, methyl

[0032] R 5 stands for hydrogen,

[0033] R 6 stands for methyl, ethyl,

[0034] R7 stands for hydrogen, and

[0035] Q stands for one of the above specifically mentioned groupings Q1 to Q-500.

[0036] Particularly preferred subject matter of the invention are compounds of the general formula

[0037] (I), wherein

[0038] W for the groups

[0039] W-1 \N-2 stands

[0040] R 1 stands for hydrogen, fluorine,

[0041] R 2 stands for chlorine, bromine, cyano, nitro,

[0042] R 3 and R 4 independently represent hydrogen, methyl

[0043] R 5 stands for hydrogen,

[0044] R 6 stands for methyl, ethyl,

[0045] R 7represents hydrogen, and Q represents one of the above-mentioned groups Q-1 to Q-500. A particularly preferred subject of the invention are compounds of the general formula (I), wherein W represents the group stands R 1 represents fluorine, R 2 represents chlorine, bromine, R 3 and R 4 independently represent methyl, R 5 stands for hydrogen, R 6 stands for methyl, R 7stands for hydrogen, and Q stands for one of the groups Q-1, Q-71, Q-176, Q-371, Q-441, Q-442, Q-454, Q-457, Q-471, Q-480, Q-481 or Q-491 specifically mentioned above. The radical definitions listed above, either general or in the ranges of preference, apply both to the end products of the formula (I) and, correspondingly, to the starting materials or intermediates required for their preparation. These radical definitions can be combined with one another as desired, i.e. also between the stated preferred ranges. With regard to the compounds according to the invention, the designations used above and below are explained. These are familiar to the person skilled in the art and have in particular the meanings explained below: Unless defined otherwise, the general rule for the designation of chemical groups is that the bond to the skeleton orthe rest of the molecule via the last-mentioned structural element of the chemical group in question, e.g. in the case of (C2-C8)-alkenyloxy via the oxygen atom, and in the case of heterocyclyl-(C1-C8)-alkyl or R. 13 O(O)C-(C1-C8)-alkyl via the C atom of the alkyl group. In a compound chemical group such as heterocyclyl-(C1-C8)-alkyl or R 13 O(O)C-(C1-C8)-alkyl, the term “alkyl” therefore also refers to an alkylene group. For the functional groups C(=O)R 13 , C(=O)OR 13 , C(=O)NR 11 R 12 , NR 11 R 12 , OR 13 , S(O) m R 14The bond to the skeleton or the remainder of the molecule occurs via the first-mentioned structural element of the respective chemical group. According to the invention, "alkylsulfonyl" - alone or as part of a chemical group - stands for straight-chain or branched alkylsulfonyl, preferably with 1 to 8, or with 1 to 6 carbon atoms, e.g.(aber nicht beschränkt auf) (C1-C6)-Alkylsulfonyl wie Methylsulfonyl, Ethyl- sulfonyl, Propylsulfonyl, 1-Methylethylsulfonyl, Butylsulfonyl, 1-Methylpropylsulfonyl, 2-Methyl- propylsulfonyl, 1,1-Dimethylethylsulfonyl, Pentylsulfonyl, 1-Methylbutylsulfonyl, 2-Methylbutyl- sulfonyl, 3-Methylbutylsulfonyl, 1,1-Dimethylpropylsulfonyl, 1,2-Dimethylpropylsulfonyl, 2,2-Di- methylpropylsulfonyl, 1-Ethylpropylsulfonyl, Hexylsulfonyl, 1-Methylpentylsulfonyl, 2-Methyl- pentylsulfonyl, 3-Methylpentylsulfonyl, 4-Methylpentylsulfonyl, 1,1-Dimethylbutylsulfonyl, 1,2-Di- methylbutylsulfonyl, 1,3-Dimethylbutylsulfonyl, 2,2-Dimethylbutylsulfonyl, 2,3-Dimethylbutylsulfonyl, 3,3-Dimethylbutylsulfonyl, 1-Ethylbutylsulfonyl, 2-Ethylbutylsulfonyl, 1,1,2-Trimethylpropylsulfonyl, 1,2,2-Trimethylpropylsulfonyl, 1-Ethyl-1-methylpropylsulfonyl und 1-Ethyl-2-methylpropylsulfonyl.According to the invention, "heteroarylsulfonyl" represents optionally substituted pyridylsulfonyl, pyrimidinylsulfonyl, pyrazinylsulfonyl, or optionally substituted polycyclic heteroarylsulfonyl, here in particular optionally substituted quinolinylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl, haloalkoxy, amino, alkylamino, alkylcarbonylamino, dialkylamino, or alkoxy groups. According to the invention, "alkylthio"—alone or as part of a chemical group—represents straight-chain or branched S-alkyl, preferably having 1 to 8, or having 1 to 6 carbon atoms, such as (C1-C10), (C1-C6), or (C1-C4)-alkylthio, e.g.(aber nicht beschränkt auf) (C1- C6)-Alkylthio wie Methylthio, Ethylthio, Propylthio, 1-Methylethylthio, Butylthio, 1-Methylpropylthio, 2-Methylpropylthio, 1,1-Dimethylethylthio, Pentylthio, 1-Methylbutylthio, 2-Methylbutylthio, 3- Methylbutylthio, 1,1-Dimethylpropylthio, 1,2-Dimethylpropylthio, 2,2-Dimethylpropylthio, 1- Ethylpropylthio, Hexylthio, 1-Methylpentylthio, 2-Methylpentylthio, 3-Methylpentylthio, 4-Methyl- pentylthio, 1,1-Dimethylbutylthio, 1,2-Dimethylbutylthio, 1,3-Dimethylbutylthio, 2,2-Dimethylbutyl- thio, 2,3-Dimethylbutylthio, 3,3-Dimethylbutylthio, 1-Ethylbutylthio, 2-Ethylbutylthio, 1,1,2-Tri- methylpropylthio, 1,2,2-Trimethylpropylthio, 1-Ethyl-1-methylpropylthio und 1-Ethyl-2-methyl- propylthio.According to the invention, "alkenylthio" means an alkenyl radical bonded via a sulfur atom, alkynylthio means an alkynyl radical bonded via a sulfur atom, cycloalkylthio means a cycloalkyl radical bonded via a sulfur atom, and cycloalkenylthio means a cycloalkenyl radical bonded via a sulfur atom. "Alkylsulfinyl (alkyl-S(=O)-)", unless defined otherwise elsewhere, according to the invention stands for alkyl radicals bonded to the skeleton via -S(=O)-, such as (C1-C 10)-, (C1-C6)- oder (C1-C4)- Alkylsulfinyl, z. B. (aber nicht beschränkt auf) (C1-C6)-Alkylsulfinyl wie Methylsulfinyl, Ethylsulfinyl, Propylsulfinyl, 1-Methylethylsulfinyl, Butylsulfinyl, 1-Methylpropylsulfinyl, 2-Methylpropylsulfinyl, 1,1-Dimethylethylsulfinyl, Pentylsulfinyl, 1-Methylbutylsulfinyl, 2-Methylbutylsulfinyl, 3- Methylbutylsulfinyl, 1,1-Dimethylpropylsulfinyl, 1,2-Dimethylpropylsulfinyl, 2,2-Di- methylpropylsulfinyl, 1-Ethylpropylsulfinyl, Hexylsulfinyl, 1-Methylpentylsulfinyl, 2-Methylpentyl- sulfinyl, 3-Methylpentylsulfinyl, 4-Methylpentylsulfinyl, 1,1-Dimethylbutylsulfinyl, 1,2-Dimethyl- butylsulfinyl, 1,3-Dimethylbutylsulfinyl, 2,2-Dimethylbutylsulfinyl, 2,3-Dimethylbutylsulfinyl, 3,3- Dimethylbutylsulfinyl, 1-Ethylbutylsulfinyl, 2-Ethylbutylsulfinyl, 1,1,2-Trimethylpropylsulfinyl, 1,2,2- Trimethylpropylsulfinyl, 1-Ethyl-1-methylpropylsulfinyl und 1-Ethyl-2-methylpropylsulfinyl.Analogously, “alkenylsulfinyl” and “alkynylsulfinyl” are defined according to the invention as alkenyl or alkynyl radicals that are bonded to the skeleton via -S(=O)-, such as (C2-C10)-, (C2-C6)- or (C2-C4)-alkenylsulfinyl or (C3-C10)-, (C3-C6)- or (C3-C4)-alkynylsulfinyl. Analogously, “alkenylsulfonyl” and “alkynylsulfonyl” are defined according to the invention as alkenyl or alkynyl radicals that are bonded to the skeleton via -S(=O)2-, such as (C2-C10)-, (C2-C6)- or (C2-C4)-alkenylsulfonyl or (C3-C10)-, (C3-C6)- or (C3-C4)-alkynylsulfonyl. “Alkoxy” means an alkyl radical bonded via an oxygen atom, e.g.(but not limited to) (C1-C6)-alkoxy such as methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-Trimethylpropoxy, 1,2,2-Trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl-2-methylpropoxy. Alkenyloxy means an alkenyl radical bonded via an oxygen atom, alkynyloxy means an alkynyl radical bonded via an oxygen atom such as (C2-C6). 10 )-, (C2-C6)- or (C2-C4)-alkenoxy or (C3-C 10)-, (C3-C6)- or (C3-C4)-alkynoxy. “Cycloalkyloxy” means a cycloalkyl radical bonded via an oxygen atom and cycloalkenyloxy means a cycloalkenyl radical bonded via an oxygen atom. “Alkylcarbonyl” (alkyl-C(=O)-), unless defined otherwise elsewhere, stands according to the invention for alkyl radicals which are bonded to the skeleton via -C(=O)-, such as (C1-C 10 ), (C1-C6) or (C1-C4) alkylcarbonyl. The number of C atoms refers to the alkyl radical in the alkylcarbonyl group. Analogously, "alkenylcarbonyl" and "alkynylcarbonyl", unless defined otherwise elsewhere, represent alkenyl or alkynyl radicals, respectively, which are bonded to the skeleton via -C(=O)-, such as (C2-C 10 )-, (C2-C6)- or (C2-C4)-alkenylcarbonyl or (C2-C 10), (C2-C6) or (C2-C4) alkynylcarbonyl. The number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyl group. "Alkoxycarbonyl (alkyl-OC(=O)-)", unless defined otherwise elsewhere: Alkyl radicals that are bonded to the skeleton via -OC(=O)-, such as (C1-C10)-, (C1-C6)- or (C1-C4) alkoxycarbonyl. The number of C atoms refers to the alkyl radical in the alkoxycarbonyl group. Analogously, "alkenyloxycarbonyl" and "alkynyloxycarbonyl," unless defined otherwise elsewhere, refer to alkenyl or alkynyl radicals bonded to the skeleton via -OC(=O)-, such as (C2-C10)-, (C2-C6)-, or (C2-C4)-alkenyloxycarbonyl or (C3-C10)-, (C3-C6)-, or (C3-C4)-alkynyloxycarbonyl. The number of C atoms refers to the alkenyl or alkynyl radical in the alkene or alkynyloxycarbonyl group, respectively.According to the invention, the term "alkylcarbonyloxy" (alkyl-C(=O)-O-) stands, unless defined otherwise elsewhere, for alkyl radicals that are bonded to the skeleton via a carbonyloxy group (-C(=O)-O-), such as (C1-C10)-, (C1-C6)-, or (C1-C4)-alkylcarbonyloxy. The number of C atoms refers to the alkyl radical in the alkylcarbonyloxy group. Analogously, "alkenylcarbonyloxy" and "alkynylcarbonyloxy" are defined according to the invention as alkenyl or alkynyl radicals that are bonded to the skeleton via (-C(=O)-O-) with the oxygen, such as (C2-C10)-, (C2-C6)-, or (C2-C4)-alkenylcarbonyloxy or (C2-C10)-, (C2-C6)-, or (C2-C4)-alkynylcarbonyloxy. The number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyloxy group.

[0046] In short forms such as C(O)R 13 , C(O)OR 13 , OC(O)NR”R 12 , or C(O)NR”R 12The abbreviation O in brackets stands for an oxygen atom bonded to the adjacent carbon atom via a double bond.

[0047] In short forms such as OC(S)OR 13 , OC(S)SR 14 , OC(S)NR”R 12 , the abbreviation S in brackets stands for a sulfur atom bonded to the neighboring carbon atom via a double bond.

[0048] The term “aryl” means an optionally substituted mono-, bi- or polycyclic aromatic system having preferably 6 to 14, in particular 6 to 10 ring C atoms, for example phenyl, naphthyl, anthryl, phenanthrenyl, and the like, preferably phenyl.

[0049] The term "optionally substituted aryl" also encompasses polycyclic systems such as tetrahydronaphthyl, indenyl, indanyl, fluorenyl, and biphenylyl, where the bonding site is on the aromatic system. Systematically, "aryl" is generally also encompassed by the term "optionally substituted phenyl."Bevorzugte Aryl-Substituenten sind hier zum Beispiel Wasserstoff, Halogen, Alkyl, Cycloalkyl, Cycloalkylalkyl, Cycloalkenyl, Halocycloalkyl, Alkenyl, Alkinyl, Aryl, Arylalkyl, Arylalkenyl, Heteroaryl, Heteroarylalkyl, Heterocyclyl, Heterocyclylalkyl, Alkoxyalkyl, Alkylthio, Haloalkylthio, Haloalkyl, Alkoxy, Haloalkoxy, Cycloalkoxy, Cycloalkylalkoxy, Aryloxy, Heteroraryloxy, Alkoxyalkoxy, Alkinylalkoxy, Alkenyloxy, Bis-alkylaminoalkoxy, Tris- [alkyl]silyl, Bis-[alkyl]arylsilyl, Bis- [alkyl] alkylsilyl, Tris- [alkyl] silylalkinyl, Arylalkinyl, Heteroarylalkinyl, Alkylalkinyl, Cycloalkylalkinyl, Haloalkylalkinyl, Heterocyclyl-N-alkoxy, Nitro, Cyano, Amino, Alkylamino, Bis-alkylamino, Alkylcarbonylamino, Cycloalkylcarbonylamino, Arylcarbonylamino, Alkoxycarbonylamino, Alkoxycarbonylalkylamino, Arylalkoxycarbonylalkylamino, Hydroxycarbonyl, Alkoxycarbonyl, Aminocarbonyl, Alkylaminocarbonyl, Cycloalkylaminocarbonyl, Bis-Alkylaminocarbonyl, Heteroarylalkoxy, Arylalkoxy.

[0050] A heterocyclic radical (heterocyclyl) contains at least one heterocyclic ring (=carbocyclic ring in which at least one C atom is replaced by a heteroatom, preferably by a heteroatom from the group N, O, S, P) which is saturated, unsaturated, partially saturated or heteroaromatic and may be unsubstituted or substituted, with the bonding site being located on a ring atom. If the heterocyclyl radical or the heterocyclic ring is optionally substituted, it may be fused to other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclyl, polycyclic systems are also included, such as, for example, 8-azabicyclo[3.2.1]octanyl, 8-azabicyclo[2.2.2]octanyl or 1-azabicyclo[2.2.1]heptyl. In the case of optionally substituted heterocyclyl, spirocyclic systems are also included, such as l-oxa-5-aza-spiro[2.3]hexyl.Unless otherwise defined, the heterocyclic ring preferably contains 3 to 9 ring atoms, in particular 3 to 6 ring atoms, and one or more, preferably 1 to 4, in particular 1, 2 or 3 heteroatoms in the heterocyclic ring, preferably from the group N, O, and S, although two oxygen atoms should not be directly adjacent, such as, for example, with a heteroatom from the group N, O and S 1- or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrol-2- or 3-yl, 2,3-dihydro-1H-pyrrole-.

[0051] 1- or 2- or 3- or 4- or 5-yl; 2,5-Dihydro-1H-pyrrol-1- or 2- or 3-yl, 1- or 2- or 3- or 4-piperidinyl; 2,3,4,5-Tetrahydropyridin-2- or 3- or 4- or 5-yl or 6-yl; 1,2,3,6-Tetrahydropyridin-1- or 2- or 3- or 4- or 5- or 6-yl; 1,2,3,4-Tetrahydropyridin-1- or 2- or 3- or 4- or 5- or 6-yl; 1,4-Dihydropyridin-1- or 2- or 3- or 4-yl; 2,3-Dihydropyridin-

[0052] 2- or 3- or 4- or 5- or 6-yl; 2,5-Dihydropyridin-2- or 3- or 4- or 5- or 6-yl, 1- or 2- or 3- or 4-azepanyl; 2,3,4,5-Tetrahydro-1H-azepin-1- or 2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydro-1H-azepin-1- or 2- or 3- or 4- or 5- or 6- or 7-yl; 2, 3,6,7-Tetrahydro-1H-azepin-1- or 2- or 3- or 4-yl; 3,4,5,6-Tetrahydro-2H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-1H-azepin-1- or 2- or 3- or 4-yl; 2,5-Dihydro-1H-azepin-

[0053] 1- or -2- or 3- or 4- or 5- or 6- or 7-yl; 2,7-Dihydro-lH-azepin-l- or -2- or 3- or 4- yl; 2,3-Dihydro-lH-azepin-l- or -2- or 3- or 4- or 5- or 6- or 7-yl; 3,4-Dihydro-2H-azepin-

[0054] 2- or 3- or 4- or 5- or 6- or 7-yl; 3,6-Dihydro-2H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 5,6-Dihydro-2H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-3H-azepin-

[0055] 2- or 3- or 4- or 5- or 6- or 7-yl; 1H-azepin-1- or -2- or 3- or 4- or 5- or 6- or 7-yl; 2H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 3H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4H-azepin-2- or 3- or 4- or 5- or 6- or 7-yl, 2- or 3-oxolanyl (= 2- or 3-tetrahydrofuranyl); 2,3-dihydrofuran-2- or 3- or 4- or 5-yl; 2,5-Dihydrofuran-2- or 3-yl, 2- or 3- or 4-oxanyl (= 2- or 3- or 4-tetrahydropyranyl); 3,4-Dihydro-2H-pyran-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-pyran-2- or 3- or 4- or 5- or 6-yl; 2H-pyran-2- or 3- or 4- or 5- or 6-yl; 4H-pyran-2- or 3- or 4-yl, 2- or 3- or 4-oxepanyl; 2, 3,4,5-Tetrahydrooxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydrooxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydrooxepin-2- or 3- or 4-yl; 2,3-Dihydrooxepin-2- or

[0056] 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydrooxepin-2- or 3- or 4-yl; 2,5-Dihydrooxepin-2- or

[0057] 3- or 4- or 5- or 6- or 7-yl; oxepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2- or 3-tetrahydrothiophenyl; 2,3-dihydrothiophen-2- or 3- or 4- or 5-yl; 2,5-dihydrothiophen-2- or 3-yl; tetrahydro-2H-thiopyran-2- or 3- or 4-yl; 3,4-dihydro-2H-thiopyran-2- or 3- or 4- or

[0058] 5- or 6-yl; 3,6-dihydro-2H-thiopyran-2- or 3- or 4- or 5- or 6-yl; 2H-thiopyran-2- or 3- or 4- or 5- or 6-yl; 4H-thiopyran-2- or 3- or 4-yl. Preferred 3-membered and 4-membered ring heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl,

[0059] 2- or 3-oxetanyl, 2- or 3-thietanyl, l,3-dioxetan-2-yl. Further examples of “heterocyclyl” are a partially or fully hydrogenated heterocyclic radical with two heteroatoms from the group N, O and S, such as 1- or 2- or 3- or 4-pyrazolidinyl; 4,5-dihydro-3H-pyrazol- 3- or 4- or 5-yl; 4,5-dihydro-lH-pyrazol-l- or 3- or 4- or 5-yl; 2,3-dihydro-lH-pyrazol-l- or 2- or

[0060] 3- or 4- or 5-yl; 1- or 2- or 3- or 4- imidazolidinyl; 2,3-dihydro-lH-imidazol-l- or 2- or

[0061] 3- or 4-yl; 2,5-Dihydro-lH-imidazol-l- or 2- or 4- or 5-yl; 4,5-Dihydro-lH-imidazol-l- or 2- or 4- or 5-yl; Hexahydropyridazin- 1- or 2- or 3- or 4-yl; 1,2,3,4-Tetrahydropyridazin-l- or

[0062] 2- or 3- or 4- or 5- or 6-yl; 1,2,3,6-tetrahydropyridazin-l- or 2- or 3- or 4- or 5- or

[0063] 6-yl; 1,4,5,6-tetrahydropyridazin-1- or 3- or 4- or 5- or 6-yl; 3,4,5,6-tetrahydropyridazin-3- or 4- or 5-yl; 4,5-dihydropyridazin-3- or 4-yl; 3,4-dihydropyridazin-3- or 4- or 5- or 6-yl; 3,6-dihydropyridazin-3- or 4-yl; 1,6-dihydropyriazin-1- or 3- or 4- or 5- or 6-yl; hexahydropyrimidin-1- or 2- or 3- or 4-yl; 1,4,5,6-tetrahydropyrimidin-1- or 2- or 4- or 5- or 6-yl; 1,2,5,6-Tetrahydropyrimidin-l- or 2- or 4- or 5- or 6-yl; 1,2,3,4-Tetrahydropyrimidin-1- or 2- or 3- or 4- or 5- or 6-yl; 1,6-Dihydropyrimidin-l- or 2- or

[0064] 4- or 5- or 6-yl; 1,2-Dihydropyrimidin-1- or 2- or 4- or 5- or 6-yl; 2,5-Dihydropyrimidin-

[0065] 2- or 4- or 5-yl; 4,5-dihydropyrimidin- 4- or 5- or 6-yl; 1,4-dihydropyrimidin-l- or 2- or

[0066] 4- or 5- or 6-yl; 1- or 2- or 3-piperazinyl; 1,2,3,6-tetrahydropyrazin-l- or 2- or 3- or 5- or 6-yl; 1,2,3,4-tetrahydropyrazin-l- or 2- or 3- or 4- or 5- or 6-yl; 1,2-dihydropyrazin-l- or 2- or 3- or 5- or 6-yl; 1,4-dihydropyrazin-l- or 2- or 3-yl; 2,3-dihydropyrazin-2- or

[0067] 3- or 5- or 6-yl; 2,5-dihydropyrazin-2- or 3-yl; l,3-dioxolan-2- or 4- or 5-yl; l,3-dioxol-2- or 4-yl; l,3-dioxan-2- or 4- or 5-yl; 4H-l,3-dioxin-2- or 4- or 5- or 6-yl; 1,4-dioxan-2- or 3- or 5- or 6-yl; 2,3-dihydro-l,4-dioxin-2- or 3- or 5- or 6-yl; 1,4-dioxin-2- or 3-yl;

[0068] 1,2-Dithiolan-3- or 4-yl; 3H-1,2-Dithiol-3- or 4- or 5-yl; l,3-Dithiolan-2- or 4-yl; 1,3-Dithiol-2- or 4-yl; l,2-Dithian-3- or 4-yl; 3,4-Dihydro-1,2-dithiin-3- or 4- or 5- or 6-yl; 3,6-dihydro

