KR20010085349A - Methoximinophenylacetic acid amides - Google Patents

Abstract

The present invention relates to novel methoximinophenylacetic acid amides of the general formula (I), their preparation and their use as fungicides:

Where

R Silver alkylthio, halogenoalkylthio, optionally substituted arylthio, alkoxycarbonylthio, alkylthiocarbonyl, -S-Y, -S-N (R^OneR²), -CO-N (R³R⁴), -CN, -CH₂-O-R⁵, -PO (OR⁶R⁷Or -PS (OR⁶R⁷Indicates,

A, G, W, Y, Z, L ¹ -L ⁴ and R ¹ -R ⁷ have the meanings mentioned in the specification.

Description

Methoximinophenylacetic acid amides

The present invention relates to novel methoximinophenylacetamides, methods for their preparation and their use as fungicides.

It is already known that certain compounds which are structurally similar to the compounds described below have fungicidal properties (see eg EP-A-398 692, EP-A-528 681, WO 97/00 856). However, the fungicidal activity of these compounds is unsatisfactory, especially at low application rates.

Accordingly, the present invention provides novel methoximinophenylacetamides of the general formula (I):

Where

A represents hydrogen, alkoxycarbonyl, methyl, ethyl or cyclopropyl, or has the same meaning as R,

R Silver alkylthio, halogenoalkylthio, optionally substituted arylthio, alkoxycarbonylthio, alkylthiocarbonyl, -S-Y, -S-N (R^OneR²), -CO-N (R³R⁴), -CN, -CH₂-O-R⁵, -PO (OR⁶R⁷Or -PS (OR⁶R⁷,

From here,

R ¹ represents alkyl,

R ² represents alkyl or alkoxycarbonyl or, together with R ¹ and the nitrogen atom to which they are attached, represents an optionally substituted heterocyclic ring,

R ³ represents alkyl or optionally substituted aryl,

R ⁴ represents alkylthio, alkylsulfonyl or halogenoalkylthio or, together with R ³ and the nitrogen atom to which they are attached, represents an optionally substituted heterocyclic ring,

R ⁵ represents alkyl,

R ⁶ represents alkyl,

R ⁷ represents alkyl, alkoxy or alkylamino,

Y represents the same group as already attached to the S atom, or

If A represents methyl

R also represents alkylcarbonyl, alkoxycarbonyl, halogenoalkoxycarbonyl, alkoxycarbonylcarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylsulfonyl or optionally substituted arylsulfonyl,

G represents a single bond, oxygen or sulfur, or in each case optionally halogen-, hydroxyl-, alkyl-, halogenoalkyl- or cycloalkyl-substituted alkanediyl, alkenediyl, alkyndiyl or in each case The left represents one of the following groups bonded to Z:

From here,

Ar ¹ represents an optionally substituted arylene, heteroarylene, cycloalkylene or heterocycloalkylene (ie, a double bonded aliphatic ring in which one or more carbon atoms are replaced by a heteroatom, ie, an atom different from carbon),

n represents the number of 0, 1 or 2,

Q represents oxygen or sulfur,

R ⁸ represents hydrogen, cyano or, in each case, optionally substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino or cycloalkyl,

R ⁹ represents hydrogen, hydroxyl, cyano, or optionally substituted alkyl, alkoxy or cycloalkyl in each case,

R ¹⁰ represents hydrogen, alkyl or optionally substituted benzyl,

T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or optionally substituted alkanediyl,

L ¹ , L ² , L ³ and L ⁴ are the same or different and independently from each other represent hydrogen, halogen or alkyl,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z represents in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl or heterocyclyl.

In the definition, saturated or unsaturated hydrocarbon chains such as alkyl, in combination with heteroatoms such as in alkoxy or alkylthio, are in each case straight or branched chains.

Halogenoalkyl refers to partially or fully halogenated alkyl. In the case of polyhalogenated halogenoalkyl, the halogen atoms can be the same or different. Preferred halogen atoms are fluorine and chlorine, in particular fluorine. If the halogenoalkyl has additional substituents, the maximum possible number of halogen atoms is reduced to the remaining free valences.

Halogen generally represents fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine, in particular fluorine or chlorine.

Heterocyclyl refers to a saturated or unsaturated aromatic cyclic compound wherein at least one member is a heteroatom, ie, an atom different from carbon. If the ring contains a plurality of heteroatoms, they may be the same or different. Preferred heteroatoms are oxygen, nitrogen and sulfur. When the ring contains a plurality of oxygen atoms, they are not directly adjacent. If desired, the cyclic compound, together with a fused-on or bridged ring of other carbocyclic or heterocyclic, forms a polycyclic ring system. The polycyclic ring system can be linked via a heterocyclic ring or a fused carbocyclic ring. Preference is given to mono- or bicyclic ring systems, in particular mono- or bicyclic aromatic ring systems.

Further, according to the present invention, the novel methoximinophenylacetamides of the general formula (I) can be prepared by the following general formula (II), in the presence of a diluent and optionally in the presence of a base. It was found to be obtained by reacting with an electrophilic reagent of III):

R-X (III)

Where

A, G, L ¹ , L ² , L ³ , L ⁴ , W, Z and R are as defined above, respectively.

X represents a leaving group.

Finally, it was found that methoximinophenylacetamide of formula (I) has very potent fungicidal activity.

If desired, the compounds according to the invention may exist as other possible isomers, in particular stereoisomers such as E and Z or mixtures of optical isomers. The invention claims the E and Z isomers, the individual enantiomers, racemates and all mixtures of these isomers.