[0069] 1,2-dithiin-3- or 4-yl; l,2-dithiin-3- or 4-yl; l,3-dithian-2- or 4- or 5-yl; 4H-l,3-dithiin-2- or 4- or 5- or 6-yl; isoxazolidin-2- or 3- or 4- or 5-yl; 2,3-dihydroisoxazol-2- or 3- or

[0070] 4- or 5-yl; 2,5-dihydroisoxazol-2- or 3- or 4- or 5-yl; 4,5-dihydroisoxazol-3- or 4- or 5-yl;

[0071] 1,3-oxazolidin-2- or 3- or 4- or 5-yl; 2,3-dihydro-l,3-oxazol-2- or 3- or 4- or 5-yl; 2,5-dihydro-l,3-oxazol-2- or 4- or 5-yl; 4,5-dihydro-l,3-oxazol-2- or 4- or 5-yl; 1,2-oxazinan-2- or 3- or 4- or 5- or 6-yl; 3,4-dihydro-2H-l,2-oxazin-2- or 3- or 4- or 5- or 6-yl; 3,6-dihydro-2H-l,2-oxazin-2- or 3- or 4- or 5- or 6-yl; 5,6-Dihydro-2H-l,2-oxazine-2- or 3- or

[0072] 4- or 5- or 6-yl; 5,6-dihydro-4H-l,2-oxazin-3- or 4- or 5- or 6-yl; 2H-l,2-oxazin-2- or 3- or 4- or 5- or 6-yl; 6H-l,2-oxazin-3- or 4- or 5- or 6-yl; 4H-l,2-oxazin-3- or 4- or 5- or 6-yl; l,3-oxazinan-2- or 3- or 4- or 5- or 6-yl; 3,4-dihydro-2H-l,3-oxazin-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-l,3-oxazin-2- or 3- or 4- or 5- or 6-yl; 5,6-Dihydro-2H-

[0073] 1,3-oxazin-2- or 4- or 5- or 6-yl; 5,6-dihydro-4H-l,3-oxazin-2- or 4- or 5- or 6-yl; 2H-

[0074] 1,3-Oxazin-2- or 4- or 5- or 6-yl; 6H-1,3-Oxazin-2- or 4- or 5- or 6-yl; 4H-1,3-Oxazin-2- or 4- or 5- or 6-yl; Morpholin-2- or 3- or 4-yl; 3,4-Dihydro-2H-1,4-oxazin-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-1,4-oxazin-2- or 3- or 5- or 6-yl; 2H-1,4-oxazin-2- or 3- or 5- or 6-yl; 4H-1,4-oxazin-2- or 3-yl; 1,2-Oxazepan-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,5-Tetrahydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-Tetrahydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5,6,7-Tetrahydro-l,2-oxazepin-3- or 4- or 5- or 6- or 7-yl; 2,3-Dihydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5-Dihydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl;2,7-Dihydro-l,2-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5-Dihydro-l,2-oxazepin-3- or 4- or 5- or 6- or 7-yl; 4,7-Dihydro-l,2-oxazepin-3- or 4- or 5- or 6- or 7-yl; 6,7-Dihydro-l,2-oxazepin-3- or 4- or 5- or 6- or 7-yl; l,2-oxazepin-3- or 4- or 5- or 6- or 7-yl; l,3-Oxazepan-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,5-Tetrahydro-l,3-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-Tetrahydro-l,3-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydro-l,3-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-Tetrahydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 4,5,6,7-Tetrahydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 2,3-Dihydro-l,3-oxazepine-2- or 3- or 4- or 5- or;

[0075] 6- or 7-yl; 2,5-dihydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 2,7-dihydro-l,3-oxazepin- 2- or 4- or 5- or 6- or 7-yl; 4,5-dihydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 4,7-dihydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 6,7-dihydro-l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; l,3-oxazepin-2- or 4- or 5- or 6- or 7-yl; 1,4-Oxazepan-2- or 3- or 5- or 6- or 7-yl; 2,3,4,5-Tetrahydro-l,4-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2, 3,4,7-Tetrahydro-l,4-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-Tetrahydro-l,4-oxazepin-

[0076] 2- or 3- or 5- or 6- or 7-yl; 2,5,6,7-tetrahydro-l,4-oxazepin-2- or 3- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-l,4-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3-dihydro-l,4-oxazepin-2- or 3- or 5- or 6- or 7-yl; 2,5-dihydro-l,4-oxazepin-2- or 3- or 5- or 6- or

[0077] 7-yl; 2,7-dihydro-l,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5-dihydro-l,4-oxazepine-2- or

[0078] 3- or 4- or 5- or 6- or 7-yl; 4,7-dihydro-l,4-oxazepin-2- or 3- or 4- or 5- or 6- or 7-yl; 6,7-dihydro-l,4-oxazepin-2- or 3- or 5- or 6- or 7-yl; 1,4-oxazepin-2- or 3- or 5- or 6- or 7-yl; isothiazolidin-2- or 3- or 4- or 5-yl; 2,3-dihydroisothiazol-2- or 3- or 4- or 5-yl; 2,5-dihydroisothiazol-2- or 3- or 4- or 5-yl; 4,5-dihydroisothiazol-3- or 4- or 5-yl; 1,3-Thiazolidin-2- or 3- or 4- or 5-yl; 2,3-Dihydro-1,3-thiazol-2- or 3- or 4- or 5-yl; 2,5-Dihydro-1,3-thiazol-2- or 4- or 5-yl; 4,5-Dihydro-1,3-thiazol-2- or 4- or 5-yl; 1,3-Thiazinan-2- or 3- or 4- or 5- or 6-yl; 3,4-Dihydro-2H-1,3-thiazin-2- or 3- or 4- or 5- or 6-yl; 3,6-Dihydro-2H-1,3-thiazin-2- or 3- or 4- or 5- or 6-yl; 5,6-Dihydro-2H-l,3-thiazin-2- or 4- or 5- or 6-yl; 5,6-Dihydro-4H-l,3-thiazin-2- or 4- or 5- or 6-yl; 2H-l,3-thiazin-2- or 4- or 5- or 6-yl; 6H-l,3-thiazin-2- or 4- or 5- or 6-yl;4H-l,3-Thiazin-2- or 4- or 5- or 6-yl.;

[0079] Further examples of “heterocyclyl” are a partially or fully hydrogenated heterocyclic radical with 3 heteroatoms from the group N, O and S, such as, for example, 1,4,2-dioxazolidin-2- or 3- or 5-yl; 1,4,2-dioxazol-3- or 5-yl; 1,4,2-dioxazinan-2- or -3- or 5- or 6-yl; 5,6-dihydro-1,4,2-dioxazin-3- or 5- or 6-yl; 1,4,2-dioxazin-3- or 5- or 6-yl; 1,4,2-dioxazepan-2- or 3- or 5- or 6- or 7-yl; 6,7-dihydro-5H-1,4,2-dioxazepin-3- or 5- or 6- or 7-yl; 2,3-Dihydro-7H-l,4,2-dioxazepin-2- or 3- or 5- or 6- or 7-yl; 2,3-Dihydro-5H-l,4,2-dioxazepin-2- or 3- or 5- or 6- or 7-yl; 5H-l,4,2-dioxazepin-3- or 5- or 6- or 7-yl; 7H-l,4,2-dioxazepin-3- or 5- or 6- or 7-yl. Structural examples of optionally further substituted heterocycles are also listed below:

[0080]

[0081] Die oben aufgeführten Heterocyclen sind bevorzugt beispielsweise durch Wasserstoff, Halogen, Alkyl, Haloalkyl, Hydroxy, Alkoxy, Cycloalkoxy, Aryloxy, Alkoxyalkyl, Alkoxyalkoxy, Cycloalkyl, Halocycloalkyl, Aryl, Arylalkyl, Heteroaryl, Heterocyclyl, Alkenyl, Alkylcarbonyl, Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, Alkoxycarbonyl, Hydroxycarbonyl, Cycloalkoxycarbonyl, Cycloalkylalkoxycarbonyl, Alkoxycarbonylalkyl, Arylalkoxycarbonyl, Arylalkoxycarbonylalkyl, Alkinyl, Alkinylalkyl, Alkylalkinyl, Tris-alkylsilylalkinyl, Nitro, Amino, Cyano, Haloalkoxy, Haloalkylthio, Alkylthio, Hydrothio, Hydroxyalkyl, Oxo, Heteroarylalkoxy, Arylalkoxy, Heterocyclylalkoxy, Heterocyclylalkylthio, Heterocyclyloxy, Heterocyclylthio, Heteroaryloxy, Bisalkylamino, Alkylamino, Cycloalkylamino, Hydroxycarbonylalkylamino, Alkoxycarbonylalkylamino, Arylalkoxycarbonylalkylamino, Alkoxycarbonylalkyl(alkyl)amino, Aminocarbonyl, Alkylaminocarbonyl, Bis-alkylaminocarbonyl, Cycloalkylaminocarbonyl,Hydroxycarbonylalkylaminocarbonyl, alkoxycarbonylalkylaminocarbonyl, arylalkoxycarbonylalkylaminocarbonyl substituted.,

[0082] If a basic structure is substituted "by one or more residues" from a list of residues (= group) or a generically defined group of residues, this includes the simultaneous substitution by several identical and / or structurally different residues.

[0083] If it is a partially or fully saturated nitrogen heterocycle, it can be linked to the rest of the molecule via either carbon or nitrogen.

[0084] Possible substituents for a substituted heterocyclic radical are the substituents listed below, as well as oxo and thioxo. The oxo group as a substituent on a ring C atom then means, for example, a carbonyl group in the heterocyclic ring. This preferably also includes lactones and lactams. The oxo group can also occur on the hetero ring atoms, which can exist in different oxidation states, e.g. N and S, and then form, for example, the divalent groups N(O), S(O) (also abbreviated SO) and S(O)z (also abbreviated SO2) in the heterocyclic ring. In the case of -N(O)- and -S(O)- groups, both enantiomers are included.

[0085] According to the invention, the term “heteroaryl” stands for heteroaromatic compounds, ie completely unsaturated aromatic heterocyclic compounds, preferably for 5- to 7-membered rings with 1 to 4, preferably 1 or 2 identical or different heteroatoms, preferably O, S or N. Heteroaryls according to the invention are, for example, IH-pyrrol-1-yl; IH-pyrrol-2-yl; IH-pyrrol-

[0086] 3-yl; furan-2-yl; furan-3-yl; thien-2-yl; Thien-3-yl, IH-imidazol-l-yl; lH-imidazol-2-yl; IH-imidazole

[0087] 4-yl; lH-Imidazol-5-yl; IH-Pyrazol-l-yl; lH-Pyrazol-3-yl; lH-Pyrazol-4-yl; lH-Pyrazol-5-yl, 1H-1,2,3- Triazol-l-yl, lH-l,2,3-Triazol-4-yl, lH-l,2,3-Triazol-5-yl, 2H-l,2,3-Triazol-2-yl, 2H-l,2,3-Triazol-4-yl, lH-l,2,4-Triazol-l-yl, lH-l,2,4-Triazol-3-yl, 4H-l,2,4-Triazol-4-yl, l,2,4-Oxadiazol-3-yl, 1,2,4- Oxadiazol-5-yl, l,3,4-Oxadiazol-2-yl, l,2,3-Oxadiazol-4-yl, l,2,3-Oxadiazol-5-yl, l,2,5-Oxadiazol-3-yl, Azepinyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyrazin-3-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Pyrimidin-5-yl, Pyridazin-3-yl, Pyridazin-4-yl, l,3,5-Triazin-2-yl, l,2,4-Triazin-3-yl, l,2,4-Triazin-5-yl, l,2,4-Triazin-6-yl, l,2,3-Triazin-4-yl, l,2,3-Triazin-5-yl, 1,2,4-, 1,3,2-, 1,3,6- und 1,2,6-Oxazinyl, Isoxazol-3-yl, Isoxazol-4-yl, Isoxazol-5-yl, l,3-Oxazol-2-yl, l,3-Oxazol-4-yl, 1,3- Oxazol-5-yl, Isothiazol-3-yl, Isothiazol-4-yl, Isothiazol-5-yl, l,3-Thiazol-2-yl, l,3-Thiazol-4-yl, 1,3- Thiazol-5-yl, Oxepinyl, Thiepinyl, 1 ,2,4-Triazolonyl und 1 ,2,4-Diazepinyl,2H-l,2,3,4-tetrazol-5-yl, lH-l,2,3,4-tetrazol-5-yl, l,2,3,4-oxatriazol-5-yl, l,2,3,4-thiatriazol-5-yl, l,2,3,5-oxatriazol-4-yl, l,2,3,5-thiatriazol-4-yl. The heteroaryl groups according to the invention can further be substituted with one or more identical or different radicals. If two adjacent carbon atoms are part of another aromatic ring, these are fused heteroaromatic systems, such as benzofused or multiply fused heteroaromatics.

[0088] Bevorzugt sind beispielsweise Chinoline (z. B. Chinolin-2-yl, Chinolin-3-yl, Chinolin-4-yl, Chinolin-5- yl, Chinolin-6-yl, Chinolin-7-yl, Chinolin- 8 -yl); Isochinoline (z. B. Isochinolin- 1-yl, Isochinolin-3-yl, Isochinolin-4-yl, Isochinolin-5-yl, Isochinolin-6-yl, Isochinolin-7-yl, Isochinolin- 8 -yl); Chinoxalin; Chinazolin; Cinnolin; 1,5-Naphthyridin; 1,6-Naphthyridin; 1,7-Naphthyridin; 1,8-Naphthyridin; 2,6- Naphthyridin; 2,7-Naphthyridin; Phthalazin; Pyridopyr azine; Pyridopyrimidine; Pyridopyridazine; Pteridine; Pyrimidopyrimidine.Examples of heteroaryl are also 5- or 6-membered benzo-fused rings from the group IH-indol-l-yl, lH-indol-2-yl, lH-indol-3-yl, lH-indol-4-yl, lH-indol-5-yl, 1H-indol-6-yl, lH-indol-7-yl, l-benzofuran-2-yl, l-benzofuran-3-yl, l-benzofuran-4-yl, l-benzofuran-5-yl, l-benzofuran-6-yl, l-benzothiophen-7-yl, l-benzothiophen-2-yl, l-benzothiophen-3-yl, 1-benzothiophen-4-yl, l-benzothiophen-5-yl, l-benzothiophen-6-yl, l-benzothiophen-7-yl, IH-indazol-.

[0089] 1-yl, lH-Indazol-3-yl, lH-Indazol-4-yl, lH-Indazol-5-yl, lH-Indazol-6-yl, lH-Indazol-7-yl, 2H-Indazol-

[0090] 2-yl, 2H-Indazol-3-yl, 2H-Indazol-4-yl, 2H-Indazol-5-yl, 2H-Indazol-6-yl, 2H-Indazol-7-yl, 2H-Iso- indol-2-yl, 2H-Isoindol-l-yl, 2H-Isoindol-3-yl, 2H-Isoindol-4-yl, 2H-Isoindol-5-yl, 2H-Isoindol-6-yl; 2H-Isoindol-7-yl, IH-Benzimidazol-l-yl, lH-Benzimidazol-2-yl, lH-Benzimidazol-4-yl, 1H-Benz- imidazol-5-yl, lH-Benzimidazol-6-yl, lH-Benzimidazol-7-yl, l,3-Benzoxazol-2-yl, l,3-Benzoxazol-4- yl, l,3-Benzoxazol-5-yl, l,3-Benzoxazol-6-yl, l,3-Benzoxazol-7-yl, l,3-Benzthiazol-2-yl, 1,3-Benz- thiazol-4-yl, l,3-Benzthiazol-5-yl, l,3-Benzthiazol-6-yl, l,3-Benzthiazol-7-yl, l,2-Benzisoxazol-3-yl, l,2-Benzisoxazol-4-yl, l,2-Benzisoxazol-5-yl, l,2-Benzisoxazol-6-yl, l,2-Benzisoxazol-7-yl, 1,2- Benzisothiazol-3-yl, 1 ,2-Benzisothiazol-4-yl, l,2-Benzisothiazol-5-yl, 1 ,2-Benzisothiazol-6-yl, 1,2- Benzisothiazol-7 -yl.

[0091] The term "halogen" means, for example, fluorine, chlorine, bromine, or iodine. When used for a radical, "halogen" means, for example, a fluorine, chlorine, bromine, or iodine atom.

[0092] According to the invention, "alkyl" means a straight-chain or branched, open-chain, saturated hydrocarbon radical, which is optionally mono- or polysubstituted and, in the latter case, is referred to as "substituted alkyl." Preferred substituents are halogen atoms, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino, or nitro groups; particularly preferred are methoxy, methyl, fluoroalkyl, cyano, nitro, fluorine, chlorine, bromine, or iodine. The prefix "bis" also includes the combination of different alkyl radicals, e.g., methyl(ethyl) or ethyl(methyl).

[0093] “Haloalkyl”, “-alkenyl” and “-alkynyl” mean alkyl, alkenyl or alkynyl which are partially or fully substituted by identical or different halogen atoms, e.g. monohaloalkyl

[0094] (= monohaloalkyl) such as. B. CH2CH2C1, CH2CH2Br, CHC1CH3, CH2C1, CH2F; Perhaloalkyl such as E.g. CC1 3> CC1F2, CFC12, CF2CC1F2, CF2CC1FCF3; Polyhaloalkyl such as CH2CHFC1, CF2CC1FH, CF2CBrFH, CH2CF3; The term perhaloalkyl also includes the term perfluoroalkyl.

[0095] “Partially fluorinated alkyl” means a straight-chain or branched, saturated hydrocarbon which is mono- or polysubstituted by fluorine, where the corresponding fluorine atoms can be located as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain, such as CHFCH3, CH2CH2F, CH2CH2CF3, CHF2, CH2F, CHFCF2CF3

[0096] “Partially fluorinated haloalkyl” means a straight-chain or branched, saturated

[0097] A hydrocarbon substituted by various halogen atoms with at least one fluorine atom, where any other halogen atoms present are selected from the group consisting of fluorine, chlorine, bromine, and iodine. The corresponding halogen atoms can be located as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain. Partially fluorinated haloalkyl also includes the complete substitution of the straight-chain or branched chain by halogen with the participation of at least one fluorine atom.

[0098] “Haloalkoxy” is, for example, OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3, and OCH2CH2CI; the same applies to haloalkenyl and other halogen-substituted radicals.

[0099] The term "(C1-C4)-alkyl" used here as an example is a shorthand notation for straight-chain or branched alkyl with one to four carbon atoms, corresponding to the range specified for C atoms, i.e., it includes the radicals methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methylpropyl, or tert-butyl. General alkyl radicals with a larger specified range of C atoms, e.g., "(C1-C6)-alkyl," correspondingly also include straight-chain or branched alkyl radicals with a larger number of C atoms, i.e., according to the example, also the alkyl radicals with 5 and 6 C atoms.

[0100] Unless specifically stated, lower carbon skeletons, e.g., those with 1 to 6 C atoms, or unsaturated groups with 2 to 6 C atoms, are preferred for hydrocarbon radicals such as alkyl, alkenyl, and alkynyl, even in compound radicals. Alkyl radicals, even in compound radicals such as alkoxy, haloalkyl, etc., are, for example, methyl, ethyl, n- or i-propyl, n-, i-, t-, or 2-butyl, pentyls, hexyls, such as n-hexyl, i-hexyl, and 1,3-dimethylbutyl, and heptyls, such as n-heptyl, 1-methylhexyl, and 1,4-dimethylpentyl. Alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals, containing at least one double bond or triple bond, respectively. Preferred are residues with a double bond or triple bond.

[0101] The term “alkenyl” includes in particular straight-chain or branched open-chain hydrocarbon radicals with more than one double bond, such as 1,3-butadienyl and 1,4-pentadienyl, but also allenyl or cumulenyl radicals with one or more cumulated double bonds, such as, for example, allenyl (1,2-propadienyl), 1,2-butadienyl and 1,2,3-pentatrienyl. Alkenyl means, for example, vinyl, which may optionally be substituted by further alkyl radicals, for example (but not limited to) (C2-C8)-alkenyl such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, l-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, l-methyl-2-butenyl, 2-methyl-2-butenyl, 3-Methyl-2-butenyl, l-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, l,l-dimethyl-2-propenyl, 1,2-dimethyl-l-propenyl, 1,2-dimethyl-2-propenyl,1 -Ethyl- 1 -propenyl, l-Ethyl-2-propenyl, 1 -Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5- Hexenyl, 1 -Methyl- 1 -pentenyl, 2-Methyl-l -pentenyl, 3-Methyl-l -pentenyl, 4-Methyl-l -pentenyl, 1- Methyl-2-pentenyl, 2-Methyl-2-pentenyl, 3-Methyl-2-pentenyl, 4-Methyl-2-pentenyl, l-Methyl-3- pentenyl, 2-Methyl-3-pentenyl, 3-Methyl-3-pentenyl, 4-Methyl-3-pentenyl, l-Methyl-4-pentenyl, 2- Methyl-4-pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, l,l-Dimethyl-2-butenyl, 1,1-Dimethyl- 3-butenyl, 1,2-Dimethyl-l -butenyl, 1 ,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, 1, 3 -Dimethyl- 1- butenyl, l,3-Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2-Dimethyl-3-butenyl, 2,3-Dimethyl-l- butenyl, 2,3-Dimethyl-2-butenyl, 2,3-Dimethyl-3-butenyl, 3,3-Dimethyl-l-butenyl, 3,3-Dimethyl-2- butenyl, 1 -Ethyl- 1 -butenyl, l-Ethyl-2-butenyl, l-Ethyl-3-butenyl, 2-Ethyl-l -butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3-butenyl, 1 , 1 ,2-Trimethyl-2-propenyl, 1 -Ethyl- 1 -methyl-2-propenyl,1 -Ethyl-2-methyl- 1 - propenyl und l-Ethyl-2-methyl-2-propenyl.,

[0102] The term "alkynyl 1" includes in particular straight-chain or branched open-chain hydrocarbon radicals with more than one triple bond or with one or more triple bonds and one or more double bonds, such as 1,3-butatrienyl or 3-penten-l-yn-l-yl. (Ci-Gj-alkynyl means, for exampleEthinyl, 1-Propinyl, 2-Propinyl, 1-Butinyl, 2- Butinyl, 3-Butinyl, l-Methyl-2-propinyl, 1-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, l-Methyl-2- butinyl, l-Methyl-3-butinyl, 2-Methyl-3-butinyl, 3-Methyl-l -butinyl, l,l-Dimethyl-2-propinyl, 1-Ethyl- 2-propinyl, 1-Hexinyl, 2-Hexinyl, 3-Hexinyl, 4-Hexinyl, 5-Hexinyl, l-Methyl-2-pentinyl, l-Methyl-3- pentinyl, l-Methyl-4-pentinyl, 2-Methyl-3-pentinyl, 2-Methyl-4-pentinyl, 3-Methyl-l -pentinyl, 3- Methyl-4-pentinyl, 4-Methyl-l -pentinyl, 4-Methyl-2-pentinyl, l,l-Di-methyl-2-butinyl, l,l-Dimethyl-3- butinyl, l,2-Dimethyl-3-butinyl, 2,2-Dimethyl-3-butinyl, 3,3-Dimethyl-l-butinyl, l-Ethyl-2-butinyl, 1- Ethyl-3-butinyl, 2-Ethyl-3-butinyl und 1 -Ethyl- l-methyl-2-propinyl.

[0103] The term "cycloalkyl" means a carbocyclic, saturated ring system with preferably 3-8 ring carbon atoms, e.g., cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl, which is optionally further substituted, preferably by hydrogen, alkyl, alkoxy, oxo, cyano, nitro, alkylthio, haloalkylthio, halogen, alkenyl, alkynyl, haloalkyl, amino, alkylamino, bisalkylamino, alkoxycarbonyl, hydroxycarbonyl, arylalkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, or cycloalkylaminocarbonyl. Optionally substituted cycloalkyl encompasses cyclic systems with substituents, including substituents with a double bond on the cycloalkyl radical, e.g., an alkylidene group such as methylidene. In the case of optionally substituted cycloalkyl, polycyclic aliphatic systems are also included, such as bicyclo[l.1.0]butan-1-yl, bicyclo[l.1.0]butan-2-yl, bicyclo[2.1.0]pentan-1-yl, bicyclo[1.1.1]pentan-1-yl, bicyclo[2.1.O]pentan-2-yl, bicyclo[2.1.0]pentan-5-yl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]hept-2-yl, bicyclo[2.2.2]octan-2-yl, bicyclo[3.2.1]octan-2-yl, bicyclo[3.2.2]nonan-2-yl, adamantan-l-yl, and adamantan-2-yl, but also systems such as l,l'-bi(cyclopropyl)-l-yl, l,l'-bi(cyclopropyl)-2-yl. The term "(Ci-Cvk)Cycloalkyl" is a shorthand for cycloalkyl with three to seven carbon atoms, corresponding to the range of carbon atoms.

[0104] In the case of substituted cycloalkyl, spirocyclic aliphatic systems are also included, such as spiro[2.2]pent-l-yl, spiro[2.3]hex-l-yl, spiro[2.3]hex-4-yl, 3-spiro[2.3]hex-5-yl, spiro[3.3]hept-l-yl, spiro[3.3]hept-2-yl.

[0105] "Cycloalkenyl" means a carbocyclic, non-aromatic, partially unsaturated ring system with preferably 4-8 C atoms, e.g., 1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, or 1-cyclohexenyl, 2-cyclohexenyl, 3-cyclohexenyl, 1,3-cyclohexadienyl, or 1,4-cyclohexadienyl, which also includes substituents with a double bond on the cycloalkenyl radical, e.g., an alkylidene group such as methylidene. In the case of optionally substituted cycloalkenyl, the explanations for substituted cycloalkyl apply accordingly.

[0106] The term "alkylidene," also in the form (Ci-Cio)-alkylidene, means the residue of a straight-chain or branched open-chain hydrocarbon radical bonded by a double bond. Naturally, only positions on the parent structure where two hydrogen atoms can be replaced by a double bond are possible as bonding sites for alkylidene; examples include =CH2, =CH-CH3, =C(CH3)-CH3, =C(CH3)-C2H5, or =C(C2H5)-C2H5. Cycloalkylidene means a carbocyclic radical bonded by a double bond.

[0107] “Cycloalkylalkyloxy” means a cycloalkylalkyl radical bonded via an oxygen atom and “arylalkyloxy” means an arylalkyl radical bonded via an oxygen atom.

[0108] “Alkoxyalkyl” means an alkoxy radical bonded via an alkyl group and “alkoxyalkoxy” means an alkoxyalkyl radical bonded via an oxygen atom, e.g. (but not limited to) methoxymethoxy, methoxyethoxy, ethoxyethoxy, methoxy-n-propyloxy.

[0109] “Alkylthioalkyl” means an alkylthio radical bonded via an alkyl group and “alkylthioalkylthio” means an alkylthioalkyl radical bonded via an oxygen atom.

[0110] “Arylalkoxyalkyl” means an aryloxy radical bonded via an alkyl group and “heteroaryloxyalkyl” means a heteroaryloxy radical bonded via an alkyl group.

[0111] "Haloalkoxyalkyl" means a bound haloalkoxy group, and "haloalkylthioalkyl" means a haloalkylthio group bound via an alkyl group. "Arylalkyl" means an aryl group bound via an alkyl group, "heteroarylalkyl" means a heteroaryl group bound via an alkyl group, and "heterocyclylalkyl" means a heterocyclyl group bound via an alkyl group.

[0112] “Cycloalkylalkyl” means a cycloalkyl radical bonded via an alkyl group, for example (but not limited to) cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, 1-cyclopropyleth-l-yl, 2-cyclopropyleth-l-yl, 1-cyclopropylprop-l-yl, 3-cyclopropylprop-l-yl.

[0113] “Arylalkenyl” means an aryl radical bonded via an alkenyl group, “heteroarylalkenyl” means a heteroaryl radical bonded via an alkenyl group, and “heterocyclylalkenyl” means a heterocyclyl radical bonded via an alkenyl group.

[0114] “Arylalkynyl” means an aryl radical bonded via an alkynyl group, “heteroarylalkynyl” means a heteroaryl radical bonded via an alkynyl group, and “heterocyclylalkynyl” means a heterocyclyl radical bonded via an alkynyl group.

[0115] According to the invention, "haloalkylthio" - alone or as part of a chemical group - stands for straight-chain or branched S-haloalkyl, preferably having 1 to 8, or having 1 to 6 carbon atoms, such as (Ci-Cs)-, (Ci-Ce)- or (Ci-C4)-haloalkylthio, e.g. (but not limited to) trifluoromethylthio, pentafluoroethylthio, difluoromethyl, 2,2-difluoroeth-l-ylthio, 2,2,2-difluoroeth-l-ylthio, 3,3,3-prop-l-ylthio.

[0116] “Halocycloalkyl” and “halocycloalkenyl” mean cycloalkyl or cycloalkenyl partially or fully substituted by identical or different halogen atoms, such as F, CI and Br, or by haloalkyl, such as trifluoromethyl or difluoromethyl, e.g. 1-fluorocycloprop-l-yl, 2-fluorocycloprop-l-yl, 2,2-difluorocycloprop-l-yl, 1-fluorocyclobut-l-yl, 1-trifluoromethylcycloprop-l-yl, 2-trifluoromethylcycloprop-l-yl, 1-chloro-cycloprop-l-yl, 2-chlorocycloprop-l-yl, 2,2-dichlorocycloprop-l-yl, 3,3-difluorocyclobutyl,

[0117] According to the invention, "trialkylsilyl" - alone or as part of a chemical group - stands for straight-chain or branched Si-alkyl, preferably having 1 to 8, or having 1 to 6 carbon atoms, such as tri-[(Ci-Cs)-, (Ci-Ce)- or (Ci-CO-alkyl]silyl, e.g. (but not limited to) trimethylsilyl, triethylsilyl, tri-(n-propyl)silyl, tri-(iso-propyl)silyl, tri-(n-butyl)silyl, tri-(1-methylprop-l-yl)silyl, tri-(2-methylprop-l-yl)silyl, tri(l,l-dimethyleth-l-yl)silyl, tri(2,2-dimethyleth-l-yl)silyl.

[0118] "Trialkylsilylalkynyl" refers to a trialkylsilyl radical bonded via an alkynyl group. If the compounds can form tautomers by hydrogen shift, which structurally would not be formally encompassed by formula (I), these tautomers are nevertheless encompassed by the definition of the compounds of formula (I) according to the invention, unless a specific tautomer is considered. For example, many carbonyl compounds can exist in both the keto and enol forms, with both forms being encompassed by the definition of the compound of formula (I).

[0119] The compounds of general formula (I) can exist as stereoisomers depending on the nature and linkage of the substituents. The possible stereoisomers defined by their specific spatial shape, such as enantiomers, diastereomers, Z- and E-isomers, are all encompassed by formula (I). If, for example, one or more alkenyl groups are present, diastereomers (Z- and E-isomers) can occur. If, for example, one or more asymmetric carbon atoms are present, enantiomers and diastereomers can occur. Stereoisomers can be obtained from the mixtures obtained during production using conventional separation methods. Chromatographic separation can be carried out both on an analytical scale to determine the enantiomeric excess or diastereomeric excess, and on a preparative scale to produce test samples for biological testing.Likewise, stereoisomers can be selectively prepared by employing stereoselective reactions using optically active starting materials and / or auxiliaries. The invention thus also relates to all stereoisomers encompassed by the general formula (I) but not specified with their specific stereoform, as well as mixtures thereof.

[0120] If the compounds are obtained as solids, purification can also be carried out by recrystallization or digestion. If individual compounds (I) are not satisfactorily accessible by the routes described below, they can be prepared by derivatization of other compounds (I).

[0121] Suitable methods for the isolation, purification, and stereoisomer separation of compounds of formula (I) are methods generally known to the person skilled in the art from analogous cases, e.g., by physical methods such as crystallization, chromatography, especially column chromatography and HPLC (high-pressure liquid chromatography), distillation, optionally under reduced pressure, extraction, and other methods. Any remaining mixtures can generally be separated by chromatographic separation, e.g., on chiral solid phases. For preparative quantities or on an industrial scale, methods such as crystallization, e.g., of diastereomeric salts, which can be obtained from the diastereomer mixtures with optically active acids and, if acidic groups are present, with optically active bases, are suitable. Synthesis of substituted N-benzoic acid uracils with 4-difluoroalkyl substitution on the uracil of the general formula (I):

[0122] The substituted N-benzoic acid uracils according to the invention with 4-difluoroalkyl substitution on the uracil of general formula (I) can be prepared using known methods. The synthetic routes used and investigated are based on commercially available or readily prepared synthetic building blocks. The groups W, Q, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R”, R 12 , R 13 , R 14 , R 15 and R 16 of the general formula (I) have the previously defined meanings in the following schemes, unless exemplary but non-limiting definitions are given. The synthesis of the compounds of the general formula Ia, Ib or Ic proceeds as follows, for example, in Scheme

[0123] 1, where R 1here, by way of example but not limitation, is fluorine, R 5 here, by way of example but not limitation, is hydrogen, R 6 by way of example, but not limitation, is methyl, R 7 by way of example, but not limitation, is hydrogen and R 3 and R 4 by way of example, but not limitation, are equal to methyl. Scheme 1

[0124] Starting from 2-halo-4-fluorobenzoic acid, the corresponding nitrated benzoic acid (II) is obtained using nitrating acid (cf. Medicinal Chemistry Letters (2016), 7(12), 1077-1081). Subsequent esterification of the nitrated benzoic acid (II) with a suitable alpha-hydroxycarboxylic acid allyl ester (III), represented here by way of example but not limitation as commercially available allyl 2-hydroxy-2-methylpropanoate, yields the appropriately substituted nitrobenzoic acid ester (IV). The esterification can be carried out, as shown by way of example but not limitation in Scheme 1, via transformation into the acid chloride using thionyl chloride, using a suitable polar aprotic solvent (e.g., dichloromethane (DCM), chloroform, N,N-dimethylacetamide (DMA), or N,N-dimethylformamide (DMF)). Alternatively, the nitrobenzoic acid esters (IV) can be prepared by using suitable coupling reagents (e.g.HOBt = 1-hydroxybenzotriazole, EDC = l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, HATU = O-(7-azabenzotriazol-l-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, T3P = 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide) and suitable bases (e.g., diisopropylethylamine, triethylamine) in a suitable polar aprotic solvent (e.g., dichloromethane, chloroform). Subsequent reduction of the nitro group yields the corresponding 3-aminobenzoic acid ester (V). The reduction is carried out using a suitable reducing agent (e.g., hydrogen, palladium on carbon in a suitable polar protic solvent) or, as exemplified in Scheme 1, using iron powder in acetic acid.

[0125] The synthesis of 2-(dimethylamino)-4-(haloalkyl)-6H-l,3-oxazin-6-ones of type (VII) is carried out in a two-step synthesis sequence (as described in WO2000 / 049002 A1) starting from the corresponding aminoacrylic acid esters, e.g. ethyl (2Z)-3-amino-4,4-difluoropent-2-enoate by reaction with dimethylcarbamoyl chloride in N,N-dimethylformamide (DMF) using a suitable base (e.g. sodium hydride or potassium tert-butoxide) and subsequent cyclization to the oxazin-6-one (VII) using phosphorus pentachloride and phosphorus oxychloride.The synthesis of ethyl (2Z)-3-amino-4,4-difluoropent-2-enoate, presented here as an example but not as a limitation, as starting material, is carried out in a two-step synthesis sequence by converting the commercially available ethyl 2,2-difluoropropionate into the corresponding beta-keto ester by means of Claisen condensation and subsequent conversion into the (2Z)-3-amino-4,4-difluoropent-2-enoate in the presence of ammonium acetate in ethanol.

[0126] The subsequent condensation reaction of the 3-aminobenzoic acid ester (V) with the resulting oxazin-6-one (VII) using acetic acid as the solvent at a suitable temperature yields the uracil (VIII), which can be converted into the N-alkyl-N'-benzoic acid uracil (Ia) by subsequent N-alkylation, represented here by way of example but not limitation as N-methylation. The alkylation is carried out using a suitable base (e.g., sodium hydride, potassium tert-butoxide, or potassium carbonate) in a suitable polar aprotic solvent (e.g., dichloromethane, chloroform, N,N-dimethylacetamide, or N,N-dimethylformamide).

[0127] Selective ester cleavage of the terminal allyl ester group of N-alkyl-N'-benzoic acid uracil (Ia) is achieved using phenylsilane in the presence of a suitable Pd catalyst, e.g., tetrakis(triphenylphosphine)palladium(0) in dichloromethane, yielding the N-alkyl-N'-benzoic acid uracils (Ib) in the form of the carboxylic acid. This can then be converted by esterification with a suitable alcohol R-OH to various ester variants of N-alkyl-N'-benzoic acid uracil (Ic).

[0128] The esterification can be carried out, as shown by way of example but not limitation in Scheme 1, using suitable coupling reagents (e.g. HOBt = 1-hydroxybenzotriazole, EDC = l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, HATU = O-(7-azabenzotriazol-l-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, T3P = 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide) and suitable bases (e.g. diisopropylethylamine, triethylamine) in a suitable polar aprotic solvent (e.g. dichloromethane, chloroform). Alternatively, the esterification can be carried out via transformation into the acid chloride using thionyl chloride and subsequent reaction with the alcohol R-OH, using a suitable polar aprotic solvent (e.g. dichloromethane (DCM), chloroform, N,N-dimethylacetamide (DMA) or N,N-dimethylformamide (DMF)).

[0129] The synthesis of N-amino-bT-benzoic acid uracil (Id) is carried out starting from the previously described uracil (VIII) by N-amination, as shown below in Scheme 2. The N-amination is carried out with the aid of a suitable amination reagent (e.g. O-(mesitylsulfonyl)hydroxylamine, O-(tolylsulfonyl)hydroxylamine, O-(diphenylphosphoryl)hydroxylamine) using a suitable base (e.g. sodium hydride, potassium tert-butoxide or potassium carbonate) in a suitable polar aprotic solvent (e.g. dichloromethane, chloroform, N,N-dimethylacetamide or N,N-dimethylformamide). Scheme 2

[0130] Selective ester cleavage of the terminal allyl ester group of N-amino-N'-benzoic acid uracil (Id) is achieved using phenylsilane in the presence of a suitable Pd catalyst, e.g., tetrakis(triphenylphosphine)palladium(0) in dichloromethane, yielding the N-amino-N'-benzoic acid uracils (Ie) in the form of the carboxylic acid. These can then be converted by esterification with a suitable alcohol R-OH to various ester variants of N-amino-N'-benzoic acid uracil (If).

[0131] The esterification can be carried out, as shown by way of example but not limitation in Scheme 2, using suitable coupling reagents (e.g. HOBt = 1-hydroxybenzotriazole, EDC = l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, HATU = O-(7-azabenzotriazol-l-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, T3P = 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide) and suitable bases (e.g. diisopropylethylamine, triethylamine) in a suitable polar aprotic solvent (e.g. dichloromethane, chloroform). Alternatively, the esterification can be carried out via transformation into the acid chloride using thionyl chloride and subsequent reaction with the alcohol R-OH, using a suitable polar aprotic solvent (e.g. dichloromethane (DCM), chloroform, N,N-dimethylacetamide (DMA) or N,N-dimethylformamide (DMF)).

[0132] Selected detailed synthesis examples for the compounds of general formula (I) according to the invention are listed below. The example numbers given correspond to the numberings given in Tables 1.1 to 1.14 below. The 'H-NMR, 13 C-NMR and 19 F-NMR spectroscopic data given for the chemical examples described in the following sections (400 MHz for 'H-NMR and 150 MHz for 13 C-NMR and 375 MHz at 19F-NMR, solvent CDCF, CD3OD or de-DMSO, internal standard: tetramethylsilane 5 = 0.00 ppm), were obtained using a Broker instrument. The designated signals have the following meanings: br = broad; s = singlet, d = doublet, t = triplet, dd = double doublet, ddd = doublet of a double doublet, m = multiplet, q = quartet, quint = quintet, sext = sextet, sept = septet, dq = double quartet, dt = double triplet. For mixtures of diastereomers, either the significant signals of both diastereomers or the characteristic signal of the major diastereomer are given. The abbreviations used for chemical groups have, for example, the following meanings: Me = CH3, Et = CH2CH3, t-Hex = C(CH3)2CH(CH3)2, t-Bu = C(CH3)3, n-Bu = unbranched butyl, n-Pr = unbranched propyl, i-Pr = branched propyl, c-Pr = cyclopropyl, c-Hex = cyclohexyl.

[0133] Synthesis Examples: No. 1.1-176: 1-(cyanomethoxy)-2-methyl-1-oxopropan-2-yl-2-chloro-5-[4-(1,1-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate

[0134] 2-Chloro-4-fluoro-5-nitrobenzoic acid (5000 mg, 22.7 mmol; for synthesis, see e.g., CN106905161, W02006090210) was initially dissolved in 50 mL of dichloromethane, and oxalyl chloride (5781 mg, 45.5 mmol) and a catalytic amount of N,N-dimethylformamide (0.3 mL) were added. After stirring at room temperature for 3 hours, a clear reaction solution was obtained, which was subsequently concentrated under reduced pressure.

[0135] The resulting acid chloride was dissolved in 8 mL of dichloromethane and added dropwise to a solution of allyl 2-hydroxy-2-methylpropanoate (3665 mg, 25.42 mmol), triethylamine (3344 mg, 33.05 mmol), and 4-dimethylaminopyridine (310.6 mg, 2.54 mmol) in 50 mL of dichloromethane. The reaction mixture was stirred for 4 hours and then stood overnight. Further amounts of allyl 2-hydroxy-2-methylpropanoate (approx. 1000 mg) were added, and then stirred for a further 2 hours at room temperature. Subsequently, a mixture of water and 100 mL of 2N hydrochloric acid was added to the reaction mixture. After separation of the phases, the organic phase was washed with sodium bicarbonate solution, and after further phase separation, the organic phase was dried and concentrated under reduced pressure.By column chromatographic purification of the crude product obtained, l-(allyloxy)-2-methyl-l-oxopropan-2-yl 2-chloro-4-fluoro-5-nitrobenzoate (5585 mg, purity: 95%, 60% of theory) was obtained and reacted in the next step.

[0136] The thus-obtained l-(allyloxy)-2-methyl-l-oxopropan-2-yl 2-chloro-4-fluoro-5-nitrobenzoate (5585 mg, 16.16 mmol) was initially dissolved in 140 mL of glacial acetic acid, and iron powder (8641 mg, 161.6 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. Subsequently, a mixture of water and dichloromethane was added to the reaction mixture, and excess iron was removed using a magnet. After phase separation, the organic phase was washed with sodium bicarbonate solution. After further phase separation, the organic phase was dried by filtration through a separator cartridge and concentrated under reduced pressure. By column chromatographic purification of the crude product obtained, l-(allyloxy)-2-methyl-l-oxopropan-2-yl-5-amino-2-chloro-4-fluorobenzoate (5540 mg, purity: 90%, 98% of theory) was obtained and reacted in the next step.

[0137] The resulting l-(allyloxy)-2-methyl-l-oxopropan-2-yl-5-amino-2-chloro-4-fluorobenzoate (3400 mg, 10.77 mmol) was dissolved in 68 mL of acetic acid together with 4-(l,l-difluoroethyl)-2-(dimethylamino)-6H-l,3-oxazin-6-one (3168 mg, 14.43 mmol; prepared analogously to WO2000 / 049002) and stirred for 8 h at 110 °C. After complete conversion, the reaction mixture was treated with water and then thoroughly extracted with dichloromethane. The combined organic phases were washed with sodium bicarbonate solution and subsequently dried over sodium sulfate, filtered, and concentrated under reduced pressure. By column chromatographic purification of the obtained crude product, l-(allyloxy)-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(l,l-difluoroethyl)-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate (5140 mg, purity: 95%, 95% of theory) was obtained in the form of a colorless solid.

[0138] The resulting l-(allyloxy)-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(l,l-difluoroethyl)-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate (5000 mg, 10.53 mmol) was dissolved in absolute N,N-dimethylformamide (100 mL) and treated with potassium carbonate (7277 mg, 52.7 mol). A solution of methyl iodide (7474 mg, 52.7 mol) in absolute N,N-dimethylformamide (approx. 20 mE) was then added, and the resulting reaction mixture was stirred at room temperature for 2 h. After complete conversion, the reaction mixture was diluted with ethyl acetate, followed by water and saturated sodium chloride solution, and then thoroughly extracted with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated under reduced pressure.By column chromatographic purification of the crude product obtained, l-(allyloxy)-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate (4270 mg, purity: 95%, 79% of theory) was obtained in the form of a colorless oil, which crystallized after prolonged standing.

[0139] The resulting l-(allyloxy)-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate (8930 mg, 18.27 mmol) was dissolved in 50 mL of dichloromethane under an argon atmosphere. At room temperature, phenylsilane (3954 mg, 36.54 mmol) and subsequently tetrakis(triphenylphosphine)palladium(0) (1055 mg, 0.91 mmol) were added. The reaction mixture was stirred at room temperature for approximately 1 h. Complete conversion was detected by thin-layer chromatography, so the reaction was subsequently quenched by adding 5 mL of water and basified by adding sodium bicarbonate solution. After phase separation, the aqueous phase was acidified by adding 2N hydrochloric acid and subsequently extracted several times with dichloromethane. The organic phase was dried using a separator cartridge, and after collecting the organic phase, the solvent was removed under vacuum.The thus obtained 2-({2-chloro-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoyl}oxy)-2-methylpropanoic acid (970 mg, purity: 97%, 89% of theory) was used in the next step without further purification.

[0140] 2-({2-chloro-5-[4-(1,1-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl]-4-fluorobenzoyl}oxy)-2-methylpropanoic acid (200 mg, 0.45 mmol) was added to a solution of bromoacetonitrile (80.8 mg, 0.67 mmol) in 5 mL of acetone, followed by triethylamine (68 mg, 0.67 mmol). The mixture was stirred at RT for 3 h and left to stand overnight. Subsequently, 5 mL of dichloromethane and 5 mL of water were added. The reaction mixture was separated from the aqueous phase using a separator cartridge, and after collecting the organic phase, the solvent was removed under reduced pressure. By column chromatographic purification of the crude product obtained, l-(cyanomethoxy)-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(1,1-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl]-4-fluorobenzoate (177 mg, purity: 95%, 78% of theory) was obtained.