The present invention preferably

A represents hydrogen, methyl, ethoxycarbonyl, ethyl or cyclopropyl, or has the same meaning as R,

R In each case represents an alkylthio, halogenoalkylthio, alkoxycarbonylthio or alkylthiocarbonyl having from 1 to 4 carbon atoms in the alkyl chain, or halogen, cyano or in each case having from 1 to 4 carbon atoms Phenylthio optionally substituted by halogenoalkyl or halogenoalkoxy having alkyl, alkoxy or alkoxycarbonyl, in each case having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, or -SY, -SN (R^OneR²), -CO-N (R³R⁴), -CN, -CH₂-O-R⁵, -PO (OR⁶R⁷Or -PS (OR⁶R⁷,

From here,

R ¹ represents alkyl having 1 to 4 carbon atoms,

R ² represents an alkyl having 1 to 4 carbon atoms or alkoxycarbonyl having 1 to 4 carbon atoms at the alkyl moiety, or 5 together with R ¹ and the nitrogen atom to which they are attached, optionally 5 or 6 ring member heterocyclic ring,

R ³ represents alkyl having 1 to 4 carbon atoms, or halogen, alkyl or alkoxy having 1 to 6 carbon atoms in each case, 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms in each case Phenyl optionally substituted with halogenoalkyl or halogenoalkoxy having

R ⁴ represents in each case an alkylchio or alkylsulfonyl having 1 to 4 carbon atoms, or a halogenoalkylthio having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, or R ³ and Together with the nitrogen atom to which they are attached, represent a 5 or 6 reduced heterocyclic ring, optionally methyl- or ethyl-substituted,

R ⁵ represents alkyl having 1 to 4 carbon atoms,

R ⁶ represents alkyl having 1 to 4 carbon atoms,

R ⁷ represents in each case alkyl, alkoxy or alkylamino having from 1 to 4 carbon atoms in the alkyl chain,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also in each case alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylcarbonyl, halogenoalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or alkylsulfonyl having 1 to 4 carbon atoms in the alkyl chain Or phenylsulfonyl optionally substituted by alkyl having 1 to 4 carbon atoms,

G represents a single bond, oxygen or sulfur or in each case has up to 4 carbon atoms and in each case is optionally halogen-, hydroxyl-, C ₁ -C ₄ -alkyl-, C ₁ -C ₄ -halogeno Alkyl- or C ₃ -C ₆ -cycloalkyl-substituted alkanediyl, alkenediyl, alkyndiyl or in each case one of the following groups bonded to Z:

From here,

n represents the number of 0, 1 or 2,

Q represents oxygen or sulfur,

R ⁸ represents hydrogen or cyano or in each case has 1 to 6 carbon atoms in the alkyl group and in each case is optionally halogen-, cyano- or C ₁ -C ₄ -alkoxy-substituted alkyl, alkoxy, alkyl Cyclo, which represents thio, alkylamino or dialkylamino, optionally halogen-, cyano-, carboxyl-, C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxycarbonyl-substituted carbon atoms Alkyl,

R ⁹ represents hydrogen, hydroxyl or cyano, optionally halogen-, cyano- or C ₁ -C ₄ -alkoxy-substituted alkyl of 1 to 6 carbon atoms, or optionally halogen-, cyano- , Carboxyl-, C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxycarbonyl-substituted cycloalkyl having 3 to 6 carbon atoms,

R ¹⁰ represents hydrogen or C ₁ -C ₄ -alkyl, or halogen, alkyl or alkoxy having 1 to 6 carbon atoms in each case, or in each case 1 to 6 carbon atoms and 1 to 13 identical or different Benzyl optionally substituted by halogenoalkyl or halogenoalkoxy having a halogen atom,

T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or alkanediyl having 1 to 3 carbon atoms,

Ar ¹ each represents phenylene, naphthylene or cycloalkylene, optionally mono- or polysubstituted by the same or different substituents, or at least one of the reductions represents oxygen, sulfur or nitrogen, one or two more of the reductions Optionally 3 to 7 reduced heteroarylenes or heterocycloalkylenes representing nitrogen, where possible substituents are preferably

Halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl;

Alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl in each case having 1 to 6 carbon atoms and in each case straight or branched chain;

Alkenyl or alkenyloxy in each case having 2 to 6 carbon atoms and in each case straight or branched chain;

In each case halogen or alkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and in each case straight or branched chain Sulfonyl;

Halogenoalkenyl or halogenoalkenyloxy in each case having 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms and in each case straight or branched chain;

In each case an alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulfonyloxy, hydroxideiminoalkyl having 1 to 6 carbon atoms in each alkyl moiety and straight or branched in each case Or alkoximinoalkyl; And

Selected from the group consisting of cycloalkyl having 3 to 6 carbon atoms,

L ¹ , L ² , L ³ and L ⁴ are the same or different and independently from each other hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t -Butyl;

W represents hydrogen, fluorine, cyano or thiocyanato,

Z is halogen, cyano, hydroxyl, amino, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ -alkylsulfinyl and C ₁ -C ₄ -alkylsulfonyl (these Or in each case an alkyl of 1 to 8 carbon atoms optionally mono- or polysubstituted by the same or different substituents selected from the group consisting of

In each case up to 8 carbon atoms and optionally in each case represent a halogen-substituted alkenyl or alkynyl,

Tetrahydropyranyl, or

Halogen, cyano, carboxyl, phenyl (which is halogen, cyano, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -halogenoalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -halogenoalkoxy by is optionally substituted), C ₁ -C ₄ - alkyl and C ₁ -C ₄ - alkoxycarbonyl optionally substituted by identical or different substituents selected from the group consisting of carbonyl mono- or multi-substituted cycloalkyl of 3 to 6 carbon atoms , Or

Each represent phenyl, naphthyl or tetrahydrobenzofuranyl optionally mono- or polysubstituted by the same or different substituents, or

At least one of the reductions represents oxygen, sulfur or nitrogen, and one or two of the reductions represent 3 to 7 reductions of heterocyclyl, optionally representing nitrogen, wherein possible substituents are preferably

Halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl;

Alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl in each case having 1 to 6 carbon atoms and in each case straight or branched chain;

t-butyl-substituted tetrazole;

Alkenyl or alkenyloxy in each case having 2 to 6 carbon atoms and in each case straight or branched chain;

In each case halogen or alkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and in each case straight or branched chain Sulfonyl;

Halogenoalkenyl or halogenoalkenyloxy in each case having 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms and in each case straight or branched chain;

In each case an alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl or alkylsulfonyloxy which has 1 to 6 carbon atoms in each alkyl moiety and in each case is straight or branched;

The same or different substituents selected from the group consisting of halogen, straight or branched chain alkyl having 1 to 4 carbon atoms and straight or branched chain halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms Alkylene or dioxyalkylene optionally mono- or polysubstituted by each occurrence having 1 to 6 carbon atoms and in each case double bonded;

Cycloalkyl having 3 to 6 carbon atoms;

Heterocyclyl or heterocyclyl-methyl, in each case having 3 to 7 reductions, of which 1 to 3 are the same or different heteroatoms in each case-in particular nitrogen, oxygen and / or sulfur; And

group Wherein A ¹ represents alkyl having 1 to 4 carbon atoms or cycloalkyl of 1 to 6 carbon atoms, and A ² optionally cyano-, alkoxy-, alkylthio-, alkylamino-, dialkylamino- Or phenyl-substituted alkyl having 1 to 4 carbon atoms, in each case representing alkenyl or alkynyl having 2 to 4 carbon atoms), wherein the methoximinophenylacetamide of formula (I) is provided. do.

The present invention is particularly

A represents hydrogen, methyl, ethoxycarbonyl, ethyl or cyclopropyl, or has the same meaning as R,

R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, 1,1-difluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthio Carbonyl, or n- or i-propylthiocarbonyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or

-SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ ,

From here,

R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate,

R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, i-butoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, Methylsulfonyl, ethylsulfonyl, phenylsulfonyl or tolylsulfonyl,

G represents oxygen or in each case is optionally fluorine-, chlorine- or bromine-substituted dimethylene (ethane-1,2-diyl), ethene-1,2-diyl or in each case a bond to Z Represent one of the following groups:

From here,

n represents the number of 0, 1 or 2,

Q represents oxygen or sulfur,

R ⁸ represents hydrogen, cyano, methyl, ethyl or cyclopropyl,

R ⁹ represents hydrogen, methyl, ethyl or cyclopropyl,

R ¹⁰ represents hydrogen, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or optionally fluorine-, chlorine-, bromine-, cyano-, methyl-, Ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, methoxy-, ethoxy-, n- or i-propoxy-, trifluoromethyl-, trifluoro Roethyl-, difluoromethoxy-, trifluoromethoxy-, difluorochloromethoxy- or trifluoroethoxy-substituted benzyl,

T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or optionally substituted alkanediyl,

Ar ¹ each represents phenylene or pyridindiyl, optionally mono- to trisubstituted by the same or different substituents, or in each case optionally monosubstituted pyrimidinediyl, pyridazindiyl, pyrazindiyl, 1,2,3- Triazinediyl, 1,2,4-triazinediyl or 1,3,5-triazinediyl, 1,2,4-thiadiazoldiyl, 1,3,4-thiadiazoldiyl, 1 , 2,4-oxadiazolediyl or 1,3,4-oxadiazolediyl, where possible substituents are preferably

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, cyclopropyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio , Methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, Is selected from the group consisting of difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, and trifluoromethylsulfonyl,

L ¹ , L ² , L ³ and L ^{4, which} are the same or different and independently of each other, represent hydrogen, fluorine, chlorine, bromine, methyl or ethyl,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2- (1-methyl) -propyl, 2-methyl- Phenyl, 1,2,4-thia, which represents 2-buten-1-yl, propargyl, tetrahydropyranyl or t-butyl substituted tetrazol, or optionally mono- to trisubstituted by the same or different substituents, respectively Diazolyl, 1,3,4-thiadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, pyridinyl, pyrimidyl, tetrahydrobenzofuranyl, pyridazinyl, pyra Genyl, 1,2,3-triazinyl, 1,2,4-triazinyl or 1,3,5-triazinyl, where possible substituents are preferably

Amino, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, formyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- Or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy , Trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsul Optionally one- to four-substituted and in each case doubled by the same or different substituents selected from the group consisting of fonyl, methoxycarbonyl, ethoxycarbonyl, phenyl, fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively Bound methylenedioxy or ethylenedioxy, and groups Wherein A ¹ represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, cyclopropyl or cyclobutyl, and A ² represents methyl, ethyl, n- or i -Propyl, n-, i-, s- or t-butyl, allyl, propargyl, but-2-en-1-yl, 2-methyl-prop-1-en-3-yl, cyanomethyl, Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, methylthioethyl, ethylthioethyl, dimethylaminomethyl, dimethylaminoethyl, methylaminomethyl, methylaminoethyl or benzyl It relates to a compound of formula (I) selected from the group consisting of

Independently of the above-mentioned definitions, G is also particularly preferably oxygen, or in each case a group -Q-CH _2- , -C (R ⁸ ) = NO-CH _2- , -N which is bonded to Z on the left side. = C (R ⁸ ) -Q-CH _2- , -CH (R ⁸ ) -ON = CH-, -C (R ⁸ ) = NN = CH-, -C (= NOR ¹⁰ ) -C (R ⁸ ) = NO-CH _2- , -C (= NOR ¹⁰ ) -C (R ⁸ ) -ON = CH-, -C (= NOR ¹⁰ ) -C (R ⁸ ) -NN = CH- or -T-Ar ¹ -Q-, wherein R ⁸ , R ⁹ , R ¹⁰ , T, Ar ¹ and Q each have the above mentioned preferred or particularly preferred meanings.