[0141] 'H NMR (CDCh, ppm): 7.87 (d, 1H), 7.39 (d, 1H), 6.17 (s, 1H), 4.79 (s, 2H), 3.60 (s, 3H), 2.06 (t, 3H), 1.72 (s, 6H).

[0142] Nr. 1.1 -491 : 1 - [(Isopropylidenamino)oxy] -2-methyl- 1 -oxopropan-2-yl-2-chlor-5- [4-( 1 , 1 -difluorethyl)- 3-methyl-2,6-dioxo-3,6-dihydropyrimidin- 1 (2H)-yl] -4-fluorbenzoat

[0143] To a solution of acetone oxime (43 mg, 0.58 mmol) in 5 mL of dichloromethane was added 2-({2-chloro-5-[4-(1,1-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl]-4-fluorobenzoyl}oxy)-2-methylpropanoic acid (200 mg, 0.45 mmol), followed by 1-hydroxy-1H-benzotriazole hydrate (89 mg, 0.58 mmol), l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (111 mg, 0.58 mmol), and 4-dimethylaminopyridine (10 mol%). The reaction mixture was stirred at RT for 3 h and left to stand overnight. The reaction mixture was then quenched by adding 1 mL of water, and stirred. After phase separation, the organic phase was dried and the solvent was subsequently removed in vacuo.The residue was purified by column chromatography (gradient ethyl acetate / n-heptane) and 1-[(isopropylideneamino)oxy]-2-methyl-l-oxopropan-2-yl-2-chloro-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate was obtained as a colorless oil (238 mg, purity: 97%, yield 92%).

[0144] 'H NMR (CDCh, ppm): 7.90 (d, 1H), 7.37 (d, 1H), 6.16 (s, 1H), 3.59 (s, 3H), 2.06 (t, 3H), 2.05 (s, 6H), 1.76 (s, 6H).

[0145] No. 1.4-457: l-(Benzyloxy)-2-methyl-1-oxopropan-2-yl-2-bromo-5-[4-(1,1-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl]-4-fluorobenzoate

[0146] To a solution of 2-({2-bromo-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoyl}oxy)-2-methylpropanoic acid (200 mg, 0.41 mmol) in absolute dichloromethane (5 mL) were added l-ethyl-3-(3-dimethylaminopropyl)carbodiimide (101 mg, 0.53 mmol), 1-hydroxybenzotriazole (80.7 mg, 0.53 mmol), and 4-dimethylaminopyridine (5 mg), and the mixture was stirred at room temperature for 30 min. Benzyl alcohol (57 mg, 0.53 mmol) was then added, and the resulting reaction mixture was stirred at room temperature for 5 h. After standing overnight, 5 mL of dichloromethane and 5 mL of water were added. The reaction mixture was separated from the aqueous phase using a separator cartridge and after collecting the organic phase, the solvent was removed in vacuo.By column chromatographic purification of the crude product obtained, l-(benzyloxy)-2-methyl-l-oxopropan-2-yl-2-bromo-5-[4-(l,l-difluoroethyl)-3-methyl-2,6-dioxo-3,6-dihydropyrimidin-l(2H)-yl]-4-fluorobenzoate (47 mg, purity 92%, 18% of theory) was obtained in the form of a colorless solid.

[0147] >H NMR (CDCh, ppm): 7.73 (d, 1H), 7.56 (d, 1H), 7.28 - 7.37 (broad m, 5H), 6.26 (s, 1H), 5.19 (s, 2H), 3.59 (s, 3H), 2.06 (t, 3H), 1.70 (s, 6H).

[0148] In analogy to the preparation examples given above and recited where appropriate, and taking into account the general information for the preparation of substituted N-benzoic acid uracils with 4-difluoroalkyl substitution on the uracil, the following compounds are obtained. If a structural element in Table 1 is defined by a structural formula containing a dashed line, this dashed line means that the group in question is bonded to the rest of the molecule at this position. If a structural element in Table 1 is defined by a structural formula containing an arrow, the arrow represents a bond between the respective group Q and the carbonyl group I in the general formula (I).

[0149] Table 1.1: Preferred compounds of formula (1.1) are the compounds 1.1-1 to 1.1-500, where Q has the meanings given in the respective row of Table 1. The compounds 1.1-1 to 1.1-500 of Table LI are thus defined by the meaning of the respective entries No. 1 to 500 for Q of the

[0150] Table 1 defined.

[0151] Table 1: Table 1.2: Preferred compounds of formula (1.2) are compounds 1.2-1 to 1.2-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.2-1 to 1.2-500 of Table 1.2 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0152] Table 1.3: Preferred compounds of formula (1.3) are compounds 1.3-1 to 1.3-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.3-1 to 1.3-500 of Table 1.3 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0153] Table 1.4: Preferred compounds of formula (1.4) are compounds 1.4-1 to 1.4-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.4-1 to 1.4-500 of Table 1.4 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1. Table 1.5: Preferred compounds of formula (1.5) are compounds 1.5-1 to 1.5-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.5-1 to 1.5-500 of Table 1.5 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0154] Table 1.6: Preferred compounds of formula (1.6) are compounds 1.6-1 to 1.6-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.6-1 to 1.6-500 of Table 1.6 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0155] Table 1.7: Preferred compounds of formula (1.7) are compounds 1.7-1 to 1.7-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.7-1 to 1.7-500 of Table 1.7 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0156] Table 1.8: Preferred compounds of formula (1.8) are compounds 1.8-1 to 1.8-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.8-1 to 1.8-500 of Table 1.8 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0157] Table 1.9: Preferred compounds of formula (1.9) are the compounds 1.9-1 to 1.9-500, wherein Q has the meanings given in the respective row of Table 1. The compounds 1.9-1 to

[0158] 1.9-500 of Table 1.9 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0159] Table 1.10: Preferred compounds of formula (1.10) are the compounds 1.10-1 to 1.10-500, where Q has the meanings given in the respective row of Table 1. The compounds

[0160] 1.10-1 to 1.19-500 of Table 1.10 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0161] Table 1.11: Preferred compounds of formula (1.11) are the compounds 1.11-1 to 1.11-500, where Q has the meanings given in the respective row of Table 1. The compounds

[0162] 1.11-1 to 1.11-500 of Table 1.11 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0163] Table 1.12: Preferred compounds of formula (1.12) are the compounds 1.12-1 to 1.12-500, where Q has the meanings given in the respective row of Table 1. The compounds

[0164] 1.12-1 to 1.12-500 of Table 1.12 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0165] Table 1.13: Preferred compounds of formula (1.13) are the compounds 1.13-1 to 1.13-500, where Q has the meanings given in the respective row of Table 1. The compounds

[0166] 1.13-1 to 1.13-500 of Table 1.13 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0167] Table 1.14: Preferred compounds of formula (1.14) are the compounds 1.14-1 to 1.14-500, where Q has the meanings given in the respective row of Table 1. The compounds

[0168] 1.14-1 to 1.14-500 of Table 1.14 are thus defined by the meaning of the respective entries No. 1 to 500 for Q of Table 1.

[0169] NMR data of selected examples: The 'H-NMR data of selected examples of compounds of general formula (I) are presented in two different ways: (a) classical NMR evaluation and interpretation or (b) in the form of 'H-NMR peak lists according to the method described below. a) classical NMR interpretation b) NMR peak list method

[0170] The 'H NMR data of selected examples are recorded in the form of 'H NMR peak lists. For each signal peak, the β value in ppm is listed first, followed by the signal intensity in parentheses. The β value - signal intensity number pairs of different signal peaks are listed separated by semicolons.

[0171] The peak list of an example therefore has the form:

[0172] 81 (Intensity p; 82 (Intensity2); ; 8i (Intensity?; ; 8 n (Intensity n )

[0173] The intensity of sharp signals correlates with the height of the signals in a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. For broad signals, multiple peaks or the center of the signal and their relative intensity compared to the most intense signal in the spectrum can be shown.

[0174] To calibrate the chemical shift of 'H NMR spectra, we use tetramethylsilane and / or the chemical shift of the solvent, especially in the case of spectra measured in DMSO. Therefore, the tetramethylsilane peak may or may not appear in NMR peak lists.

[0175] The lists of 'H-NMR peaks are similar to the classical 'H-NMR printouts and thus usually contain all peaks that are listed in a classical NMR interpretation.

[0176] In addition, like classical 'H-NMR printouts, they can show solvent signals, signals of stereoisomers of the target compounds, which are also the subject of the invention, and / or peaks of impurities.

[0177] When reporting compound signals in the delta range of solvents and / or water, our lists of 'H NMR peaks show the common solvent peaks, for example, peaks of DMSO in DMSO-De and the peak of water, which usually have a high average intensity. Peaks of stereoisomers of the target compounds and / or impurity peaks usually have a lower average intensity than the peaks of the target compounds (e.g., with a purity of >90%). Such stereoisomers and / or impurities may be typical for the respective manufacturing process. Their peaks can thus help identify the reproduction of our manufacturing process based on "byproduct fingerprints."An expert who calculates the peaks of the target compounds using known methods (MestreC, ACD simulation, but also empirically evaluated expected values) can isolate the peaks of the target compounds as needed, applying additional intensity filters if necessary. This isolation would be similar to the peak picking involved in classical methods. 1 H-NMR interpretation. Further details on 1 H-NMR peak lists can be found in the Research Disclosure Database Number 564025. The present invention furthermore relates to the use of one or more compounds of the formula (I) according to the invention and / or salts thereof, as defined above, preferably in one of the embodiments identified as preferred or particularly preferred, in particular one or more compounds of the formulas (I.1-1) to (I.14-500) and / or salts thereof, each as defined above, as a herbicide and / or plant growth regulator, preferably in crops of useful and / or ornamental plants. The present invention furthermore relates to a method for controlling harmful plants and / or for regulating the growth of plants, characterized in that an effective amount of one or more compounds of the formula (I) according to the invention and / or salts thereof, as defined above, preferably in one of the embodiments identified as preferred or particularly preferred, in particular one or more compounds of the formulas (I.1-1) to (I.14-500) and / or salts thereof, in each case as defined above, or - of an agent according to the invention, as defined below, is applied to the (pest) plants, (pest) plant seeds, the soil in or on which the (pest) plants grow, or the cultivated area. The present invention also provides a method for controlling undesirable plants, preferably in crops of useful plants, characterized in that an effective amount of one or more compounds of the formula (I) and / or salts thereof, as defined above, preferably in one of the embodiments identified as preferred or particularly preferred, in particular one or more compounds of the formulas (I.1-1) to (I.14-500) and / or salts thereof, in each case as defined above, or of an agent according to the invention, as defined below, is applied to undesirable plants (e.g. weeds such as mono- or dicotyledonous weeds or undesirable crop plants), the seeds of the undesirable plants (i.e.plant seeds, e.g. grains, seeds or vegetative propagating organs such as tubers or shoots with buds), the soil in or on which the unwanted plants are growing (e.g. the soil of cultivated or non-cultivated land) or the area under cultivation (i.e. the area on which the unwanted plants will grow).

[0178] The present invention furthermore also relates to methods for controlling the growth of plants, preferably of useful plants, characterized in that an effective amount of one or more compounds of the formula (I) and / or salts thereof, as defined above, preferably in one of the embodiments identified as preferred or particularly preferred, in particular one or more compounds of the formulae (I.1-1) to (I.14-500) and / or salts thereof, in each case as defined above, or of an agent according to the invention, as defined below, is applied to the plant, the seed of the plant (ie plant seeds, e.g. grains, seeds or vegetative propagation organs such as tubers or shoot parts with buds), the soil in or on which the plants grow (e.g. the soil of cultivated land or non-cultivated land) or the area under cultivation (ie area on which the plants will grow).

[0179] The compounds according to the invention or the compositions according to the invention can be applied, for example, by pre-sowing (optionally also by incorporation into the soil), pre-emergence and / or post-emergence methods. Some examples of representatives of the mono- and dicotyledonous weed flora which can be controlled by the compounds according to the invention are given, without implying any restriction to specific species. Preferably, in a method according to the invention for controlling weeds or for regulating the growth of plants, one or more compounds of the formula (I) and / or salts thereof are used for controlling weeds or for regulating the growth of crops or ornamental plants, wherein the crops or ornamental plants in a preferred embodiment are transgenic plants.

[0180] The compounds of formula (I) according to the invention and / or their salts are suitable for controlling the following genera of monocotyledonous and dicotyledonous weeds:

[0181] Monocotyledonous harmful plants of the genera: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.

[0182] Dicotyledonous harmful plants of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.

[0183] If the compounds according to the invention are applied to the soil surface before the germination of the harmful plants (grass and / or weeds) (pre-emergence method), the emergence of the weed or grass seedlings is either completely prevented or they grow to the cotyledon stage, but then stop growing and finally die completely after three to four weeks.

[0184] When the active ingredients are applied to the green parts of the plant using the post-emergence method, growth stops after treatment and the weeds remain in the growth stage present at the time of application or die completely after a certain time, so that in this way weed competition that is harmful to the crops is eliminated very early and sustainably.

[0185] Although the compounds according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, economically important crops, e.g., 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 genera Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea, are only slightly damaged or not damaged at all, depending on the structure of the respective compound according to the invention and the application rate. For these reasons, the present compounds are very suitable for the selective control of unwanted plant growth in crops such as agricultural crops or ornamental plants.

[0186] Furthermore, the compounds according to the invention (depending on their respective structure and the applied rate) exhibit outstanding growth-regulating properties in crop plants. They regulate the plant's own metabolism and can thus be used to specifically influence plant constituents and facilitate harvesting, for example, by inducing desiccation and stunting. Furthermore, they are also suitable for the general control and inhibition of undesirable vegetative growth without killing the plants. Inhibition of vegetative growth plays a major role in many monocotyledonous and dicotyledonous crops, as it can reduce or completely prevent lodging, for example.

[0187] Due to their herbicidal and plant growth-regulating properties, the active ingredients can also be used to control weeds in crops of plants modified genetically or through conventional mutagenesis. Transgenic plants are generally characterized by particularly advantageous properties, for example, resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria, or viruses. Other special properties affect, for example, the harvested crop in terms of quantity, quality, storability, composition, and specific constituents. For example, transgenic plants with increased starch content or altered starch quality, or those with a different fatty acid composition of the harvested crop, are known.

[0188] With regard to transgenic crops, preference is given to using the compounds according to the invention and / or their salts in economically important transgenic crops of crops and ornamental plants, e.g., cereals such as wheat, barley, rye, oats, millet, rice, and maize, or crops of sugar beet, cotton, soybeans, rapeseed, potatoes, tomatoes, peas, and other vegetables. The compounds according to the invention can preferably also be used as herbicides in crops that are resistant to the phytotoxic effects of the herbicides or have been genetically engineered to be resistant. Due to their herbicidal and plant growth-regulating properties, the active ingredients can also be used to control weeds in crops of known or yet-to-be-developed genetically modified plants.Transgenic plants are generally characterized by particularly advantageous traits, such as resistance to certain pesticides, especially certain herbicides; resistance to plant diseases or pathogens such as certain insects or microorganisms such as fungi, bacteria, or viruses. Other special traits affect the harvested crop in terms of quantity, quality, storability, composition, and specific ingredients. Transgenic plants with increased starch content or altered starch quality, or those with a different fatty acid composition of the harvested crop, are known. Other special traits may include tolerance or resistance to abiotic stressors such as heat, cold, drought, salt, and ultraviolet radiation.

[0189] Preference is given to using the compounds of formula (I) according to the invention or their salts in economically important transgenic crops of useful and ornamental plants, e.g. cereals such as wheat, barley, rye, oats, triticale, millet, rice, cassava and maize or also crops of sugar beet, cotton, soybeans, rapeseed, potatoes, tomatoes, peas and other vegetables.

[0190] Preferably, the compounds of formula (I) can be used as herbicides in crops which are resistant to the phytotoxic effects of the herbicides or have been made resistant by genetic engineering.

[0191] Conventional methods for producing new plants with modified traits compared to existing plants include classical breeding methods and the creation of mutants. Alternatively, new plants with modified traits can be created using genetic engineering techniques.

[0192] Numerous molecular biological techniques for producing new transgenic plants with modified traits are known to those skilled in the art. For such genetic manipulations, nucleic acid molecules can be introduced into plasmids, allowing mutagenesis or sequence modification through recombination of DNA sequences. Using standard methods, base substitutions can be performed, partial sequences can be removed, or natural or synthetic sequences can be added. Adapters or linkers can be attached to the DNA fragments to connect them to one another.

[0193] The production of plant cells with a reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, a sense RNA to achieve a cosuppression effect or the expression of at least one appropriately constructed ribozyme that specifically cleaves transcripts of the above-mentioned gene product.

[0194] For this purpose, DNA molecules can be used that contain the entire coding sequence of a gene product, including any flanking sequences present, or DNA molecules that contain only parts of the coding sequence. These parts must be long enough to produce an antisense effect in the cells. It is also possible to use DNA sequences that exhibit a high degree of homology to the coding sequences of a gene product, but are not completely identical.

[0195] When nucleic acid molecules are expressed in plants, the synthesized protein can be localized in any compartment of the plant cell. However, to achieve localization in a specific compartment, the coding region can be linked to DNA sequences that ensure localization in a specific compartment. Such sequences are known to the person skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227). Expression of nucleic acid molecules can also occur in the organelles of plant cells.

[0196] The transgenic plant cells can be regenerated into whole plants using known techniques. The transgenic plants can, in principle, be plants of any plant species, i.e., both monocotyledonous and dicotyledonous plants.

[0197] Transgenic plants are available that exhibit altered properties through overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.

[0198] Preferably, the compounds (I) according to the invention can be used in transgenic crops which are resistant to growth promoters, such as dicamba, or to herbicides which inhibit essential plant enzymes, e.g. acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), or to herbicides from the group of sulfonylureas, glyphosates, glufosinates or benzoyl isoxazoles and analogous active substances.

[0199] When the active compounds according to the invention are used in transgenic crops, in addition to the effects on weeds observed in other crops, effects often occur which are specific to the application in the respective transgenic crop, for example a modified or specifically expanded weed spectrum which can be controlled, modified application rates which can be used for the application, preferably good combinability with the herbicides to which the transgenic crop is resistant, and influence on the growth and yield of the transgenic crops.

[0200] The invention therefore also relates to the use of the compounds of the formula (I) according to the invention and / or salts thereof as herbicides for controlling harmful plants in crops of useful or ornamental plants, optionally in transgenic crops.

[0201] The preferred use is in cereals, preferably maize, wheat, barley, rye, oats, millet or rice, in pre- or post-emergence.

[0202] It is also preferred for use in soybeans in pre- or post-emergence.

[0203] The use according to the invention for controlling harmful plants or for regulating the growth of plants also includes the case in which the active ingredient of formula (I) or its salt is formed from a precursor substance ("prodrug") only after application to the plant, in the plant or in the soil.

[0204] The invention also relates to the use of one or more compounds of the formula (I) or salts thereof or of an agent according to the invention (as defined below) (in a method) for controlling harmful plants or for regulating the growth of plants, characterized in that an effective amount of one or more compounds of the formula (I) or salts thereof is applied to the plants (harmful plants, optionally together with the useful plants), plant seeds, the soil in or on which the plants grow, or the area under cultivation.

[0205] The invention also relates to a herbicidal and / or plant growth regulating agent, characterized in that the agent

[0206] (a) contains one or more compounds of formula (I) and / or salts thereof as defined above, preferably in one of the embodiments identified as preferred or particularly preferred, in particular one or more compounds of formulas (1.1-1) to (1.14-500) and / or salts thereof, each as defined above, and

[0207] (b) one or more further substances selected from groups (i) and / or (ii): (i) one or more further agrochemically active substances, preferably selected from the group consisting of insecticides, acaricides, nematicides, other herbicides (ie those which do not correspond to formula (I) defined above), fungicides, safeners, fertilizers and / or other growth regulators,

[0208] (ii) one or more formulation aids commonly used in crop protection.

[0209] The further agrochemically active substances of component (i) of a composition according to the invention are preferably selected from the group of substances listed in "The Pesticide Manual", 19 th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2021.

[0210] A herbicidal or plant growth regulating agent according to the invention preferably comprises one, two, three or more formulation auxiliaries (ii) customary in plant protection selected from the group consisting of surfactants, emulsifiers, dispersants, film formers, thickeners, inorganic salts, dusting agents, carriers which are solid at 25 °C and 1013 mbar, preferably adsorptive, granulated inert materials, wetting agents, antioxidants, stabilizers, buffer substances, antifoams, water, organic solvents, preferably organic solvents which are miscible with water in any ratio at 25 °C and 1013 mbar.

[0211] The compounds (I) according to the invention can be used in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusts, or granules in the usual preparations. The invention therefore also relates to herbicidal and plant growth-regulating compositions containing compounds of formula (I) and / or salts thereof.

[0212] The compounds of formula (I) and / or their salts can be formulated in various ways, depending on the biological and / or chemical-physical parameters specified. Possible formulation options include, for example, wettable powders (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions, suspension concentrates (SC), oil- or water-based dispersions, oil-miscible solutions, capsule suspensions (CS), dusts (DP), seed dressings, granules for broadcast and soil application, granules (GR) in the form of microgranules, spray granules, emulsifiable granules, and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules, and waxes.

[0213] These individual formulation types and the formulation aids such as inert materials, surfactants, solvents and other additives are known to the person skilled in the art 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, NY; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, NY 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., NY 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte", Wiss. Verlagsgesellschaft, Stuttgart 1976; Winnacker-Küchler, "Chemical Technology", Volume 7, C. Hanser Verlag Munich, 4th edition 1986.

[0214] Wettable powders are preparations that are evenly dispersible in water. In addition to the active ingredient, they contain a diluent or inert substance as well as ionic and / or non-ionic surfactants (wetting agents, dispersants), e.g., polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium ligninsulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalenesulfonate, or sodium oleoylmethyltaurine. To produce the wettable powders, the herbicidal active ingredients are finely ground in conventional equipment such as hammer mills, fan mills, and air jet mills and mixed simultaneously or subsequently with the formulation auxiliaries.

[0215] Emulsifiable concentrates are produced by dissolving the active ingredient in an organic solvent, e.g., butanol, cyclohexanone, dimethylformamide, xylene, or higher-boiling aromatics or hydrocarbons, or mixtures of organic solvents, with the addition of one or more ionic and / or non-ionic surfactants (emulsifiers). Examples of emulsifiers that can be used are: calcium salts of alkylarylsulfonic acid, such as calcium dodecylbenzenesulfonate, or non-ionic emulsifiers, such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters, such as sorbitan fatty acid esters, or polyoxyethylene sorbitan esters, such as polyoxyethylene sorbitan fatty acid esters.

[0216] Dusts are obtained by grinding the active ingredient with finely divided solid substances, e.g. talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

[0217] Suspension concentrates can be water- or oil-based. They can be produced, for example, by wet grinding using commercially available bead mills and, if necessary, with the addition of surfactants, such as those listed above for the other formulation types.

[0218] Emulsions, e.g. oil-in-water emulsions (EW), can be prepared, for example, by means of stirrers, colloid mills and / or static mixers using aqueous organic solvents and, if appropriate, surfactants, such as those already listed above for the other formulation types.

[0219] Granules can be produced either by spraying the active ingredient onto adsorbent, granulated inert material or by applying active ingredient concentrates to the surface of carrier materials such as sand, kaolinite, or granulated inert material using adhesives such as polyvinyl alcohol, sodium polyacrylate, or mineral oils. Suitable active ingredients can also be granulated in the usual way for the production of fertilizer granules—if desired, mixed with fertilizers.

[0220] Water-dispersible granules are usually produced by conventional processes such as spray drying, fluidized bed granulation, disc granulation, mixing with high-speed mixers and extrusion without solid inert material.

[0221] For the production of disc, fluidized bed, extruder, and spray granules, see, for example, the procedures in "Spray-Drying Handbook," 3rd ed. 1979, G. Goodwin Ltd., London; JE Browning, "Agglomeration," Chemical and Engineering 1967, pages 147 ff; "Perry's Chemical Engineer's Handbook," 5th ed., McGraw-Hill, New York 1973, pp. 8-57.

[0222] For further details on the formulation of pesticides 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.

[0223] The agrochemical preparations, preferably herbicidal or plant growth regulating agents of the present invention preferably contain a total amount of 0.1 to 99% by weight, preferably 0.5 to 95% by weight, more preferably 1 to 90% by weight, particularly preferably 2 to 80% by weight, of active ingredients of the formula (I) and salts thereof.

[0224] In wettable powders, for example, the active ingredient concentration is about 10 to 90 wt.%, the remainder to 100 wt.% consists of conventional formulation components. In emulsifiable concentrates, the active ingredient concentration can be about 1 to 90, preferably 5 to 80 wt.% Dust-like formulations contain 1 to 30 wt.% active ingredient, preferably 5 to 20 wt.% active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50 wt.% active ingredient. In water-dispersible granules, the active ingredient content depends partly on whether the active compound is liquid or solid and which granulation aids, fillers, etc. are used. In water-dispersible granules, the active ingredient content is, for example, between 1 and 95 wt.%, preferably between 10 and 80 wt.%.In addition, the active ingredient formulations mentioned may contain the usual adhesives, wetting agents, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents, solvents, fillers, carriers, dyes, defoamers, evaporation inhibitors, and pH and viscosity adjusters. Examples of formulation aids are described, among others, in "Chemistry and Technology of Agrochemical Formulations," ed. DA Knowles, Kluwer Academic Publishers (1998).

[0225] The compounds of formula (I) or their salts can be used as such or in the form of their preparations (formulations) in combination with other pesticidally active substances, such as insecticides, acaricides, nematicides, herbicides, fungicides, safeners, fertilizers, and / or growth regulators, e.g., as ready-to-use formulations or as tank mixes. The combination formulations can be prepared based on the above-mentioned formulations, taking into account the physical properties and stability of the active ingredients to be combined.

[0226] As combination partners for the compounds of formula (I) according to the invention in mixture formulations or in tank mixes, known active substances which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase, photosystem I, photosystem II, protoporphyrinogen oxidase can be used, as described, for example, in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 19 th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2021 and the literature cited therein.

[0227] Of particular interest is the selective control of weeds in crops of useful and ornamental plants. Although the compounds (I) according to the invention already exhibit very good to sufficient selectivity in many crops, phytotoxicity can in principle occur in some crops, and especially in the case of mixtures with other herbicides that are less selective. In this regard, combinations of compounds (I) according to the invention which comprise the compounds (I) or combinations thereof with other herbicides or pesticides and safeners are of particular interest. The safeners, which are used in an antidote-effective concentration, reduce the phytotoxic side effects of the herbicides / pesticides used, e.g., in economically important crops such as cereals (wheat, barley, rye, maize, rice, millet), sugar beet, sugar cane, rapeseed, cotton, and soybeans, preferably cereals.

[0228] The weight ratio of herbicide (mixture) to safener generally depends on the

[0229] The dosage depends on the application rate of herbicide and the effectiveness of the respective safener and can vary within wide limits, for example in the range from 200:1 to 1:200, preferably 100:1 to 1:100, in particular 20:1 to 1:20. The safeners can be formulated analogously to the compounds (I) or mixtures thereof with other herbicides / pesticides and can be provided and applied as a ready-to-use formulation or tank mix with the herbicides.

[0230] For application, the herbicide or herbicide-safener formulations in commercial form are diluted in the usual way, e.g., with water in the case of wettable powders, emulsifiable concentrates, dispersions, and water-dispersible granules. Dust-like preparations, soil or broadcast granules, and sprayable solutions are not usually diluted with other inert substances before use.

[0231] External conditions such as temperature, humidity, etc. influence to a certain extent the application rate of the compounds of formula (I) and / or their salts. The application rate can vary within wide limits. For use as a herbicide for controlling weeds, the total amount of compounds of formula (I) and their salts is preferably in the range from 0.001 to 10.0 kg / ha, more preferably in the range from 0.005 to 5 kg / ha, more preferably in the range from 0.01 to 1.5 kg / ha, especially preferably in the range from 0.05 to 1 kg / ha. This applies to both pre-emergence and post-emergence application.

[0232] When using compounds of formula (I) and / or salts thereof as plant growth regulators, for example as stalk shorteners in crops as mentioned above, preferably in cereal plants such as wheat, barley, rye, triticale, millet, rice or maize, the total application rate is preferably in the range from 0.001 to 2 kg / ha, preferably in the range from 0.005 to 1 kg / ha, in particular in the range from 10 to 500 g / ha, very particularly preferably in the range from 20 to 250 g / ha. This applies both to pre-emergence and post-emergence application.

[0233] Application as a stem shortener can be carried out at various stages of plant growth. For example, application after tillering, at the beginning of longitudinal growth, is preferred.

[0234] Alternatively, when used as a plant growth regulator, seed treatment is also an option, which includes various seed dressing and coating techniques. The application rate depends on the individual technique and can be determined in preliminary trials. As combination partners for the compounds of formula (I) according to the invention in agents according to the invention (e.g. mixture formulations or in tank mix), known active ingredients which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase, photosystem I, photosystem II or protoporphyrinogen oxidase can be used, as they are known, for example, from Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 19 thedition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2021, and the literature cited therein. Examples of known herbicides or plant growth regulators that can be combined with the compounds according to the invention are listed below. These active ingredients are designated either by their common name in the English version according to the International Organization for Standardization (ISO) or by their chemical name or code number. This always includes all application forms, such as acids, salts, esters, as well as all isomeric forms such as stereoisomers and optical isomers, even if these are not explicitly mentioned.

[0235] Examples of such herbicidal mixture partners:

[0236] Known herbicides or plant growth regulators that can be combined with compounds of the general formula (I) include, for example, the following active ingredients (the compounds are designated either by the "common name" according to the International Organization for Standardization (ISO) or by the chemical name or by the code number) and always include all application forms such as acids, salts, esters and isomers such as stereoisomers and optical isomers. Examples of Icaeine and, in some cases, several application forms are mentioned: Acetochlor, Acifluorfen, Acifluorfen-methyl, Acifluorfen-sodium, Aclonifen, Alachlor, Allidochlor, Alloxydim, Alloxydim-sodium, Ametryn, Amicarbazon, Amidochlor, Amidosulfuron, 4-Amino-3-chloro-6-(4-chloro-2-fluoro-3-methylphenyl)-5-fluoropyridine-2-carboxylic acid, Aminocyclopyrachlor, Aminocyclopyrachlor-potassium, Aminocyclopyrachlor-methyl, Aminopyralid, Aminopyralid-dimethylammonium, Aminopyralid-tripromine, Amitrol, Ammonium sulfamates,Anilofos, Asulam, Asulam potassium, Asulam sodium, Atrazine, Azafenidine, Azimsulfuron, Beflubutamide, (S)-(-)- Beflubutamide, Beflubutamid-M, Benazolin, Benazolin-ethyl, Benazolin-dimethylammonium, Benazolin-Klaium, Benfluralin, Benfuresate, Bensulfuron, Bensulfuron-methyl, Bensulide, Bentazone, Bentazone sodium, Benzobicyclon, Benzofenap, Bicyclopyrone, Bifenox, Bilanafos, Bilanafos sodium, Bipyrazone, Bispyribac, Bispyribac sodium, Bixlozone, Bromacil, Bromacil-lithium, Bromacil sodium, Bromobutide, Bromofenoxime, bromoxynil, bromoxynil butyrate, bromoxynil potassium, Bromoxynil heptanoate and bromoxynil octanoate, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butralin, butroxydim, butylate, cafenstrol, cambendichlor, carbetamide, carfentrazone, carfentrazone ethyl, chloramben, chloramben ammonium, chloramben diolamine, chloramben methyl, chloramben methylammonium, chloramben sodium, chlorbromuron, chlorfenac, chlorfenac ammonium, chlorfenac sodium, chlorfenprop, chlorfenprop methyl,Chlorflurenol, Chlorflurenol-methyl, Chloridazon, Chlorimuron, Chlorimuron-ethyl, Chlorophthalim, Chlorotoluron, Chlorsulfuron, Chlorthal, Chlorthal-dimethyl, Chlorthal-monomethyl, Cinidon, Cinidon-ethyl, Cinmethylin, exo-(+)- Cinmethylin, d.h. (lR,2S,4S)-4-isopropyl-l-methyl-2-[(2-methylbenzyl)oxy]-7-oxabicyclo[2.2.1]heptan, exo-(-)-Cinmethylin, d.h. ( 1 R,2S,4S)-4-isopropyl- 1 -methyl-2- [(2-methylbenzyl)oxy] -7 - oxabicyclo[2.2.1]heptan, Cinosulfuron, Clacyfos, Clethodim, Clodinafop, Clodinafop-ethyl, Clodinafop- propargyl, Clomazon, Clomeprop, Clopyralid, Clopyralid-methyl, Clopyralid-olamin, Clopyralid- Kalium, Clopyralid-tripomin, Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cycloat, Cyclopyranil, Cyclopyrimorat, Cyclosulfamuron, Cycloxydim, Cyhalofop, Cyhalofop-butyl, Cyprazin, 2,4-D (sowie die Ammonium, Butotyl, Butyl, Cholin, Diethylammonium, Dimethylammonium, Diolamin, Doboxyl, Dodecylammonium, Etexyl, Ethyl, 2-Ethylhexyl, Heptylammonium, Isobutyl,Isooctyl, Isopropyl, Isopropylammonium, Lithium, Meptyl, Methyl, Kalium, Tetradecylammonium, Triethylammonium, Triisopropanolammonium, Tripromin and Trolamin Salze davon), 2,4-DB, 2,4-DB-butyl, 2, 4-DB -Dimethylammonium, 2, 4-DB -isooctyl, 2,4-DB-Kalium und 2,4-DB-Natrium, Daimuron (Dymron), Dalapon, Dalapon-Calcium, Dalapon-Magnesium, Dalapon- Natium, Dazomet, Dazomet-Natrium, n-Decanol, 7-Deoxy-D-sedoheptulose, Desmedipham, Detosyl- pyrazolat (DTP), Dicamba und seine Salze (z.B. Dicamba-biproamin, Dicamba-N,N-Bis(3- aminopropyl)methylamin, Dicamba-butotyl, Dicamba-cholin, Dicamba-Diglycolamin, Dicamba- Dimethylammonium, Dicamba-Diethanolaminemmonium, Dicamba-Diethylammonium, Dicamba- isopropylammonium, Dicamba-methyl, Dicamba-monoethanolamin, Dicamba-olamin, Dicamba- Kalium, Dicamba-Natium, Dicamba-Triethanolamin), Dichlobenil, 2-(2,4-Dichlorbenzyl)-4,4-dimethyl- l,2-oxazolidin-3-on, 2-(2,5-Dichlorbenzyl)-4,4-dimethyl-l,2-oxazolidin-3-one, Dichlorprop, Dichlorprop-butotyl,Dichlorprop-Dimethylammonium, Dichhlorprop-etexyl, Dichlorpropethylammonium, Dichlorprop-isoctyl, Dichlorprop-methyl, Dichlorprop-Kalium, Dichlorprop-Natrium, Dichlorprop-P, Dichlorprop-P-Dimethylammonium, Dichlorprop-P-etexyl, Dichlorprop-P-Kalium, Dichlorprop-Natrium, Diclofop, Diclofop-methyl, Diclofop-P, Diclofop-P-methyl, Diclosulam, Difenzoquat, Difenzoquat-metilsulfate, Diflufenican, Diflufenzopyr, Diflufenzopyr-Natrium, Dimefuron, Dimepiperate, Dimesulfazet, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimetrasulfuron, Dinitramine, Dinoterb, Dinoterb-Acetate, Diphenamid, Diquat, Diquat-Dibromid, Diquat-Dichloride, Dithiopyr, Diuron, DNOC, DNOC-Ammonium, DNOC-Kalium, DNOC-Natrium, Endothal, Endothal-Diammonium, Endothal-Dikalium, Endothal-Dinatrium, Epyrifenacil (S-3100), EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron, Ethametsulfuron-Methyl, Ethiozin, Ethofumesate, Ethoxyfen, Ethoxyfen-Ethyl, Ethoxysulfuron, Etobenzanid, F-5231,d.h. N-[2- Chlor-4-fluor-5 - [ 4 - ( 3 -fluorpropyl) -4,5 -dihydro-5 -oxo- 1 H-tetrazol- 1 -yl] -phenyl] -ethansulfonamid, F- 7967, i.e. 3-[7-Chlor-5-fluor-2-(trifluormethyl)-lH-benzimidazol-4-yl]-l-methyl-6- (trifluormethyl)pyrimidin-2,4(lH,3H)-dion, Fenoxaprop, Fenoxaprop-P, Fenoxaprop-Ethyl, Fenoxaprop-P-Ethyl, Fenoxasulfone, Fenpyrazone, Fenquinotrione, Fentrazamid, Flamprop, Flamprop- Isoproyl, Flamprop-Methyl, Flamprop-M-Isopropyl, Flamprop-M-Methyl, Flazasulfuron, Florasulam, Florpyrauxifen, Florpyrauxifen-benzyl, Fluazifop, Fluazifop-Butyl, Fluazifop-Methyl, Fluazifop-P, Fluazifop-P-Butyl, Flucarbazone, Flucarbazone-Natrium, Flucetosulfuron, Fluchloralin, Flufenacet, Flufenpyr, Flufenpyr-Ethyl, Flumetsulam, Flumiclorac, Flumiclorac-Pentyl, Flumioxazin, Fluometuron, Flurenol, Flurenol-Butyl, -Dimethylammonium und -Methyl, Fluoroglycofen, Fluoroglycofen-Ethyl, Flupropanat, Flupropanat-Natrium, Flupyrsulfuron, Flupyrsulfuron-Methyl, Flupyrsulfuron-Methyl- Natrium, Fluridon,Flurochloridon, Fluroxypyr, Fluroxypyr-Butometyl, Fluroxypyr-Meptyl, Flurtamon, Fluthiacet, Fluthiacet-Methyl, Fomesafen, Fomesafen-Natrium, Foramsulfuron, Foramsulfuron-Natrium, Fosamine, Fosamine-Ammonium, Glufosinat, Glufosinat-Ammonium, Glufosinat-Natrium, E- Glufosinat-Ammonium, E-Glufosinat-Natrium, Glufosinat-P-Natrium, Glufosinat-P-Ammonium, Glyphosat, Glyphosat-Ammonium, Glyphosat-Isopropylammonium, Glyphosat-Diammonium, Glyphosat-Dimethylammonium, Glyphosat-Kalium, Glyphosat-Natrium, Glyphosat-Sesquinatrium und Glyphosat-Trimesium, H-9201, d.h. O-(2,4-Dimethyl-6-nitrophenyl)-O-ethyl- isopropylphosphoramidothioat, Halauxifen, Halauxifen-methyl, Halosafen, Halosulfuron, Halosulfuron- Methyl, Haloxyfop, Haloxyfop-P, Haloxyfop-Ethoxyethyl, Haloxyfop-P-Ethoxyethyl, Haloxyfop- Methyl, Haloxyfop-P-Methyl, Haloxifop-Natrium, Hexazinon, HNPC-A8169, i.e. Prop-2-yn-l-yl (2S)- 2-{3-[(5-tert-butylpyridin-2-yl)oxy]phenoxy}propanoat, HW-02, d.h. l-(Dimethoxyphosphoryl)-ethyl- (2,4-dichlorphenoxy)acetat, Hydantocidin, Icafolin, Icafolin-Methyl, Imazamethabenz, Imazamethabenz-Methyl, Imazamox, Imazamox-Ammonium, Imazapic, Imazapic-Ammonium, Imazapyr, Imazapyr-Isopropylammonium, Imazaquin, Imazaquin-Ammonium, Imazaquin-Methyl, Imazethapyr, Imazethapyr-Ammonium, Imazosulfuron, Indanofan, Indaziflam, Indolauxipyr, lodosulfuron, lodosulfuron-Methyl, lodosulfuron-Methyl-Natrium, Ioxynil, loxynil-Eithium, -Octanoat, -Kalium und Natrium, Ipfencarbazon, Iptriazopyrid, i.e. 3-[(Isopropylsulfonyl)methyl]-N-(5-methyl- l,3,4-oxadiazol-2-yl)-5-(trifluormethyl)[l,2,4]triazolo-[4,3-a]pyridin-8-carboxamid, Isoproturon, Isouron, Isoxaben, Isoxaflutole, Karbutilat, KUH-043, d.h. 3-({[5-(Difluormethyl)-l-methyl-3- (trifluormethyl)-lH-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-l,2-oxazol, Ketospiradox, Ketospiradox-Kalium, Eactofen, Eenacil, Einuron, MCPA, MCPA-Butotyl, -Butyl, -Dimethylammonium, -Diolamin, -2-Ethylhexyl, -Ethyl, -Isobutyl, Isoctyl, -Isopropyl,-Isopropylammonium, - Methyl, Olamin, -Kalium, -Natrium und -Trolamin, MCPB, MCPB-Methyl, -Ethyl und -Natrium, Mecoprop, Mecoprop-Butotyl, Mecoprop- dimethylammonium, Mecoprop-Diolamin, Mecoprop-Etexyl, Mecoprop-Ethadyl, Mecoprop-Isoctyl, Mecoprop-Methyl, Mecoprop-Kalium, Mecoprop-Natrium, und Mecoprop-Trolamin, Mecoprop-P, Mecoprop-P-Butotyl, -Dimethylammonium, -2-Ethylhexyl und - Kalium, Mefenacet, Mefluidid, Mefluidid-Diolamin, Mefluidid-Kalium, Mesosulfuron, Mesosulfuron- Methyl, Mesosulfuron-Natrium, Mesotrion, Methabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor, Metazosulfuron, Methabenzthiazuron, Methiopyrsulfuron, Methiozolin, Methyl isothiocyanat, Metobromuron, Metolachlor, S-Metolachlor, Metosulam, Metoxuron, Metproxybicyclon, Metribuzin, Metsulfuron, Metsulfuron-Methyl, Molinat, Monolinuron, Monosulfuron, Monosulfuron- Methyl, MT-5950, d.h. N-[3-Chlor-4-(l-methylethyl)-phenyl]-2-methylpentanamid, NGGC-011, Napropamid, NC-310, i.e. 4-(2,4-Dichlorbenzoyl)-l-methyl-5-benzyloxypyrazol, Neburon, Nicosulfuron, Nonansäure (Pelargonsäure), Norflurazon, Ölsäure (Fettsäuren), Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paraquat, Paraquat-dichlorid, Paraquat-Dimethylsulfat, Pebulat, Pendimethalin, Penoxsulam, Pentachlorphenol, Pentoxazon, Pethoxamid, Petroleumöl, Phenmedipham, Phenmedipham-Ethyl, Picloram, Picloram-dimethylammonium, Picloram-Etexyl, Picloram-Isoctyl, Picloram-Methyl, Picloram-Olamin, Picloram-Kalium, Picloram-Triethylammonium, Picloram-Tripromin, Picloram- Trolamin, Picolinafen, Pinoxaden, Piperophos, Pretilachlor, Primisulfuron, Primisulfuron-Methyl, Prodiamine, Profoxydim, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-Natrium, Propyrisulfuron, Propyzamid, Prosulfocarb, Prosulfuron, Pyraclonil, Pyraflufen, Pyraflufen-Ethyl, Pyraquinat, Pyrasulfotol, Pyrazolynat (Pyrazolat),Pyrazosulfuron, Pyrazosulfuron-Ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-Isopropyl, Pyribambenz-Propyl, Pyribenzoxim, Pyributicarb, Pyridafol, Pyridat, Pyriftalid, Pyriminobac, Pyriminobac -Methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac-Natrium, Pyroxasulfon, Pyroxsulam, Quinclorac, Quinclorac-Dimethylammonium, Quinclorac-Methyl, Quinmerac, Quinoclamin, Quizalofop, Quizalofop-Ethyl, Quizalofop-P, Quizalofop-P-Ethyl, Quizalofop-P-Tefuryl, QYM201 , i.e. 1 - { 2-Chlor-3- [(3-cyclopropyl-5-hydroxy- 1 -methyl- 1 H-pyrazol-4-yl)carbonyl] -6- (trifluormethyl)phe-nyl}piperidin-2-on, Rimisoxafen, Rimsulfuron, Saflufenacil, Sethoxydim, Siduron, Simazine, Simetryn, SL-261, Sulcotrione, Sulfentrazone, Sulfometuron, Sulfometuron-Methyl, Sulfosulfuron, , SYP-249, d.h. l-Ethoxy-3-methyl-l-oxobut-3-en-2-yl-5-[2-chlor-4- (trifluormethyl)phenoxy]-2-nitrobenzoat, SYP-300, i.e. l-[7-Fluor-3-oxo-4-(prop-2-in-l-yl)-3,4- dihydro-2H-l,4-benzoxazin-6-yl]-3-propyl-2-thioxoimidazolidin-4,5-dion, 2,3,6-TBA,TCA (Trichloressigsäure) und seine Salze, z.B. TCA-ammonium, TCA-Calcium, TCA-Ethyl, TCA- Magnesium, TCA-Natrium, Tebuthiuron, Tefuryltrione, Tembotrion, Tepraloxydim, Terbacil, Terbucarb, Terbumeton, Terbuthylazine, Terbutryn, Tetflupyrolimet, Thaxtomin, Thenylchlor, Thiazopyr, Thiencarbazone, Thiencarbazon-Methyl, Thifensulfuron, Thifensulfuron-Methyl, Thiobencarb, Tiafenacil, Tolpyralat, Topramezon, Tralkoxydim, Triafamon, Tri-allat, Triasulfuron, Triaziflam, Tribenuron, Tribenuron-Methyl, Triclopyr, Triclopyr-Butotyl, Triclopyr-Cholin, Triclopyr- Ethyl, Triclopyr-Triethylammonium, Trietazine, Trifloxysulfuron, Trifloxysulfuron-Natrium, Trifludimoxazin, Trifluralin, Triflusulfuron, Triflusulfuron-Methyl, Tritosulfuron, Harnstoffsulfat, Vernolat, XDE-848, ZJ-0862, d.h. 3,4-Dichlor-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}anilin, 3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4-trifluormethyl-3,6-dihydropyrimidin-l(2H)-yl)phenyl)-5- methyl-4,5-dihydroisoxazol-5-carbonsäuremethylester,3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4- trifluormethyl-3,6-dihydropyrimidin-l(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazol-5- carbonsäureethylester, 3-(2-Chlor-4-fluor-5-(3-methyl-2,6-dioxo-4-trifluormethyl-3,6-dihydropyrimidin- l(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazol-5-carbonsäure, Ethyl-[(3-{2-chlor-4-fluor-5-[3-methyl- 2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetat, 3-Chlor- 2-[3-(difluormethyl)isoxazolyl-5-yl]phenyl-5-chlorpyrimidin-2-ylether, 2-(3,4-Dimethoxyphenyl)-4-[(2- hydroxy-6-oxocyclohex- 1 -en- 1 -yl)carbonyl] -6-methy 1 py ridazi n-3(2 / / )-on, 2-( { 2- [(2- Methoxyethoxy)methyl]-6-methylpyridin-3-yl}carbonyl)cyclohexane-l,3-dion, (5-Hydroxy-l-methyl- lH-pyrazol-4-yl)(3,3,4-trimethyl- 1 , 1 -dioxido-2,3-dihydro- 1 -benzothiophen-5-yl)methanon, 1 -Methyl-4- [(3,3,4-trimethyl- 1 , 1 -dioxido-2,3-dihydro- 1 -benzothiophen-5-yl)carbonyl]- lH-pyrazol-5-yl propan- 1 - sulfonat, 4- { 2-Chlor-3-[(3,5-dimethyl- IH-pyrazol- 1 -yl)methyl] -4-(methylsulfonyl)benzoyl} - 1 -methyl- lH-pyrazol-5-yl-l,3-dimethyl-lH-pyrazol-4-carboxylat; Cyanomethyl-4-amino-3-chlor-5-fluor-6-(7- fluor- 1 H-indol-6-yl)pyridin-2-carboxylat, Prop-2-yn- 1 -yl 4-amino-3-chlor-5-fluor-6-(7 -fluor- 1 H-indol- 6-yl)pyridin-2-carboxylat, Methyl-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2- carboxylat, Benzyl-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Ethyl-4- amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2-carboxylat, Methyl-4-amino-3-chlor-5-fluor- 6-(7 -fluor- 1 -isobutyryl- 1 H-indol-6-yl)pyridin-2-carboxylat, Methyl 6-( 1 -acetyl-7 -fluor- 1 H-indol-6-yl)- 4-amino-3-chlor-5-fluorpyridin-2-carboxylat, Methyl-4-amino-3-chlor-6-[l-(2,2-dimethylpropanoyl)-7- fluor-lH-indol-6-yl]-5-fluorpyridin-2-carboxylat, Methyl-4-amino-3-chlor-5-fluor-6-[7-fluor-l- (methoxyacetyl)-lH-indol-6-yl]pyridin-2-carboxylat,Kalium 4-amino-3-chlor-5-fluor-6-(7-fluor-lH- indol-6-yl)pyridin-2-carboxylat, Natrium-4-amino-3-chlor-5-fluor-6-(7-fluor-lH-indol-6-yl)pyridin-2- carboxylat, Butyl-4-amino-3-chlor-5-fluoro-6-(7-fluoro-lH-indol-6-yl)pyridin-2-carboxylat, 4-Hydroxy- l-methyl-3-[4-(trifluoromethyl)pyridin-2-yl]imidazolidin-2-on, 3-(5-tert-butyl-l,2-oxazol-3-yl)-4- hydroxy- 1 -methylimidazolidin-2-on, 3 - [5 -Chlor-4-(trifluormethyl)pyridin-2-yl] -4-hydroxy- 1 - methylimidazolidin-2-on, 4-Hydroxy-l-methoxy-5-methyl-3-[4-(trifluormethyl)pyridin-2- yl]imidazolidin-2-on, 6-[(2-Hydroxy-6-oxocyclohex-l-en-l-yl)carbonyl]-l,5-dimethyl-3-(2- methylphenyl)chinazolin-2,4(lH,3H)-dion, 3-(2,6-Dimethylphenyl)-6-[(2-hydroxy-6-oxocyclohex-l-en-,