L ¹ , L ² , L ³ and L ⁴ are the same or different and independently of each other each particularly preferably represent hydrogen.

Q particularly preferably represents oxygen.

W particularly preferably represents hydrogen.

Particularly preferred groups of compounds according to the invention are

A represents hydrogen, ethoxycarbonyl, methyl, ethyl or cyclopropyl, or has the same meaning as R,

R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, 1,1-difluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthio Carbonyl, or n- or i-propylthiocarbonyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or

-SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ ,

From here,

R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate,

R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, i-butoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, Methylsulfonyl, ethylsulfonyl, phenylsulfonyl or tolylsulfonyl,

G represents oxygen, or in particular -O-CH _2- ,

L ¹ , L ² , L ³ and L ⁴ each represent hydrogen,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2-methyl-2-buten-1-yl, propargyl Or tetrahydropyranyl, or in each case phenyl optionally substituted with one or three substituents by the same or different substituents, where possible substituents are preferably

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, tri Fluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, phenyl, Methylenedioxy or ethylenedioxy, optionally substituted one- to four-substituted and in each case double-bonded by the same or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively Wherein A ¹ represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, cyclopropyl or cyclobutyl, and A ² represents methyl, ethyl, n- or i -Propyl, n-, i-, s- or t-butyl, allyl, propargyl, but-2-en-1-yl, 2-methyl-prop-1-en-3-yl, cyanomethyl, Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, methylthioethyl, ethylthioethyl, dimethylaminomethyl, dimethylaminoethyl, methylaminomethyl, methylaminoethyl or benzyl It is a compound of general formula (I) selected from the group consisting of

Likewise, particularly preferred groups of compounds according to the invention are

A represents hydrogen, ethyl or methyl, or has the same meaning as R,

R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or

-SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ ,

From here,

R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate,

R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl,

G represents -C (R ⁸ ) = NO-CH _2- ,

R ⁸ represents cyclopropyl, or especially methyl,

L ¹ , L ² , L ³ and L ⁴ each represent hydrogen,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2-methyl-2-buten-1-yl or propargyl Or pyridyl, pyrimidyl, or in particular phenyl, optionally mono- to trisubstituted by the same or different substituents, respectively, where possible substituents are preferably

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluoro Chloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxy Optionally one selected from the same or different substituents selected from the group consisting of carbonyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, and fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively -To tetrasubstituted and in each case double bonded methylene A compound of formula (I) selected from the group consisting of dioxy or ethylenedioxy.

In addition, particularly preferred groups of compounds according to the invention are

A represents hydrogen, ethyl or methyl, or has the same meaning as R,

R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or

-SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ ,

From here,

R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate,

R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl,

G represents -T-Ar ¹ -O-,

Ar ¹ represents 1,2,4-thiadiazoldiyl, 1,3,4-thiadiazoldiyl, 1,2,4-oxadiazolediyl or 1,3,4-oxadiazolediyl, or To the same or different substituents each selected from the group consisting of fluorine, chlorine, cyano, methyl, cyclopropyl, methoxy, methylthio, trifluoromethyl, difluoromethoxy, trifluoromethoxy and difluorochloromethoxy Pyridindiyl, pyrimidindiyl or 1,3,5-triazinediyl, optionally mono- or disubstituted by

T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S-, methylene, ethylene or propylene,

L ¹ , L ² , L ³ and L ⁴ each represent hydrogen,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2- (1-methyl) -propyl, 2-methyl- 2-buten-1-yl or propargyl, or amino, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, formyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, trifluoromethyl, t-butyl-substituted tetrazole, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy, difluorochloromethoxy, trifluoro Ethoxy, trifluoromethoxy, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, and the same or different, each selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl and ethyl The same or selected from the group consisting of methylenedioxy or ethylenedioxy optionally mono- to tetrasubstituted and in each case double bonded by a substituent; Be optionally substituted by Han - to a compound of formula (I) represents a tri-substituted pyridyl, pyrimidyl, thienyl, tetrahydro-benzofuranyl, or especially phenyl.

Another particularly preferred group of compounds according to the invention is

A represents hydrogen or methyl or has the same meaning as R,

R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or

-SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ ,

From here,

R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate,

R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine,

R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino,

Y represents the same group as already bonded to the sulfur atom, or

If A represents methyl

R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl,

G represents -C (= NOR ¹⁰ ) -C (R ⁸ ) = NO-CH _2- ,

From here,

R ⁸ represents methyl or cyclopropyl,

R ¹⁰ represents hydrogen, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or optionally fluorine-, chlorine-, bromine-, cyano-, methyl-, Ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, methoxy-, ethoxy-, n- or i-propoxy-, trifluoromethyl-, trifluoro Roethyl-, difluoromethoxy-, trifluoromethoxy-, difluorochloromethoxy- or trifluoroethoxy-substituted benzyl,

L ¹ , L ² , L ³ and L ⁴ each represent hydrogen,

W represents hydrogen, fluorine, cyano or thiocyanato,

Z represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl or 2-methyl-2-buten-1-yl , Each of which represents pyridyl, pyrimidyl, or especially phenyl, optionally mono- to trisubstituted by the same or different substituents, where possible substituents are preferably

Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluoro Chloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxy Optionally mono- by the same or different substituents selected from the group consisting of carbonyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively To tetrasubstituted and in each case double bonded methylenedi State or ethylenedioxy and t- butyl-a compound of formula (I) is selected from the group consisting of a substituted tetra-sol.

Particular preference is given to compounds of the general formula (I) in which A represents methyl.

Particular preference is given to compounds of the formula (I) in which G represents oxygen, —O—CH ₂ —, —C (CH ₂ ) ═NO—CH ₂ — or optionally fluorine-substituted pyrimidinyloxy.