[0237] 1-yl)carbonyl]-l-methylquinazolin-2,4(lH,3H)-dione, 2-[2-chloro-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzoyl] -3-hydroxycyclohex-2-en- 1 -one, 1 -(2-carboxyethyl)-4-(pyrimidin-2-yl)pyridazin- 1 - ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), l-(2-carboxyethyl)-4-(pyridazin-3-yl)pyridazin-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), 4-(pyrimidin-2-yl)-l-(2-sulfoethyl)pyridazin-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), 4-(Pyridazin-3-yl)-l-(2-sulfoethyl)pyridazin-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), l-(2-carboxyethyl)-4-(l,3-thiazol-2-yl)pyridazin-l-ium salt (with suitable anions such as chloride, acetate or trifluoroacetate), l-(2-carboxyethyl)-4-(l,3,4-thiadiazol-2-yl)pyridazin-l-ium salt (with suitable anions such asB Chlorid, Acetat oder Trifluoracetat), Methyl (2R)-2-{[(E)-({2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4- (trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}methyliden)amino]oxy}propanoat, Methyl (2S)-.

[0238] 2- { [(E)-( { 2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin- 1 (2H)- yl]phenyl}methyliden)amino]oxy}propanoat, Methyl (2R / S)-2-{[(E)-({2-chlor-4-fluor-5-[3-methyl-2,6- dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}methyliden)amino]oxy}propanoat, (E)- 2-(Trifluormethyl)benzaldehyd-O- { 2,6-bis [(4,6-dimethoxypyrimidin-2-yl)oxy]benzoyl} oxim, 2-Fluor- N-(5-methyl-l,3,4-oxadiazol-2-yl)-3-[(R)-propylsulfinyl]-4-(trifluormethyl)benzamid, (2R)-2-[(4- Amino-3,5-dichlor-6-fluor-2-pyridyl)oxy]propancarbonsäure, 2-Ethoxy-2-oxoethyl- 1 - { 2-chlor-4-fluor- 5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)- yl]phenoxy} cyclopropancarboxylat, 2-Methoxy-2-oxoethyl- 1 - { 2-chlor-4-fluor-5- [3-methyl-2,6-dioxo-4- (trifluormethyl)-3,6-dihydropyrimidin- 1 (2H)-yl] phenoxy} cyclopropancarboxylat, { [( 1 - { 2-Chlor-4- fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)- yl]phenoxy}cyclopropyl)carbonyl]oxy}essigsäure, 2-(2-Brom-4-chlorbenzyl)-4,4-dimethyl-l,2- oxazolidin-3-on, Methyl 3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6- dihydropyrimidin- 1 (2H)-yl]phenyl} -3a,4,5,6-tetrahydro-6aH-cyclopenta[d] [ 1 ,2]oxazol-6a-carboxylat, Ethyl 3-{2-chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-l(2H)- yl]phenyl}-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carboxylat, Methyl-3-{2-chlor-4-fluor- 5-[3-methyl-2,6-dioxo-4-(trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-6-methyl-3a,4,5,6- tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a-carboxylat, 3-{2-Chlor-4-fluor-5-[3-methyl-2,6-dioxo-4- (trifluormethyl)-3,6-dihydropyrimidin-l(2H)-yl]phenyl}-6-methyl-3a,4,5,6-tetrahydro-6aH- cyclopenta[d][l,2]oxazol-6a-carbonsäure, 3-{2-Chlor-4-fluor-5-[3-methyl-2,6-dioxo-4-(trifluormethyl)- 3,6-dihydropyrimidin-l(2H)-yl]phenyl}-3a,4,5,6-tetrahydro-6aH-cyclopenta[d][l,2]oxazol-6a- carbonsäure.,

[0239] Examples of growth regulators and plant stimulants as mixing partners are:

[0240] Abscisinsäure und verwandte Analoga [z.B. (2Z,4E)-5-[6-Ethynyl-l-hydroxy-2,6-dimethyl-4- oxocyclohex-2-en-l-yl]-3-methylpenta-2,4-diensäure, methyl-(2Z,4E)-5-[6-ethynyl-l-hydroxy-2,6- dimethyl-4-oxocyclohex-2-en-l-yl]-3-methylpenta-2,4-dienoat, (2Z,4E)-3-ethyl-5-(l-hydroxy-2,6,6- trimethyl-4-oxocyclohex-2-en-l-yl)penta-2,4-diensäure, (2E,4E)-5-(l-hydroxy-2,6,6-trimethyl-4- oxocyclohex-2-en-l-yl)-3-(trifluoromethyl)penta-2,4-diensäure, methyl (2E,4E)-5-(l-hydroxy-2,6,6- trimethyl-4-oxocyclohex-2-en-l-yl)-3-(trifluoromethyl)penta-2,4-dienoat, (2Z,4E)-5-(2-hydroxy-l,3- dimethyl-5-oxobicyclo[4.1.0]hept-3-en-2-yl)-3-methylpenta-2,4-diensäure], Acibenzolar, Acibenzolar- S-methyl, S-Adenosylhomocystein, Allantoin, 2-Aminoethoxyvinylglycin (AVG), Aminooxyessigsäure and verwandte Ester [z.B. (Isopropyliden)-aminooxyessigsäure-2-(methoxy)-2-oxoethylester, (Isopropyliden)-aminooxyessigsäure-2-(hexyloxy)-2-oxoethylester, (Cyclohexyliden)- aminooxyessigsäure-2-(isopropyloxy)-2-oxoethylester] ,1-Aminocycloprop- 1 -ylcarboxylic acid N-methyl- 1-aminocyclopropyl-l -carboxylic acid, 1-Aminocyclopropyl- 1 -carboxylic acid amide, substituted 1-Aminocyclopropyl-1 -carboxylic acid derivatives as described in DE3335514, EP30287, DE2906507 or US5123951, 1-Aminocyclopropyl- 1-hydroxamic acid, 5-Aminolevulinic acid, Ancymidol, 6-Benzylaminopurine, Bikinin, Brassinolide, Brassinolide-ethyl, L-Canalin, Catechin and catechins (e.g. (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol), Chitooligosaccharides (CO; COs differ from LCOs in that they lack the LCOs lack the characteristic fatty acid side chain. COs, sometimes referred to as N-acetylchitooligosaccharides, are also composed of GlcNAc units, but have side chains that distinguish them from chitin molecules [(CsHoNOsln, CAS No. 1398-61-4] and chitosan molecules [(QHi iNO-ifi, CAS No. 9012-76-4]), chitin-like compounds, chlormequat chloride, cloprop, cyclanilides,3-(Cycloprop-l-enyl)propionic acid, l-[2-(4-cyano-3,5-dicyclopropylphenyl)acetamido]cyclohexanecarboxylic acid, l-[2-(4-cyano-3-cyclopropylphenyl)acetamido]cyclohexanecarboxylic acid, 1-Cyclopropenylmethanol, Daminozide, Dazomet, Dazomet sodium, n-Decanol, Dikegulac, Dikegulac sodium, Endothal, Endothal di-potassium, di-sodium, and mono(N,N-dimethylalkylammonium), Ethephon, l-Ethylcyclopropene, Flumetralin, Flurenol, Flurenol butyl, Flurenol methyl, Flurprimidol, Forchlorfenuron, Gibberellic acid, Inabenfid, Indole-3-acetic acid (IAA), 4-Indol-3-ylbutyric acid, Isoprothiolane, Probenazole, jasmonic acid, jasmonic acid esters or other derivatives (e.g. jasmonic acid methyl ester, jasmonic acid ethyl ester), lipochitooligosaccharides (LCO, in some cases also referred to as symbiotic nodulation signals (Nod or Nod factors) or as Myc factors, consist of an oligosaccharide backbone of ß-l,4-linked A-acetyl-D-glucosamine residues (“GlcNAc”) with an N-linked fatty acid side chain,which is condensed at the non-reducing end. As can be seen from the literature, LCOs differ in the number of GlcNAc units in the backbone structure, in the length and degree of saturation of the fatty acid chain as well as in the substitution of the reducing and non-reducing sugar units), linoleic acid or its derivatives, linolenic acid or its derivatives, maleic hydrazide, mepiquat chloride, mepiquat pentaborate, 1-methylcyclopropene, 3-methylcyclopropene, methoxyvinylglycine (MVG), 3'-methylabscisic acid, l-(4-methylphenyl)-N-(2-oxo-1-propyl-1,2, 3, 4-tetrahydroquinolin-6-yl)methanesulfonamide and related substituted (tetrahydroquinolin-6-yl)methanesulfonamides, (3E,3aR,8ßS)-3-({[(2R)-4-methyl-5-oxo-2,5- dihydrofuran-2-yl]oxy}methylene)-3,3a,4,8b-tetrahydro-2H-indeno[l,2-b]furan-2-one and related lactones as described in EP2248421, 2-(l-naphthyl)acetamide, 1-naphthylacetic acid, 2-naphthyloxyacetic acid, nitrophenolate mixture,4-Oxo-4[(2-phenylethyl)amino]butyric acid, paclobutrazol, 4-phenylbutyric acid and its salts (e.g. sodium 4-phenylbutanoate, potassium 4-phenylbutanoate), phenylalanine, N-phenylphthalamic acid, prohexadione, prohexadione calcium, 1-n-propylcyclopropene, putrescine, prohydrojasmone, rhizobitoxin, salicylic acid and salicyclic acid methyl ester, sarcosine, sodium cycloprop-l-en-l-yl acetate, sodium cycloprop-2-en-l-yl acetate, sodium 3-(cycloprop-2-en-1-yl)propanoate, sodium 3-(cycloprop-1-en-1-yl)propanoate, sidefungin, spermidine, spermine, strigolactone, tecnazene, thidiazuron, triacontanol, Trinexapac, Trinexapac-ethyl, Tryptophan, Tsitodef, Uniconazole, Uniconazole-P, 2-Fluoro-N-(3-methoxyphenyl)-9H-purin-6-amine, 2-Chloro-N-(3-methoxyphenyl)-9H-purin-6-amine. Also suitable as combination partners for the compounds of formula (I) according to the invention are, for example, the following safeners: S1) Compounds of formula (S1), where the symbols and indices have the following meanings: n A is a natural number from 0 to 5, preferably 0 to 3; R A 1 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 saturated or aromatic five-membered ring heterocycles with 1 to 3 hetero ring atoms from the group N and O, wherein at least one N atom and at most one O atom is contained in the ring, preferably a radical from the group (WA 1 ) to (WA 5 ), mA is 0 or 1; RA 2 is ORA 3 , SRA 3 or NRA 3 RA 4or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group O and S, which is bonded via the N atom to the carbonyl group in (S1) and is unsubstituted or substituted by radicals from the group (C1-C4)-alkyl, (C1-C4)-alkoxy or optionally substituted phenyl, preferably a radical of the formula OR A 3 , NHR A 4 or N(CH3)2, in particular of the formula OR A 3 ; R A 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably with a total of 1 to 18 C atoms; RA 4 is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl; RA 5 is H, (C1-C8)alkyl, (C1-C8)haloalkyl, (C1-C4)alkoxy(C1-C8)alkyl, cyano or COORA 9 , where RA 9is hydrogen, (C1-C8)alkyl, (C1-C8)haloalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C6)hydroxyalkyl, (C3-C12)cycloalkyl or tri-(C1-C4)alkylsilyl; R.A 6 , Attorney 7 , Attorney 8 are identical or different and are hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C3-C12)-cycloalkyl or substituted or unsubstituted phenyl; R A 10 is hydrogen, (C3-C 12 )-cycloalkyl, substituted or unsubstituted phenyl or substituted or unsubstituted heteroaryl; preferably: a) compounds of the dichlorophenylpyrazolin-3-carboxylic acid type (S1 a ), preferably compounds such as 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazole-3-carboxylic acid, 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazole-3-carboxylic acid ethyl ester (S1-1) ("Mefenpyr-diethyl"), and related compounds as described in WO-A-91 / 07874; b) derivatives of dichlorophenylpyrazolecarboxylic acid (S1 b), preferably compounds such as ethyl 1-(2,4-dichlorophenyl)-5-methyl-pyrazole-3-carboxylate (S1-2), ethyl 1-(2,4-dichlorophenyl)-5-isopropyl-pyrazole-3-carboxylate (S1-3), ethyl 1-(2,4-dichlorophenyl)-5-(1,1-dimethyl-ethyl)pyrazole-3-carboxylate (S1-4) and related compounds as described in EP-A-333131 and EP-A-269806; c) derivatives of 1,5-diphenylpyrazole-3-carboxylic acid (S1 c ), preferably compounds such as ethyl 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate (S1-5), methyl 1-(2-chlorophenyl)-5-phenylpyrazole-3-carboxylate (S1-6) and related compounds as described, for example, in EP-A-268554; d) compounds of the triazolecarboxylic acid type (S1 d), preferably compounds such as fenchlorazole (ethyl ester), ie 1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1,2,4-triazole-3-carboxylic acid ethyl ester (S1-7), and related compounds as described in EP-A-174562 and EP-A-346620; e) compounds of the type 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (S1 e), preferably compounds such as ethyl 5-(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-A-91 / 08202, or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate (S1-10) or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate (S1-11) ("isoxadifen-ethyl") or -n-propyl ester (S1-12) or ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (S1-13) as described in patent application WO-A-95 / 07897.f) Compounds of the triazolyloxyacetic acid derivative type (S1f), preferably compounds such as methyl {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate (S1-14) or {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid (S1-15) or methyl {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate (S1-16) or {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid (S1-17) or Methyl {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate (S1-18) or {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid (S1-19), as described in patent application WO2021105101. S2) Quinoline derivatives of the formula (S2). where the symbols and indices have the following meanings: RB 1 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, nitro or (C1-C4)-haloalkyl; nB is a natural number from 0 to 5, preferably 0 to 3; RB2 is ORB 3 , SRB 3 or NRB 3 RB 4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group O and S, which is bonded via the N atom to the carbonyl group in (S2) and is unsubstituted or substituted by radicals from the group (C1-C4)-alkyl, (C1-C4)-alkoxy or optionally substituted phenyl, preferably a radical of the formula ORB 3 , NHRB 4 or N(CH3)2, in particular of the formula ORB 3 ; RB 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably with a total of 1 to 18 C atoms; RB 4is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkoxy or substituted or unsubstituted phenyl; TB is a (C1 or C2)-alkanediyl chain which is unsubstituted or substituted by one or two (C1-C4)-alkyl radicals or by [(C1-C3)-alkoxy]-carbonyl; preferably: a) compounds of the 8-quinolinoxyacetic acid type (S2 a), preferably (5-chloro-8-quinolinoxy)acetic acid (1-methylhexyl) ester ("Cloquintocet-mexyl") (S2-1), (5-chloro-8-quinolinoxy)acetic acid (1,3-dimethyl-but-1-yl) ester (S2-2), (5-chloro-8-quinolinoxy)acetic acid 4-allyloxy-butyl ester (S2-3), (5-chloro-8-quinolinoxy)acetic acid 1-allyloxy-prop-2-yl ester (S2-4), (5-chloro-8-quinolinoxy)acetic acid ethyl ester (S2-5), (5-chloro-8-quinolinoxy)acetic acid methyl ester (S2-6), (5-chloro-8-quinolinoxy)acetic acid allyl ester (S2-7), (5-chloro-8-quinolinoxy)acetic acid 2-(2-propylidene- iminoxy)-1-ethyl ester (S2-8), (5-chloro-8-quinolinoxy)acetate 2-oxo-prop-1-yl ester (S2-9) and related compounds as described in EP-A-86750, EP-A-94349 and EP-A-191736 or EP-A-0492 366, and (5-chloro-8-quinolinoxy)acetic acid (S2-10), their hydrates and salts, for example their lithium, sodium, potassium, calcium, magnesium, aluminum, iron, ammonium, quaternary ammonium, sulfonium,or phosphonium salts as described in WO-A-2002 / 34048; b) compounds of the type (5-chloro-8-quinolinoxy)malonic acid (S2, b ), preferably compounds such as (5-chloro-8-quinolinoxy)malonic acid diethyl ester, (5-chloro-8-quinolinoxy)malonic acid diallyl ester, (5-chloro-8-quinolinoxy)malonic acid methyl ethyl ester and related compounds as described in EP-A-0582198. S3) Compounds of formula (S3) where the symbols and indices have the following meanings: RC 1 is (C1-C4)alkyl, (C1-C4)haloalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C3-C7)cycloalkyl, preferably dichloromethyl; RC 2 , RC 3sind gleich oder verschieden Wasserstoff, (C1-C4)-Alkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, (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, substituiertes oder unsubstituiertes Phenyl, oder RC 2 und RC 3together form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or benzoxazine ring; preferably: active ingredients of the dichloroacetamide type, which are frequently used as pre-emergence safeners (soil-acting safeners), such as: B. "Dichlormid" (N,N-diallyl-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]-dichloroacetamide) 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-aza-spiro[4,5]decane) from Nitrokemia orMonsanto (S3-7), "TI-35" (1-Dichloroacetyl-azepane) from TRI-Chemical RT (S3-8), "Diclonon" (Dicyclonone) or "BAS145138" or "LAB145138" (S3-9) ((RS)-1-Dichloroacetyl-3,3,8a-trimethylperhydropyrrolo[1,2-a]pyrimidin-6-one) from BASF, "Furilazole" or "MON 13900" ((RS)-3-Dichloroacetyl-5-(2-furyl)-2,2-dimethyloxazolidine) (S3-10); and its (R)-isomer (S3-11). S4) N-Acylsulfonamides of the formula (S4) and their salts,. where the symbols and indices have the following meanings: X D is CH or N; R D 1 is CO-NR D 5 R D 6 or NHCO-R D 7 ; R D 2 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; R D 3 is hydrogen, (C1-C4)alkyl, (C2-C4)alkenyl or (C2-C4)alkynyl; RD 4is 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; RD 5 is hydrogen, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C5-C6)-cycloalkenyl, phenyl or 3- to 6-membered heterocyclyl containing vD heteroatoms from the group nitrogen, oxygen and sulfur, where the last seven radicals are replaced by v D 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; R D 6 is hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl, where the last three radicals are represented by v Dradicals from the group halogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-alkoxy and (C1-C4)-alkylthio, or R D 5 and R D 6 together with the nitrogen atom carrying them form a pyrrolidinyl or piperidinyl radical; R D 7 is hydrogen, (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, where the last two radicals are replaced by v D Substituents from the group consisting of halogen, (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; n D is 0, 1 or 2; m D is 1 or 2; v D is 0, 1, 2 or 3; of these, preference is given to compounds of the N-acylsulfonamide type, e.g. of the following formula (S4 a ), which are known, for example, from WO-A-97 / 45016 where RD 7(C1-C6)-alkyl, (C3-C6)-cycloalkyl, where the last two radicals are substituted by vD substituents from the group halogen, (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; RD 4 Halogen, (C1-C4)alkyl, (C1-C4)alkoxy, CF3; mD 1 or 2; v D is 0, 1, 2 or 3; and acylsulfamoylbenzoic acid amides, e.g. of the following formula (S4 b ), which are known for example from WO-A-99 / 16744, e.g. those in which RD 5 = Cyclopropyl and (RD 4 ) = 2-OMe is ("Cyprosulfamide", S4-1), RD 5 = Cyclopropyl and (RD 4 ) = 5-Cl-2-OMe is (S4-2), RD 5 = Ethyl and (RD 4 ) = 2-OMe is (S4-3), RD 5 = Isopropyl and (RD 4 ) = 5-Cl-2-OMe is (S4-4) and RD 5 = Isopropyl and (RD 4 ) = 2-OMe (S4-5). as well as compounds of the N-acylsulfamoylphenylurea type of the formula (S4 c), which are known for example from EP-A-365484, where RD 8 and RD 9 independently of one another hydrogen, (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C3-C6)-alkenyl, (C3-C6)-alkynyl, R D 4Halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, CF3 mD means 1 or 2; for example 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. S5) Active ingredients from the class of hydroxyaromatics and aromatic-aliphatic carboxylic acid derivatives (S5), e.g. 3,4,5-triacetoxybenzoic acid ethyl ester, 3,5-dimethoxy-4-hydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicyclic acid, 2-hydroxycinnamic acid, 2,4-dichlorocinnamic acid, as described in WO-A-2004 / 084631, WO-A-2005 / 015994, WO-A-2005 / 016001. S6) Active ingredients from the class of 1,2-dihydroquinoxalin-2-ones (S6), e.g.1-Methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one, 1-methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-thione, 1-(2-aminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one hydrochloride, 1-(2-methylsulfonylaminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one, as described in WO-A-2005 / 112630. S7) Compounds of formula (S7) as described in WO-A-1998 / 38856. where the symbols and indices have the following meanings: R E 1 , R E 2 are independently halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkyl, (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, nitro; A E is COOR E 3 or COSR E 4 RE 3 , RE 4 are independently hydrogen, (C1-C4)-alkyl, (C2-C6)-alkenyl, (C2-C4)-alkynyl, cyanoalkyl, (C1-C4)-haloalkyl, phenyl, nitrophenyl, benzyl, halobenzyl, pyridinylalkyl and alkylammonium, nE 1 is 0 or 1 nE2 , nE 3 are independently 0, 1 or 2, preferably diphenylmethoxyacetic acid, ethyl diphenylmethoxyacetate, methyl diphenylmethoxyacetate (CAS Reg. No. 41858-19-9) (S7-1). S8) Compounds of formula (S8), as described in WO-A-98 / 27049 where XF is CH or N, nF is an integer from 0 to 4 when XF=N and an integer from 0 to 5 when XF=CH, RF 1 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, RF 2 Hydrogen or (C1-C4)-alkyl RF 3hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned C-containing radicals is unsubstituted or substituted by one or more, preferably up to three identical or different radicals from the group consisting of halogen and alkoxy; or salts thereof, preferably compounds wherein XF is CH, nF is an integer from 0 to 2, RF 1 Halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, RF 2 hydrogen or (C1-C4)-alkyl, RF 3Hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned C-containing radicals is unsubstituted or substituted 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 ingredients 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 the formulas (S10 a ) or (S10 b ) as described in WO-A-2007 / 023719 and WO-A-2007 / 023764 where R G 1 Halogen, (C1-C4)-Alkyl, Methoxy, Nitro, Cyano, CF3, OCF3Y G , Z G independently of each other O or S, nG is an integer from 0 to 4, RG 2(C1-C16)alkyl, (C2-C6)alkenyl, (C3-C6)cycloalkyl, aryl; Benzyl, halobenzyl, RG 3 hydrogen or (C1-C6)-alkyl. 511) Active ingredients of the oxyimino compound type (Sil), which are known as seed dressings, such as B. "Oxabetrinil" ((Z)-l,3-dioxolan-2-ylmethoxyimino(phenyl)acetonitrile) (Sl l-1), which is known as a seed dressing safener for millet against metolachlor damage, "Fluxofenim" (l-(4-chlorophenyl)-2,2,2-trifluoro-l-ethanone-O-(l,3-dioxolan-2-ylmethyl)-oxime) (Sl l-2), which is known as a seed dressing safener for millet against metolachlor damage, and "Cyometrinil" or "CGA-43089" ((Z)-cyanomethoxyimino(phenyl)acetonitrile) (Sl l-3), which is known as a seed dressing safener for millet against metolachlor damage.

[0241] 512) Active ingredients from the class of isothiochromanones (S12), such as methyl [(3-oxo-1H-2-benzothiopyran-4(3H)-ylidene)methoxy]acetate (CAS Reg. No. 205121-04-6) (S12-1) and related compounds from WO-A-1998 / 13361.

[0242] 513) One or more compounds from group (S13): "Naphthalic anhydride" (1,8-naphthalenedicarboxylic anhydride) (S13-1), known as a seed dressing safener for maize against damage from thiocarbamate herbicides, "Fenclorim" (4,6-dichloro-2-phenylpyrimidine) (S13-2), known as a safener for pretilachlor in sown rice, "Flurazole" (benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13-3), known as a seed dressing safener for millet against damage from alachlor and metolachlor, "CF 304415" (CAS Reg. No. 31541-57-8) (4-carboxy-3,4-dihydro-2H-l-benzopyran-4-acetic acid) (S13-4) from American Cyanamid, which is known as a safener for corn against damage from imidazolinones, "MG 191" (CAS Reg. No. 96420-72-3) (2-Dichloromethyl-2-methyl-l,3-dioxolane) (S13-5) from Nitrokemia, which is known as a safener for corn, "MG-838" (CAS Reg. No. 133993-74-5) (2-propenyl l-oxa-4-azaspiro[4.5]decane-4-carbodithioate) (S13-6) from Nitrokemia, "Disulfoton" (O,O-diethyl S-2-ethylthioethyl phosphorus dithioate) (S13-7), "Dietholate" (O,O-diethyl-O-phenylphosphorothioate) (S13-8), "Mephenate" (4-chlorophenyl methylcarbamate) (S13-9).

[0243] 514) Active substances which, in addition to a herbicidal effect against harmful plants, also have a safener effect on crops such as rice, such as

[0244] "Dimepiperate" or "MY-93" (GS-1-methyl-1-phenylethyl-piperidine-l-carbothioate), known as a safener for rice against damage from the herbicide Molinate, "Daimuron" or "SK 23" (1-(1-methyl-1-phenylethyl)-3-p-tolylurea), known as a safener for rice against damage from the herbicide Imazosulfuron, "Cumyluron" = "JC-940" (3-(2-chlorophenylmethyl)-l-(l-methyl-l-phenylethyl)urea, see JP-A-60087254), known as a safener for rice against damage from some herbicides, "Methoxyphenone" or "NK 049" (3,3'-dimethyl-4-methoxybenzophenone), known as a safener for rice against damage from some herbicides, "CSB" (1-bromo-4-(chloromethylsulfonyl)benzene) from Kumiai (CAS Reg. No. 54091-06-4), which is known as a safener against damage from some herbicides in rice. S15) Compounds of formula (S15) or their tautomers as described in WO-A-2008 / 131861 and WO-A-2008 / 131860 where RH 1 a (C1-C6)-haloalkyl radical and RH 2hydrogen or halogen and RH 3 , RH 4independently of one another are hydrogen, (C1-C16)-alkyl, (C2-C16)-alkenyl or (C2-C16)-alkynyl, where each of the last-mentioned 3 radicals is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxy, 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, which is unsubstituted or substituted, phenyl, which is unsubstituted or substituted, and heterocyclyl, which is unsubstituted or substituted, or (C3-C6)-cycloalkyl, (C4-C6)-cycloalkenyl, (C3-C6)-cycloalkyl fused on one side of the ring with a 4 to 6-membered saturated or unsaturated carbocyclic ring, or (C4-C6)-cycloalkenyl fused on one side of the ring with a 4 to 6-membered saturated or unsaturated carbocyclic ring,where each of the last-mentioned 4 radicals is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxy, 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 unsubstituted or substituted, phenyl, which is unsubstituted or substituted, and heterocyclyl, which is unsubstituted or substituted, or RH, 3 (C1-C4)-alkoxy, (C2-C4)-alkenyloxy, (C2-C6)-alkynyloxy or (C2-C4)-haloalkoxy and R H 4 hydrogen or (C1-C4)-alkyl, or R H 3 and R H 4together with the directly bonded N atom forms a four- to eight-membered heterocyclic ring which, in addition to the N atom, may also contain further hetero ring atoms, preferably up to two further hetero ring atoms from the group N, O and S and which is unsubstituted or substituted by one or more radicals from the group halogen, cyano, nitro, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy and (C1-C4)-alkylthio. S16) Active substances which are primarily used as herbicides but also have a safener effect on crops, e.g. (2,4-dichlorophenoxy)acetic acid (2,4-D), (4-chlorophenoxy)acetic acid, (R,S)-2-(4-chloro-o-tolyloxy)propionic acid (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-(ethoxycarbonyl)ethyl 3,6-dichloro-2-methoxybenzoate (lactidichloroethyl).Preferred safeners in combination with the compounds of the formula (I) according to the invention and / or their salts, in particular with the compounds of the formulas (I.1-1) to (I.14-500) and / or their salts are: cloquintocet-mexyl, cyprosulfamide, fenchlorazole ethyl ester, isoxadifen ethyl, mefenpyr diethyl, fenclorim, cumyluron, S1-14, S1-15, S1-16, S1-17, S1-18, S1-19, S4-1 and S4-5, and particularly preferred safeners are: cloquintocet-mexyl, cyprosulfamide, isoxadifen ethyl and mefenpyr diethyl. Biological examples: The following abbreviations are used for the cultivated and harmful plants listed in the following tables: ABUTH: Abutilon theophrasti.

[0245] ALOMY : Alopecurus myosuroides

[0246] AM ARE: Amaranthus retroflexus

[0247] AVEFA: Avena fatua

[0248] BRSNW : Brassica napus

[0249] DIGSA: Digitaria sanguinalis

[0250] ECHCG: Echinochloa crus-galli

[0251] GLXMA: Glycine max

[0252] KCHSC: Kochia scoparia

[0253] LOLRI: Lolium rigidum

[0254] MORNING: Matricaria odorata

[0255] RICE: Oryza sativa

[0256] PHPBU : Pharbitis purpurea

[0257] POLCO: Polygonum convolvulus

[0258] SET VI: Green setaria

[0259] VERPE: Veronica persica

[0260] VIOTR: Viola tricolor

[0261] TRZAS : Summer wheat

[0262] ZEAMX: Zea mays

[0263] A. Herbizide Wirkung im Nachauflauf

[0264] Seeds of monocotyledonous or dicotyledonous weeds were sown in plastic or wood fiber pots in sandy loam soil, covered with soil, and grown in a greenhouse under controlled growth conditions. Two to three weeks after sowing, the test plants were treated at the single-leaf stage. The compounds of the invention, formulated as wettable powders (WP) or emulsion concentrates (EC), were then applied as an aqueous suspension or emulsion, respectively.

[0265] The emulsion was sprayed onto the green parts of the plants with a 0.5% additive at a water application rate equivalent to 600 l / ha. After approximately three weeks of the test plants standing in the greenhouse under optimal growth conditions, the effectiveness of the preparations was visually assessed in comparison to untreated controls. For example, 100% effectiveness means plants died, 0% effectiveness means the same as the control plants.

[0266] Tables A1 to A11 below show the effects of selected compounds of general formula (I) according to Table 1 on various weeds at application rates corresponding to 20 g / ha and lower, obtained according to the aforementioned test procedure. Table A1A: Postemergence effect at 1.25 g / ha against ABUTH in %

[0267] Table Alb: Post-emergence effect at 5g / ha against ABUTH in % Table Ale: Post-emergence effect at 20g / ha against ABUTH in % Table A2a: Post-emergence effect at 1.25g / ha against ALOMY in % Table A2b: Post-emergence effect at 5g / ha against ALOMY in %

[0268] Table A2c: Post-emergence effect at 20g / ha against ALOMY in % Table A3a: Post-emergence effect at 1.25g / ha against DIGSA in %

[0269] Table A3b: Post-emergence effect at 5g / ha against DIGSA in %

[0270] Table A3c: Post-emergence effect at 20g / ha against DIGSA in %

[0271] Table A4a: Post-emergence effect at 1.25g / ha against LOLRI in % Table A4b: Post-emergence effect at 5g / ha against LOLRI in %

[0272] Table A4c: Post-emergence effect at 20g / ha against LOLRI in %

[0273] Table A5a: Post-emergence effect at 1.25g / ha against MATIN in % Table A5b: Post-emergence effect at 5g / ha against MATIN in %

[0274] Table A5c: Post-emergence effect at 20g / ha against MATIN in % Table A6a: Post-emergence effect at 1.25g / ha against PHBPU in %

[0275] Table A6b: Post-emergence effect at 5g / ha against PHBPU in %

[0276] Table A6c: Post-emergence effect at 20g / ha against PHBPU in %

[0277] Table A7a: Post-emergence effect at 1.25g / ha against POLCO in % Table A7b: Post-emergence effect at 5g / ha against POLCO in % Table A7c: Post-emergence effect at 20g / ha against POLCO in %

[0278] Table A8a: Post-emergence effect at 1.25g / ha against SETVI in % Table A8b: Post-emergence effect at 5g / ha against SETVI in %

[0279] Table A8c: Post-emergence effect at 20g / ha against SETVI in % Table A9a: Post-emergence effect at 1.25g / ha against VERPE in %

[0280] Table A9b: Post-emergence effect at 5g / ha against VERPE in % Table A9c: Post-emergence effect at 20g / ha against VERPE in %

[0281] Table AlOa: Post-emergence effect at 1.25g / ha against VIOTR in % Table AlOb: Post-emergence effect at 5g / ha against VIOTR in %

[0282] Table A 10c: Post-emergence effect at 20g / ha against VIOTR in % Table Al la: Post-emergence effect at 1.25g / ha against KCHSC in %

[0283] Table Al lb: Post-emergence effect at 5g / ha against KCHSC in % Table All: Post-emergence effect at 20g / ha against KCHSC in %

[0284] B. Effect on post-emergence crops

[0285] Seeds of monocotyledonous and dicotyledonous crops were sown in plastic or wood fiber pots in sandy loam soil, covered with soil, and grown in a greenhouse under controlled growth conditions. Two to three weeks after sowing, the test plants were treated at the single-leaf stage. The compounds of the invention, formulated as wettable powders (WP) or emulsion concentrates (EC), were then applied as an aqueous suspension or emulsion, respectively.

[0286] The emulsion was sprayed onto the green parts of the plants with 0.5% additive at a water application rate equivalent to 600 l / ha. After approximately three weeks of the test plants standing in the greenhouse under optimal growth conditions, the effectiveness of the preparations was visually assessed in comparison to untreated controls. For example, 100% effectiveness means plants died, 0% effectiveness means the same as the control plants.

[0287] Tables B1 to B2 below show the effects of selected compounds of general formula (I) according to Table 1 on various crops and at an application rate corresponding to 5 g / ha and lower, obtained according to the aforementioned test procedure. Table B1: Postemergence effect at 1.25 g / ha against ZEAMX in %

[0288] Table B2a: Post-emergence effect at 1.25g / ha against TRZAS in %

[0289] Table B2b: Post-emergence effect at 5g / ha against TRZAS in % As the above-mentioned results show, compounds of the general formula (I) according to the invention, when applied post-emergence, have good herbicidal activity against harmful plants such as, for example, Abutilon theophrasti, Alopecurus myosuroides, Digitaria sanguinalis, Lolium rigidum, Matricaria inodora, Pharbitis purpurea, Polygonum convolvulus, Setaria viridis, Veronica persica, Viola tricolor and Kochia scoparia at an application rate of 0.02 kg of active ingredient or less per hectare, and good crop plant tolerance by organisms such as, for example, Zea mays and Triticum aestivum at an application rate of 0.005 kg per hectare or less.

Claims

Claims:

1. Substituted N-benzoic acid uracils of the general formula (I) or their salts where W stands for the groups W -1 W-2 stands R 1 represents hydrogen, halogen, (C1-C4)-alkoxy, R 2 for halogen, cyano, nitro, C(O)NH 2 , C(S)NH 2 , (C 1 -C 8 )-haloalkyl, (C 2 -C 8 )-alkynyl, R 3 and R 4 independently for hydrogen, (C 1 -C 8 )-alkyl, R 13 O-(C 1 -C 8 )-alkyl, (C 3 -C 8 )- Cycloalkyl, (C 2 -C 8 )-alkenyl, aryl-(C 1 -C 8 )-alkyl, heteroaryl-(C 1 -C 8 )-alkyl, heterocyclyl- (C 1 -C 8 )-alkyl, or R 3 and R 4together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 10-membered carbocyclic ring, which optionally carries further substituents, R 5 represents hydrogen, halogen, R 6 for (C 1 -C 8 )-alkyl, (C 3 -C 8 )-cycloalkyl, (C 2 -C 8 )-alkenyl, aryl-(C 1 -C 8 )-alkyl, (C 3 -C 8 )- Cycloalkyl-(C 1 - C 8 )-alkyl, R 7 represents hydrogen, fluorine, chlorine, methyl, Q represents hydroxy or a radical of the following formulas stands, R 8 for hydrogen, (C 1 -C 8 )-alkyl, (C 1 -C 8 )-haloalkyl, aryl, aryl-(C 1 -C 8 )-alkyl, heteroaryl, (C 2 -C 8 )-alkynyl, (C 2 -C 8 )-alkenyl, C(O)R 13 , C(O)OR 13 , (C 1 -C8 )-Alkoxy- (C 1 -C 8 )-alkyl steht, R 9 für Wasserstoff oder (C 1 -C 8 )-Alkyl steht, R 10 für Wasserstoff, Halogen, Cyano, NO2, (C1-C8)-Alkyl, (C1-C8)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(C1-C8)-alkyl, (C3-C8)-Halocycloalkyl, (C3-C8)- Halocycloalkyl-(C 1 -C 8 )-alkyl, (C 2 -C 8 )-Alkenyl, (C 2 -C 8 )-Alkinyl, Aryl, Aryl-(C 1 -C 8 )- alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C8)-alkyl, R 11 R 12 N-(C1-C8)-alkyl, R 13 O-(C1-C8)-alkyl, Cyano-(C1-C8)-alkyl, (C1-C8)- Alkylcarbonyloxy-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl-carbonyloxy-(C1-C8)-alkyl, Arylcarbonyloxy-(C1-C8)-alkyl, Heteroarylcarbonyloxy-(C1-C8)-alkyl, Heterocyclylcarbonyloxy-(C1-C8)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R 14S-(C1-C8)-alkyl, R 14 (O)S-(C1-C8)-alkyl, R 14 O2S-(C1-C8)-alkyl, tris-[(C1-C8)-alkyl]silyl-(C1-C8)-alkyl, bis-[(C1-C8)-alkyl](aryl)silyl(C1-C8)-alkyl, [(C1-C8)-alkyl]-bis-(aryl)silyl-(C1-C8)-alkyl, Tris-[(C1-C8)-alkyl]silyl, bis-hydroxyboryl-(C1-C8)-alkyl, bis-[(C1-C8)-alkoxy]boryl-(C1-C8)-alkyl, tetramethyl-1,3,2-dioxaborolan-2-yl, Tetramethyl-1,3,2-dioxaborolan-2-yl-(C1-C8)-alkyl, nitro-(C1-C8)-alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C8)-alkyl, R 11 R 12 N(O)C-(C1-C8)-alkyl, bis-(C1-C8)-alkoxy-(C1-C8)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C8)- Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C10)-Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C10)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-C10)-Cycloalkenyl, (C4-C10)-Halocycloalkenyl, (C1-C8)-Alkoxy- (C1-C8)-alkyl, (C1-C8)-Haloalkoxy-(C1-C8)-alkyl, (C1-C8)-Alkylthio-(C1-C8)-alkyl, (C1-C8)-Haloalkylthio-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-haloalkyl, Aryl, Aryl- (C1-C8)-alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl-(C1-C8)-alkyl, (C 4 -C 10 )-Cycloalkenyl-(C 1 -C 8 )-alkyl, COR 13 , SO 2 R 14 , Heterocyclyl, (C 1 -C 8 )- Alkoxycarbonyl, Bis-[(C 1 -C 8 )-alkyl]aminocarbonyl-(C 1 -C 8 )-alkyl, (C 1 -C 8 )-Alkyl-amino- carbonyl-(C 1 -C 8 )-alkyl, Aryl-(C 1 -C 8)-alkyl-aminocarbonyl-(C 1 -C 8 )-alkyl, aryl-(C 1 -C 8 )-alkoxycarbonyl, heteroaryl-(C 1 -C 8 )-alkoxycarbonyl, (C 2 -C 8 )-Alkenyloxycarbonyl, (C 2 -C 8 )-alkynyloxycarbonyl, heterocyclyl-(C 1 -C 8 )-alkyl, or R 11 and R 12 with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13 for hydrogen, (C 1 -C 8 )-alkyl, (C 2 -C 8 )-alkenyl, (C 2 -C 8 )-alkynyl, (C 1 -C 8 )-cyanoalkyl, (C 1 -C 10 )-haloalkyl, (C 2 -C 8 )-haloalkenyl, (C 3 -C 8 )-haloalkynyl, (C 3 -C 10)-Cycloalkyl, (C 3 -C 10 )-Halocycloalkyl, (C 4 -C 10 )-Cycloalkenyl, (C 4 -C 10 )-Halocycloalkenyl, (C 1 -C 8 )- Alkoxy-(C 1 -C 8 )-alkyl, (C 1 -C 8 )-Haloalkoxy-(C 1 -C 8 )-alkyl, (C 1 -C 8 )-Alkoxy-(C 1 -C 8 )- haloalkyl, (C 1 -C 8 )-Alkoxy-(C 1 -C 8 )-alkoxy-(C 1 -C 8 )-alkyl, (C 1 -C 8 )-Alkoxy-(C 1 -C 8 )- alkoxy-(C 1 -C 8 )-alkoxy-(C 1 -C 8 )-alkyl, (C 1 -C 8 )-Alkoxy-(C 1 -C 8 )-alkoxy-(C 1 -C 8 )-alkoxy- (C 1 -C 8 )-alkoxy-(C 1 -C 8 )-alkyl, Aryl, Aryl-(C 1 -C 8 )-alkyl, Aryl-(C 1 -C 8 )-alkoxy-(C 1 -C 8)- alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl-(C1-C8)-alkyl, (C4-C10)- Cycloalkenyl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkyl]aminocarbonyl-(C1-C8)-alkyl, (C1-C8)- Alkyl-aminocarbonyl-(C1-C8)-alkyl, Aryl-(C1-C8)-alkyl-aminocarbonyl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkyl]amino-(C2-C6)-alkyl, (C1-C8)-Alkyl-amino-(C2-C6)-alkyl, Aryl-(C1- C8)-alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C8)-alkyl, R 14 (O)S-(C1-C8)-alkyl, R 14 O2S- (C1-C8)-alkyl, Hydroxycarbonyl-(C1-C8)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C8)- alkyl, Tris-[(C1-C8)-Alkyl]silyl-(C1-C8)-alkyl, Bis-[(C1-C8)-Alkyl](aryl)silyl(C1-C8)- alkyl, [(C1-C8)-Alkyl]-bis-(aryl)silyl-(C1-C8)-alkyl, (C1-C8)-Alkylcarbonyloxy-(C1-C8)- alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(C1-C8)-alkyl, Arylcarbonyloxy-(C1-C8)-alkyl, Heteroarylcarbonyloxy-(C1-C8)-alkyl, Heterocyclylcarbonyloxy-(C1-C8)-alkyl, Aryloxy- (C1-C8)-alkyl, Heteroaryloxy-(C1-C8)-alkyl, (C1-C8)-Alkoxycarbonyl steht, R 14für Wasserstoff, (C1-C8)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C1-C8)-Cyanoalkyl, (C1-C10)-Haloalkyl, (C2-C8)-Haloalkenyl, (C3-C8)-Haloalkinyl, (C3-C10)-Cycloalkyl, (C3-C10)-Halocycloalkyl, (C4-C10)-Cycloalkenyl, (C4-C10)-Halocycloalkenyl, (C1-C8)- Alkoxy-(C1-C8)-alkyl, (C1-C8)-Alkoxy-(C1-C8)-haloalkyl, Aryl, Aryl-(C1-C8)-alkyl, Heteroaryl, Heteroaryl-(C1-C8)-alkyl, Heterocyclyl-(C1-C8)-alkyl, (C3-C8)-Cycloalkyl- (C1-C8)-alkyl, (C4-C10)-Cycloalkenyl-(C1-C8)-alkyl, Bis-[(C1-C8)-alkyl]amino, (C1-C8)- Alkyl-amino, Aryl-(C1-C8)-amino, Aryl-(C1-C6)-alkyl-amino, Aryl-[(C1-C8)- alkyl]amino; (C3-C8)-Cycloalkyl-amino, (C3-C8)-Cycloalkyl-[(C1-C8)-alkyl]amino; N- Azetidinyl, N-Pyrrolidinyl, N-Piperidinyl, N-Morpholinyl steht und R 15 und R 16 unabhängig voneinander für (C 1 -C 8 )-Alkyl, (C 3 -C 8 )-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl stehen, oder R 15 und R 16with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 7-membered carbocycle.