Particular preference is given to compounds of the general formula (I) wherein Z is unsubstituted or mono- or disubstituted phenyl.

Compounds of the general formula (I) in which R denotes the abovementioned substituents, for example alkyl-, halogenoalkyl-, optionally substituted phenyl-, alkoxycarbonyl- or dialkylaminothio, in which R is desirable.

Particular preference is given to compounds of the general formula (I) in which W represents hydrogen.

Particular preference is given to compounds of the general formula (I) in which L ¹ , L ² , L ³ and L each represent hydrogen.

The general or preferred radical definitions mentioned above apply to the final product of general formula (I) and also correspondingly to the starting materials or intermediates necessary in each case for their preparation.

These radical definitions may be combined with one another as desired, ie they include combinations between given ranges of preferred compounds.

Formula (II) provides a general definition of the amide required as starting material in carrying out the process according to the invention for preparing methoximinophenylacetamide of formula (I). In this general formula (II), A, G, L ¹ , L ² , L ³ , L ⁴ , W and Z are each preferably or in particular related to the description of the compounds of general formula (I) Meaning A, G, L ¹ , L ² , L ³ , L ⁴ , W and Z, which are mentioned as preferred or particularly preferred.

Amides of formula (II) are known and can be prepared by known methods (see eg EP-A-398 692, EP-A-528 681, WO 98/21 189).

Formula (III) provides a general definition of an electrophilic reagent which is further needed as a starting material in carrying out the process according to the invention for preparing methoximinophenylacetamide of formula (I). X represents a leaving group, for example halogen, preferably chlorine. When R represents alkylcarbonyl, carboxylic anhydride is also a suitable compound of formula (III) (ie R represents -CO-R ', wherein R' represents alkyl, preferably methyl or ethyl Indicates). If R represents alkylaminocarbonyl, the corresponding isocyanate is likewise a suitable reagent of general formula (III).

All reagents of formula (III) are known synthetic chemicals, and those skilled in the art know the reagents suitable for the particular case.

Suitable diluents for carrying out the process according to the invention are all inert organic solvents. They are preferably aliphatic, alicyclic or aromatic hydrocarbons such as petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin; Halogenated hydrocarbons such as chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, dichloroethane or trichloroethane; Ethers such as diethyl ether, diisopropyl ether, methyl t-butyl ether, methyl t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or an brush; Ketones such as acetone, butanone, methyl isobutyl ketone or cyclohexanone; Nitriles such as acetonitrile, propionitrile, n- or i-butyronitrile or benzonitrile; Amides such as N, N-dimethylformamide, N, N-dimethylacetamide, N-methylformanilide, N-methylpyrrolidone or hexamethylphosphoric triamide; Esters such as methyl acetate or ethyl acetate; Sulfoxides such as dimethyl sulfoxide; Sulfones such as sulfolane; Or alcohols such as t-butanol.

The process according to the invention is optionally carried out in the presence of a suitable acid acceptor. Suitable acid acceptors are all customary inorganic or organic bases. These are preferably alkaline earth metal or alkali metal hydrides, hydroxides, amides, alkoxides, carbonates or bicarbonates such as sodium hydride, potassium hydride, sodium amide, potassium t-butoxide, sodium hydroxide, potassium hydroxide, sodium carbonate, Potassium carbonate, potassium bicarbonate, sodium bicarbonate and also trimethylamine, triethylamine, tributylamine, N, N-dimethylaniline, N, N-dimethylbenzylamine, pyridine, N-methylpiperidine, N-methylmorpholine Tertiary amines such as N, N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU).

When carrying out the process according to the invention, the reaction temperature can vary within a relatively wide range. In general, the process according to the invention is carried out at temperatures of -100 to 80 ° C, preferably -80 to 50 ° C.

When carrying out the process according to the invention for the preparation of compounds of general formula (I), generally 1 to 3 moles, preferably 1 to 2 moles of general formula (III) per mole of amide of general formula (II) Electrophilic reagents are used.

The carrying out of the reaction and the workup and separation of the reaction product are generally carried out by known methods (see Preparation Examples).

The compounds according to the invention have an effective bactericidal activity and can be used to control unwanted microorganisms such as fungi and bacteria in crop protection and material protection.

Fungicides in crop protection include Plasmodiophoromycetes, Oomycetes, Chitridiomycetes, Zygomycetes, Ascomycetes. , Basidiomycetes and Deuteromycetes.

Bactericides are used to rescue Pseudomonadaceae, Rhizobiaceae, enterobacteriaceae, Corynebacteriaceae and Streptomycetaaceae in crop protection. .

Some examples of causative pathogens of fungal and bacterial diseases of the above genus are mentioned below, but not limited to:

Xanthomonas species, for example Xanthomonas campestris fib. Orizae (campestris pv. Oryzae);

Pseudomonas species, for example Pseudomonas shiringa fib. Lachrymans (syringae pv. Lachrymans);

Erwinia species, for example Erwinia amylovora;

Pythium species, for example Pythium ultimum;

Phytophthora species, for example Phytophthora infestans;

Pseudoperonospora species, such as, for example, Pseudoperonospora humuli or Pseudoperonospora cubensis;

Plasmopara species, for example Plasmopara viticola;

Bremia species, for example Bremia lactucae

Peronospora species, such as, for example, Peronospora pisi or Peronospora brassicae;

Erysiphe species, such as, for example, Erysiphe graminis;

Sphaerotheca species, for example spaerotheca fuliginea;

Podosphaera species, such as, for example, leucotricha;

Venturia species, for example Venturia ininaquialis;

Pyrenophora species, for example Pyrenophora teres or Pyrenophora graminea (conidia form: Drechslera, isoform: Helminthosporium ));

Cocciliobolus species, for example Cocciliobolus sativus (conidia form: Dresslera, isoform: Helmintosporium);

Uromyces species, for example uromyces appendiculatus;

Puccinia species, such as, for example, Puccinia recondita;

Sclerotinia species, for example Sclerotinia sclerotiorum;

Tilletia species, for example Tilletia caries;

Ustilago species, for example Ustilago nuda or Ustilago avenae;

Pellicularia species, such as, for example, Pelicularia sasaki;

Pyricularia species, such as, for example, Pyricularia oryzae;

Fusarium species, for example Fusarium culmorum;

Botrytis species, for example Botrytis cinerea;

Septoria species, for example Septoria nodorum;

Leptosphaeria species, for example Leptosperia nodorum;

Cercospora species, for example Cercospora canescens;

Alternaria species, for example Alternaria brassicae and

Pseudocercosporella species, for example Pseudocercosporella herpotrichoides.

Because the plants are tolerable to the active compounds at the concentrations necessary to control plant diseases, it is possible to treat the plant's ground, breeding stems and seeds, and soil.

The active compounds according to the invention can be used for cereal diseases such as erythrope species, fuchinia or fusarium species, grape cultivation and fruit and vegetable growth diseases such as venturia, spaeroteca, grapes spaera and plasticine. It can be used particularly successfully to control sumopara species, or rice disease, for example pyricuria species.

In addition, the active compounds according to the invention can also be used to increase crop yields. Moreover, they are low toxic and tolerant to plants.

The active compounds, depending on their particular physical and / or chemical properties, are conventional formulations such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and microcapsules in polymeric and seed coating compositions. And ULV cold and warm agents.

These formulations are known methods, for example by mixing the active compounds with extenders, ie liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surfactants, ie emulsifiers and / or dispersants and / or foam formers. To prepare. If the extender used is water, an organic solvent can also be used as an auxiliary solvent. Suitable liquid solvents are mainly aromatic compounds such as xylene, toluene or alkylnaphthalene; Chlorinated aromatic or chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride; Aliphatic hydrocarbons such as cyclohexane or paraffins such as petroleum fractions; Alcohols such as butanol or glycols and their ethers and esters; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone; Strong polar solvents such as dimethylformamide or dimethylsulfoxide, or water. Liquefied gaseous extenders or carriers refer to liquids that are gaseous at standard temperatures and atmospheric pressures and are, for example, halogenated hydrocarbons or aerosol propellants such as butane, propane, nitrogen and carbon dioxide. Solid carriers are, for example, ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as highly dispersed silica, alumina and silicates. Suitable granular carriers for granules are, for example, pulverized and classified natural rocks such as calcite, marble, pumice, calcite and dolomite, or synthetic granules of inorganic and organic powders, and organic such as sawdust, coconut husks, corn cobs and tobacco stems. Granules of matter. Suitable emulsifiers and / or foam formers are, for example, nonionic and anionic emulsifiers, for example polyoxyethylene fatty alcohol ethers such as polyoxyethylene fatty acid esters, alkylaryl polyglycol ethers, alkylsulfonates, alkylsulfates, aryls Sulfonates or protein hydrolysates. Suitable dispersants are for example lignin-sulfite waste liquors and methylcellulose.

Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or natural and synthetic phospholipids such as cephalin and lecithin Can be. Other additives include mineral oils and vegetable oils.

Colorants such as inorganic pigments such as iron oxide, titanium oxide and prussian blue, and organic pigments such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc; You can also use the same micronutrients.

The formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight of active compound.

The active compounds, depending on their particular physical and / or chemical properties, are conventional formulations such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and microcapsules in polymeric and seed coating compositions. And ULV cold and warm agents.

The active compounds according to the invention can be used on their own or in preparations, for example by mixing known fungicides, fungicides, acaricides, nematicides or insecticides in order to broaden the spectrum of action or to prevent resistance from developing. Can be used. In many cases a synergistic effect is observed. In other words, the activity of the mixture exceeds the activity of the individual components.

Examples of co-components in the mixtures are the following compounds:

Fungicides:

Aldimorph, Ampropyl Force, Ampropyl Force Potassium, Andoprim, Anilazine, Azaconazole, Azoxystrobin,

Benalacyl, Benodanil, Benomyl, Benzamacryl, Benzamacryl-Isobutyl, Bialaphos, Binapacryl, Biphenyl, Vitertanol, Blastisidin-S, Bromuconazole, Buprimate, Butiobate,

Calcium Polysulfides, Capsaicin, Captapol, Captan, Carbendazim, Carboxin, Carbon, Quinomethionate, Clobenthiazone, Chlorfenazole, Chloronev, Chloropicrine, Chlothalonil, Clozolinate, Chloro Zillacon, cupranev, cymoxanyl, cyproconazole, cyprodinyl, cypropuram,

Devacarb, dichlorophene, diclobutrazole, diclofloanid, diclomezin, dichloran, dietofencarb, difenokonazole, dimethirimol, dimethomorph, dinicoazole, dinicoazole -M, dinocap, diphenylamine, dipyrithione, ditalimphos, dithianon, dodemorph, dodine, drazosolone,

Edifene Force, Epoxyconazole, Etaconazole, Ethirimol, Etridiazole,

Sofasadon, phenafanil, phenarimol, fenbuconazole, fenfuram, phenytropane, fenpiclonyl, phenpropidine, fenpropormorph, fentin acetate, fentin hydroxide, ferbam, perimzone, flua Last, Flumetober, Fluoride, Fluquinconazole, Fluprimidol, Flusilazole, Flusulfamid, Flutolanil, Flutriafol, Polpet, Pocetyl-aluminum, Pocetyl-sodium, Phthalide , Fuberidazole, furlaxyl, furametpyr, furcarbonyl, furconazole, furconazole-cis, purmecyclox,

Guazatin,

Hexachlorobenzene, hexaconazole, hymexazole,

Imazalyl, imibenconazole, iminooctadine, iminooctadine albesylate, iminooctadine triacetate, iodocarb, ifconazole, iprobenfos (IBP), iprodione, irumamycin, isopro Thiolane, isovaledion,