2. Compounds of the general formula (I) according to claim 1 and / or a salt thereof, characterized in that W represents the groups W -1 W-2 stands R 1 represents hydrogen, fluorine, chlorine, bromine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, trifluoromethyl, ethynyl, propyn-1-yl, R 3 and R 4 independently of each other represent hydrogen, (C1-C6)-alkyl, R 13 O-(C1-C6)alkyl, (C3-C6)cycloalkyl, (C2-C6)alkenyl, aryl(C1-C6)alkyl, heteroaryl(C1-C6)alkyl, heterocyclyl(C1-C6)alkyl, or R 3 and R 4 together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 10-membered carbocyclic ring, R 5 stands for hydrogen, fluorine, chlorine, R 6 for (C1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkyl, (C 2 -C 6 )-alkenyl, aryl-(C 1 -C 6 )-alkyl, (C 3 -C 6 )- Cycloalkyl-(C 1 - C 6 )-alkyl, R 7 represents hydrogen, methyl, Q represents hydroxy or a radical of the following formulas stands, R 8 for hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, aryl, aryl-(C 1 -C 6 )-alkyl, heteroaryl, (C2-C6)-alkynyl, (C2-C6)-alkenyl, C(O)R 13 , C(O)OR 13 , (C1-C6)-alkoxy-(C1-C6)-alkyl, R 9 represents hydrogen or (C1-C6)-alkyl, R 10für Wasserstoff, Halogen, Cyano, NO2, (C1-C7)-Alkyl, (C1-C7)-Haloalkyl, (C3-C7)- Cycloalkyl, (C3-C7)-Cycloalkyl-(C1-C7)-alkyl, (C3-C7)-Halocycloalkyl, (C3-C7)- Halocycloalkyl-(C1-C7)-alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, Aryl, Aryl-(C1-C7)- alkyl, Heteroaryl, Heteroaryl-(C1-C7)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C7)-alkyl, R 11 R 12 N-(C1-C7)-alkyl, R 13 O-(C1-C7)-alkyl, Cyano-(C1-C7)-alkyl, (C1-C7)- Alkylcarbonyloxy-(C1-C7)-alkyl, (C3-C7)-Cycloalkylcarbonyloxy-(C1-C7)-alkyl, Arylcarbonyloxy-(C1-C7)-alkyl, Heteroarylcarbonyloxy-(C1-C7)-alkyl, Heterocyclylcarbonyloxy-(C1-C7)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R 14 S- (C1-C7)-alkyl, R 14 (O)S-(C1-C7)-alkyl, R 14O2S-(C1-C7)-alkyl, tris-[(C1-C7)-alkyl]silyl-(C1-C7)-alkyl, bis-[(C1-C7)-alkyl](aryl)silyl(C1-C7)-alkyl, [(C1-C7)-alkyl]-bis-(aryl)silyl-(C1-C7)-alkyl, Tris-[(C1-C7)-alkyl]silyl, bis-hydroxyboryl-(C1-C7)-alkyl, bis-[(C1-C7)-alkoxy]boryl-(C1-C7)-alkyl, tetramethyl-1,3,2-dioxaborolan-2-yl, Tetramethyl-1,3,2-dioxaborolan-2-yl-(C1-C7)-alkyl, nitro-(C1-C7)-alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C7)-alkyl, R 11 R 12 N(O)C-(C1-C7)-alkyl, bis-(C1-C7)-alkoxy-(C1-C7)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12 are the same or different and independently represent hydrogen, (C 1 -C6 )- Alkyl, (C 2 -C 6 )-Alkenyl, (C 2 -C 6 )-Alkinyl, (C 1 -C 6 )-Cyanoalkyl, (C 1 -C 6 )-Haloalkyl, (C 2 -C 6 )-Haloalkenyl, (C 3 -C 6 )-Haloalkinyl, (C 3 -C 6 )-Cycloalkyl, (C 3 -C 6 )-Halocycloalkyl, (C 4 -C 6 )-Cycloalkenyl, (C 4 -C 6 )-Halocycloalkenyl, (C 1 -C 6 )-Alkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Haloalkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )- Haloalkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkoxy-(C 1 -C 6 )-haloalkyl, Aryl, Aryl-(C 1 -C 6 )- alkyl, Heteroaryl, Heteroaryl-(C 1 -C 6 )-alkyl, (C3 -C 6 )-Cycloalkyl-(C 1 -C 6 )-alkyl, (C 4 -C 6 )- Cycloalkenyl-(C 1 -C 6 )-alkyl, C(O)R 13 , SO 2 R 14 , Heterocyclyl, (C 1 -C 6 )-Alkoxycarbonyl, Bis-[(C 1 -C 6 )-alkyl]aminocarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkyl-aminocarbonyl-(C 1 -C 6 )- alkyl, Aryl-(C 1 -C 6 )-alkyl-aminocarbonyl-(C 1 -C 6 )-alkyl, Aryl-(C 1 -C 6 )-alkoxycarbonyl, Heteroaryl-(C 1 -C 6 )-alkoxycarbonyl, (C 2 -C 6 )-Alkenyloxycarbonyl, (C 2 -C 6 )- Alkinyloxycarbonyl, Heterocyclyl-(C 1 -C 6 )-alkyl stehen, oder R 11 und R 12with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C6)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)- Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- haloalkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy- (C1-C6)-alkoxy-(C1-C6)-alkyl, Aryl, Aryl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkoxy-(C1-C6)- alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C4-C6)- Cycloalkenyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)- Alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C7)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]amino-(C2-C6)-alkyl, (C1-C6)-Alkyl-amino-(C2-C6)-alkyl, Aryl-(C1- C6)-alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C6)-alkyl, R 14(O)S-(C1-C6)-alkyl, R 14 O2S- (C1-C6)-alkyl, Hydroxycarbonyl-(C1-C6)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C6)- alkyl, Tris-[(C1-C6)-Alkyl]silyl-(C1-C6)-alkyl, Bis-[(C1-C6)-Alkyl](aryl)silyl(C1-C6)- alkyl, [(C1-C6)-Alkyl]-bis-(aryl)silyl-(C1-C6)-alkyl, (C1-C6)-Alkylcarbonyloxy-(C1-C6)- alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(C1-C6)-alkyl, Arylcarbonyloxy-(C1-C6)-alkyl, Heteroarylcarbonyloxy-(C1-C6)-alkyl, Heterocyclylcarbonyloxy-(C1-C6)-alkyl, Aryloxy- (C1-C6)-alkyl, Heteroaryloxy-(C1-C6)-alkyl, (C1-C6)-Alkoxycarbonyl steht, R 14 für Wasserstoff, (C 1 -C 6 )-Alkyl, (C 2 -C 6 )-Alkenyl, (C 2 -C 6 )-Alkinyl, (C 1 -C 6 )-Cyanoalkyl, (C 1 -C 6 )-Haloalkyl, (C 2 -C 6 )-Haloalkenyl, (C 3 -C 6 )-Haloalkinyl, (C 3 -C 6 )-Cycloalkyl, (C 3 -C 6 )-Halocycloalkyl, (C 4 -C 6)-Cycloalkenyl, (C 4 -C 6 )-Halocycloalkenyl, (C 1 -C 6 )- Alkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkoxy-(C 1 -C 6 )-haloalkyl, Aryl, Aryl-(C 1 -C 6 )-alkyl, Heteroaryl, Heteroaryl-(C 1 -C 6 )-alkyl, Heterocyclyl-(C 1 -C 6 )-alkyl, (C 3 -C 6 )-Cycloalkyl- (C 1 -C 6 )-alkyl, (C 4 -C 6 )-Cycloalkenyl-(C 1 -C 6 )-alkyl, Bis-[(C 1 -C 6 )-alkyl]amino, (C 1 -C 6 )- Alkyl-amino, Aryl-(C 1 -C 6 )-amino, Aryl-(C 1 -C 6 )-alkyl-amino, Aryl-[(C 1 -C 6 )- alkyl]amino; (C 3 -C 6 )-Cycloalkyl-amino, (C 3 -C 6 )-Cycloalkyl-[(C 1 -C 6)-alkyl]amino; N-azetidinyl, N-pyrrolidinyl, N-piperidinyl, N-morpholinyl, and R 15 and R 16 independently of each other for (C 1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkyl, aryl, heteroaryl, heterocyclyl, or R 15 and R 16 with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 7-membered carbocycle.

3. Compounds of the general formula (I) according to claim 1 or 2 and / or a salt thereof, characterized in that W represents the groups W -1 W-2 stands R 1 stands for hydrogen, fluorine, chlorine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, trifluoromethyl, R 3 and R 4 independently of one another represent hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, or R 3 and R 4together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 7-membered carbocyclic ring, R 5 represents hydrogen, fluorine, R 6 represents methyl, ethyl, prop-1-yl, R 7 represents hydrogen, Q represents hydroxy or a radical of the following formulas stands, R 8 for hydrogen, (C1-C5)-alkyl, (C1-C5)-haloalkyl, aryl, aryl-(C1-C5)-alkyl, heteroaryl, (C2-C5)-alkynyl, (C2-C5)-alkenyl, C(O)R 13 , C(O)OR 13 , (C1-C5)-alkoxy-(C1-C5)-alkyl, R 9 represents hydrogen or (C1-C5)-alkyl, R 10 for hydrogen, halogen, cyano, NO2, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-halocycloalkyl, (C3-C6)- Halocycloalkyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl, heterocyclyl-(C1-C6)-alkyl, R11 R 12 N-(C1-C6)-alkyl, R 13 O-(C1-C6)-alkyl, Cyano-(C1-C6)-alkyl, (C1-C6)- Alkylcarbonyloxy-(C1-C6)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(C1-C6)-alkyl, Arylcarbonyloxy-(C1-C6)-alkyl, Heteroarylcarbonyloxy-(C1-C6)-alkyl, Heterocyclylcarbonyloxy-(C1-C6)-alkyl, OR 13 , NR 11 R 12 , SR 14 , S(O)R 14 , SO2R 14 , R 14 S- (C1-C6)-alkyl, R 14 (O)S-(C1-C6)-alkyl, R 14 O2S-(C1-C6)-alkyl, Tris-[(C1-C6)-Alkyl]silyl- (C1-C6)-alkyl, Bis-[(C1-C6)-Alkyl](aryl)silyl(C1-C6)-alkyl, [(C1-C6)-Alkyl]-bis- (aryl)silyl-(C1-C6)-alkyl, Tris-[(C1-C6)-Alkyl]silyl, Bis-hydroxyboryl-(C1-C6)-alkyl, Bis- [(C1-C6)-alkoxy]boryl-(C1-C6)-alkyl, Tetramethyl-1,3,2-Dioxaborolan-2-yl, Tetramethyl-1,3,2-Dioxaborolan-2-yl-(C1-C6)-alkyl, Nitro-(C1-C6)-alkyl, C(O)OR 13 , C(O)R 13 , C(O)NR 11 R 12 , R 13 O(O)C-(C1-C6)-alkyl, R 11 R 12N(O)C-(C1-C6)-alkyl, bis-(C1-C6)-alkoxy-(C1-C6)-alkyl, or R 8 and R 10 with the carbon atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 11 and R 12 are the same or different and independently represent hydrogen, (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 1 -C 6 )-cyanoalkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-haloalkenyl, (C 3 -C 6 )-haloalkynyl, (C 3 -C 10 )-cycloalkyl, (C 3 -C 6 )-halocycloalkyl, (C 4 -C 6 )-cycloalkenyl, (C 4 -C 6 )-Halocycloalkenyl, (C 1 -C 6 )-alkoxy-(C 1-C 6 )-alkyl, (C 1 -C 6 )-Haloalkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )- Haloalkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkoxy-(C 1 -C 6 )-haloalkyl, Aryl, Aryl-(C 1 -C 6 )- alkyl, Heteroaryl, Heteroaryl-(C 1 -C 6 )-alkyl, (C 3 -C 6 )-Cycloalkyl-(C 1 -C 6 )-alkyl, (C 4 -C 10 )- Cycloalkenyl-(C 1 -C 6 )-alkyl, C(O)R 13 , SO 2 R 14 , Heterocyclyl, (C 1 -C 6 )-Alkoxycarbonyl, Bis-[(C 1 -C 6 )-alkyl]aminocarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkyl-aminocarbonyl-(C 1 -C 6 )- alkyl, Aryl-(C 1 -C 6 )-alkyl-aminocarbonyl-(C1 -C 6 )-alkyl, aryl-(C 1 -C 6 )-alkoxycarbonyl, heteroaryl-(C 1 -C 6 )-alkoxycarbonyl, (C 2 -C 6 )-Alkenyloxycarbonyl, (C 2 -C 6 )-alkynyloxycarbonyl, heterocyclyl-(C 1 -C 6 )-alkyl, or R 11 and R 12 with the nitrogen atom to which they are attached, form a fully saturated or partially saturated, optionally interrupted by heteroatoms and optionally further substituted 3 to 10-membered monocyclic or bicyclic ring, R 13für Wasserstoff, (C1-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C1-C6)-Cyanoalkyl, (C1-C10)-Haloalkyl, (C2-C6)-Haloalkenyl, (C3-C6)-Haloalkinyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C4-C6)-Halocycloalkenyl, (C1-C6)- Alkoxy-(C1-C6)-alkyl, (C1-C6)-Haloalkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- haloalkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)- alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-Alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkoxy- (C1-C6)-alkoxy-(C1-C6)-alkyl, Aryl, Aryl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkoxy-(C1-C6)- alkyl, Heteroaryl, Heteroaryl-(C1-C6)-alkyl, (C3-C6)-Cycloalkyl-(C1-C6)-alkyl, (C4-C6)- Cycloalkenyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]aminocarbonyl-(C1-C6)-alkyl, (C1-C6)- Alkyl-aminocarbonyl-(C1-C6)-alkyl, Aryl-(C1-C6)-alkyl-aminocarbonyl-(C1-C6)-alkyl, Bis-[(C1-C6)-alkyl]amino-(C2-C6)-alkyl, (C1-C6)-Alkyl-amino-(C2-C6)-alkyl, Aryl-(C1- C6)-alkyl-amino-(C2-C6)-alkyl, R 14 S-(C1-C6)-alkyl, R14 (O)S-(C1-C6)-alkyl, R 14 O2S- (C1-C6)-alkyl, Hydroxycarbonyl-(C1-C6)-alkyl, Heterocyclyl, Heterocyclyl-(C1-C6)- alkyl, Tris-[(C1-C6)-Alkyl]silyl-(C1-C6)-alkyl, Bis-[(C1-C6)-Alkyl](aryl)silyl(C1-C6)- alkyl, [(C1-C6)-Alkyl]-bis-(aryl)silyl-(C1-C6)-alkyl, (C1-C6)-Alkylcarbonyloxy-(C1-C6)- alkyl, (C 3 -C 6 )-Cycloalkylcarbonyloxy-(C 1 -C 6 )-alkyl, Arylcarbonyloxy-(C 1 -C 6 )-alkyl, Heteroarylcarbonyloxy-(C 1 -C 6 )-alkyl, Heterocyclylcarbonyloxy-(C 1 -C 6 )-alkyl, Aryloxy- (C 1 -C 6 )-alkyl, Heteroaryloxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkoxycarbonyl steht, R 14 für Wasserstoff, (C 1 -C 6 )-Alkyl, (C 2 -C 6 )-Alkenyl, (C 2 -C 6 )-Alkinyl, (C 1 -C 6 )-Cyanoalkyl, (C 1 -C 6 )-Haloalkyl, (C 2 -C6 )-Haloalkenyl, (C 3 -C 6 )-Haloalkinyl, (C 3 -C 10 )-Cycloalkyl, (C 3 -C 6 )-Halocycloalkyl, (C 4 -C 6 )-Cycloalkenyl, (C 4 -C 6 )-Halocycloalkenyl, (C 1 -C 6 )- Alkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-Alkoxy-(C 1 -C 6 )-haloalkyl, Aryl, Aryl-(C 1 -C 6 )-alkyl, Heteroaryl, Heteroaryl-(C 1 -C 6 )-alkyl, Heterocyclyl-(C 1 -C 6 )-alkyl, (C 3 -C 6 )-Cycloalkyl- (C 1 -C 6 )-alkyl, (C 4 -C 6 )-Cycloalkenyl-(C 1 -C 6 )-alkyl, Bis-[(C 1 -C 6 )-alkyl]amino, (C 1 -C 6 )- Alkyl-amino, Aryl-(C 1 -C 6 )-amino, Aryl-(C 1 -C 6 )-alkyl-amino, Aryl-[(C 1 -C 6 )- alkyl]amino; (C3 -C 6 )-Cycloalkyl-amino, (C 3 -C 6 )-Cycloalkyl-[(C 1 -C 6 )-alkyl]amino; N-azetidinyl, N-pyrrolidinyl, N-piperidinyl, N-morpholinyl and R 15 and R 16 independently of each other for (C 1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkyl, aryl, heteroaryl, heterocyclyl, or R 15 and R 16 with the carbon atom to which they are attached, form a fully saturated monocyclic 3- to 6-membered carbocycle.

4. Compounds of the general formula (I) according to any one of claims 1 to 3 and / or a salt thereof, characterized in that W represents the groups W -1 W-2 stands R 1 stands for hydrogen, fluorine, R 2 represents fluorine, chlorine, bromine, cyano, nitro, C(O)NH2, C(S)NH2, R 3 and R 4independently of one another represent hydrogen, methyl, ethyl, prop-l-yl, prop-2-yl, but-1-yl, but-2-yl, 2-methyl-prop-l-yl, 1,1-dimethyleth-l-yl, trifluoromethyl, or R 3 and R 4 together with the carbon atom to which they are attached, form a fully saturated or partially saturated, 3 to 7-membered carbocyclic ring, R 5 stands for hydrogen, R 6 stands for methyl, ethyl, R 7 stands for hydrogen, and Q stands for one of the following specifically named groupings Q1 to Q-500: Compounds of general formula (I) according to any one of claims 1 to 4 and / or their salt, characterized in that W for the groups W-1 \N-2 stands R 1 stands for hydrogen, fluorine, R 2 stands for fluorine, chlorine, bromine, cyano, nitro, R 3 and R 4 independently of one another represent hydrogen, methyl, ethyl, prop-l-yl, R 5 stands for hydrogen, R 6 stands for methyl, ethyl, R 7 stands for hydrogen, and Q represents one of the groups Q1 to Q-500 specifically mentioned in claim 4. Compounds of the general formula (I) according to any one of claims 1 to 5 and / or their Salt, characterized in that W for the groups stands R 1 stands for hydrogen, fluorine, R 2 stands for fluorine, chlorine, bromine, cyano, nitro, R 3 and R 4 independently represent hydrogen, methyl R 5 stands for hydrogen, R 6 stands for methyl, ethyl, R 7 stands for hydrogen, and Q represents one of the groups Q1 to Q-500 specifically mentioned in claim 4.

7. Compounds of general formula (I) according to any one of claims 1 to 6 and / or their Salt, characterized in that W for the groups W-1 \N-2 stands R 1 stands for hydrogen, fluorine, R 2stands for chlorine, bromine, cyano, nitro, R 3 and R 4 independently represent hydrogen, methyl R 5 stands for hydrogen, R 6 stands for methyl, ethyl, R 7 stands for hydrogen, and Q represents one of the groups Q1 to Q-500 specifically mentioned in claim 4.

8. Compounds of general formula (I) according to any one of claims 1 to 7 and / or their salt, characterized in that W for the group W-1 stands R 1 stands for fluorine, R 2 stands for chlorine, bromine, R 3 and R 4 independently represent methyl, R 5 stands for hydrogen, R 6 stands for methyl, R 7 stands for hydrogen, and Q represents one of the groups Ql, Q-71, Ql 76, Q- 371, Q-441, Q-442, Q-454, Q-457, Q-471, Q-480, Q-481 or Q-491.

9. Use of one or more compounds of general formula (I) as defined in any one of claims 1 to 8 and / or salts thereof, as a herbicide and / or plant growth regulator, preferably in crops of useful and / or ornamental plants.

10. Herbicidal and / or plant growth regulating agent, characterized in that the agent contains one or more compounds of the general formula (I) as defined in any one of claims 1 to 8 and / or salts thereof, and furthermore one or more substances selected from groups (i) and / or (ii), with (i) one or more further agrochemically active substances, preferably selected from the group consisting of insecticides, acaricides, nematicides, other herbicides, fungicides, safeners, fertilizers and / or other growth regulators, (ii) one or more formulation aids commonly used in crop protection.

11. A method for controlling harmful plants or for regulating the growth of plants, characterized in that an effective amount of one or more compounds of the general formula (I) as defined in any one of claims 1 to 8 and / or salts thereof, or of an agent according to claim 10, is applied to the plants, plant seeds, the soil in or on which the plants grow, or the area under cultivation.

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