Kasugamycin, cresoxime-methyl, copper preparations such as copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, auxin-copper and Bordeaux mixtures,

Mancoper, Mancozeb, Manev, Meperimzone, Mepanipyrim, Mepronyl, Metallaccil, Metconazole, Metasulfocarb, Metfuroxam, Methiram, Metomeclam, Metsulfobox, Mildiomycin , Michaelrobutanyl, michaelrozoline,

Nickel dimethyldithiocarbamate, nitrotal-isopropyl, noarimol,

Opuras, oxadixyl, oxamocarb, oxolinic acid, oxycarboxime, oxypentin,

Paclobutrazole, pepurazoate, fenconazole, pensicuron, phosphodiphene, fimaricin, piperaline, polyoxine, polyoxolim, probenazole, prochloraz, prosaimidone, propamocarb, Propanosine-sodium, propiconazole, propineb, pyrazophos, pyriphenox, pyrimethanyl, pyroquilon, pyroxipur,

Quinconazole, quintozen (PCNB),

Sulfur and sulfur preparations,

Tebuconazole, Teclophthalam, Tecnazen, Tecyclcyclase, Tetraconazole, Thiabendazole, Tiothiophene, Tifluzamide, Thiophanate-methyl, Thiram, Thioxymide, Tollclofos-methyl , Tolylufluoride, triadimefon, triadimenol, triazbutyl, triazoxide, triclamid, tricyclazole, tridemorph, trifluzol, tripolin, trityconazole,

Uniconazole,

Validamycin A, vinclozoline, viniconazole,

Zarrylamide, geneb, ziram, and also

Dagger G,

OK-8705,

OK-8801,

α- (1,1-dimethylethyl) -β- (2-phenoxyethyl) -1H-1,2,4-triazole-1-ethanol,

α- (2,4-dichlorophenyl) -β-fluoro-β-propyl-1H-1,2,4-triazole-1-ethanol,

α- (2,4-dichlorophenyl) -β-methoxy-α-methyl-1H-1,2,4-triazole-1-ethanol,

α- (5-methyl-1,3-dioxan-5-yl) -β-[[4- (trifluoromethyl) phenyl] methylene] -1H-1,2,4-triazole-1-ethanol ,

(5RS, 6RS) -6-hydroxy-2,2,7,7-tetramethyl-5- (1H-1,2,4-triazol-1-yl) -3-octanone,

(E) -α- (methoxyimino) -N-methyl-2-phenoxy-phenylacetamide,

1-isopropyl {2-methyl-1-[[[1- (4-methylphenyl) ethyl] amino] carbonyl] propyl} carbamate,

1- (2,4-dichlorophenyl) -2- (1H-1,2,4-triazol-1-yl) ethanone-O- (phenylmethyl) -oxime,

1- (2-methyl-1-naphthalenyl) -1H-pyrrole-2,5-dione,

1- (3,5-dichlorophenyl) -3- (2-propenyl) -2,5-pyrrolidinedione,

1-[(diiodomethyl) sulfonyl] -4-methylbenzene,

1-[[2- (2,4-dichlorophenyl) -1,3-dioxolan-2-yl] methyl] -1H-imidazole,

1-[[2- (4-chlorophenyl) -3-phenyloxyranyl] methyl] -1 H-1,2,4-triazole,

1- [1- [2-[(2,4-dichlorophenyl) methoxy] phenyl] ethenyl] -1 H-imidazole,

1-methyl-5-nonyl-2- (phenylmethyl) -3-pyrrolidinol,

2 ', 6'-dibromo-2-methyl-4'-trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide,

2,2-dichloro-N- [1- (4-chlorophenyl) ethyl] -1-ethyl-3-methylcyclopropanecarboxamide,

2,6-dichloro-5- (methylthio) -4-pyrimidinyl thiocyanate,

2,6-dichloro-N- (4-trifluoromethylbenzyl) -benzamide,

2,6-dichloro-N-[[4- (trifluoromethyl) phenyl] methyl] benzamide,

2- (2,3,3-triiodo-2-propenyl) -2H-tetrazole,

2-[(1-methylethyl) sulfonyl] -5- (trichloromethyl) -1,3,4-thiadiazole,

2-[[6-deoxy-4-O- (4-O-methyl-β-D-glycopyranosyl) -α-D-glucopyranosyl] amino] -4-methoxy-1 H-pyrrolo [ 2,3-d] pyrimidine-5-carbonitrile,

2-aminobutane,

2-bromo-2- (bromomethyl) pentanedinitrile,

2-chloro-N- (2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl) -3-pyridinecarboxamide,

2-chloro-N- (2,6-dimethylphenyl) -N- (isothiocyanatomethyl) acetamide,

2-phenylphenol (OPP),

3,4-dichloro-1- [4- (difluoromethoxy) phenyl] -1H-pyrrole-2,5-dione,

3,5-dichloro-N- [cyano-[(1-methyl-2-propynyl) oxy] methyl] benzamide,

3- (1,1-dimethylpropyl) -1-oxo-1H-indene-2-carbonitrile,

3- [2- (4-chlorophenyl) -5-ethoxy-3-isoxazolidinyl] pyridine,

4-chloro-2-cyano-N, N-dimethyl-5- (4-methylphenyl) -1H-imidazole-1-sulfonamide,

4-methyltetrazolo [1,5-a] quinazolin-5 (4H) -one,

8- (1,1-dimethylethyl) -N-ethyl-N-propyl-1,4-dioxaspiro [4,5] decan-2-methanamine,

8-hydroxyquinoline sulfate,

9H-Xanthene-2-[(phenylamino) carbonyl] -9-carboxylic acid hydrazide,

Bis- (1-methylethyl) -3-methyl-4-[(3-methylbenzoyl) oxy] -2,5-thiophendicarboxylate,

Cis-1- (4-chlorophenyl) -2- (1H-1,2,4-triazol-1-yl) -cycloheptanol,

Cis-4- [3- [4- (1,1-dimethylpropyl) phenyl-2-methylpropyl] -2,6-dimethylmorpholine hydrochloride,

Ethyl [(4-chlorophenyl) azo] cyanoacetate,

Potassium bicarbonate,

Methane tetrathiol sodium salt,

Methyl 1- (2,3-dihydro-2,2-dimethyl-1H-inden-1-yl) -1H-imidazole-5-carboxylate,

Methyl N- (2,6-dimethylphenyl) -N- (5-isoxazolylcarbonyl) -DL-alanineate,

Methyl N- (chloroacetyl) -N- (2,6-dimethylphenyl) -DL-alanineate,

N- (2,3-dichloro-4-hydroxyphenyl) -1-methyl-cyclohexanecarboxamide,

N- (2,6-dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-furanyl) -acetamide,

N- (2,6-dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-thienyl) -acetamide,

N- (2-chloro-4-nitrophenyl) -4-methyl-3-nitrobenzenesulfonamide,

N- (4-cyclohexylphenyl) -1,4,5,6-tetrahydro-2-pyrimidinamine,

N- (4-hexylphenyl) -1,4,5,6-tetrahydro-2-pyrimidinamine,

N- (5-chloro-2-methylphenyl) -2-methoxy-N- (2-oxo-3-oxazolidinyl) -acetamide,

N- (6-methoxy) -3-pyridinyl-cyclopropanecarboxamide,

N- [2,2,2-trichloro-1-[(chloroacetyl) amino] ethyl] benzamide,

N- [3-chloro-4,5-bis (2-propynyloxy) phenyl) -N'-methoxymethaneimideamide,

N-formyl-N-hydroxy-DL-alanine-monosodium salt,

O, O-diethyl [2- (dipropylamino) -2-oxoethyl] ethylphosphoramidothioate,

O-methyl S-phenyl phenylpropylphosphoramidothioate,

S-methyl 1,2,3-benzothiadiazole-7-carbothioate,

Spiro [2H] -1-benzopyran-2,1 '(3'H) -isobenzofuran-3'-one.

disinfectant:

Bronopol, dichlorophene, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octylinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, teclophthalam, copper sulfate and other copper agents.

Pesticides / Acaricides / Nematicides:

Abamectin, Acetate, Acetamiprid, Acrinatrin, Alanicarb, Aldicarb, Aldoxicarb, Alphacypermethrin, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Aza Metifos, azinfos A, azinfos M, azocyclotin,

Bacillus popilia, Bacillus sp. Erythose, Bacillus subtilis, Bacillus thuringiensis, Baculoviruses, Buberia bassiana, Buberia tenella, Bendiocab, Benpuracab, Bensultop, Benzosimate, Beta Cyfluthrin, bifenazate, bifenthrin, vietanomethrin, biopermethrin, BPMC, bromophos A, bufencarb, buprofezin, butathiophos, butocarboxime, butylpyridaben,

Kadusafos, cabaril, cabofuran, cabofennotion, carbosulphan, cartop, chloretocarb, chlorethoxy force, chlorfenapyr, chlorfenbinfos, chlorfluazuron, chlormephos, chlorpyrufos, chlor Pyriphos M, clovapotrin, cis-resmethrin, cispermethrin, clocithin, clotocarb, clofenthezin, cyanophosph, cycloprene, cyprotrin, cyfluthrin, cyhalothrin, cy Hexatin, cypermethrin, cyromargin,

Deltamethrin, Demethone M, Demethone S, Demethone-S-methyl, Diapentiuuron, Diazinon, Dichlorbose, Diflubenzuron, Dimethoate, Dimethylbinfos, Diophenolran, Disulfotone, Docusat Sodium, dofenaphine,

Eflusilanate, emamectin, empentrin, endosulfan, entomorphora species, esfenvalerate, thiophencarb, ethion, etoprophos, etofenprox, ethoxazole, ethrimfoss,

Fenamifos, phenaquinone, fenbutatin oxide, phenythrothione, phenothiocarb, phenoxa cream, phenoxycarb, phenpropatrine, fenpyrad, phenpyrithine, fenpyrroxate, fenvallate, blood Pronyl, fluazinam, fluazuron, flubrocithinate, flucycloroxinone, flucitalinate, flufenoxuron, flutginine, fluvalinate, phonophos, phosphmethylene, phosphthiazate, Pufenfenrox, furateocarb,

Granulosis virus,

Halofenozide, HCH, heptenophos, hexaflumuron, hexiaxose, hydroprene,

Imidacloprid, isosaphos, isopenfos, isoxation, ivermectin,

Nuclea polyhedrosis virus,

Lambda-cyhalothrin, lufenuron,

Malathion, Mecarbam, Metaldehyde, Metamidophos, Metadium Anisoplia, Metazymeium Flavoviride, Metidathione, Methiocarb, Methomil, Methoxyfenozide, Metholcarb, Methion Toxadiazone, mevinforce, millvemectin, monoclotophos,

Naled, nitenpyram, nithiazine, novaluron,

Ometoate, oxamyl, oxydemethone M,

Paesilomyses furosorose, parathion A, parathion M, permethrin, pentoate, forate, posalon, phosphmet, phosphamidone, bombardment, pyrimicab, pyrimifos A, pyrimifos M, pro Phenophos, promecarb, propoxur, prothiophos, protoate, pymetrozine, pyraclophos, pyresmethrin, pyrethrum, pyridaben, pyridation, pyrimidipene, pyriproxyfen,

Quinal Force,

Ribavirin,

Salitione, cebufoss, silafluorene, spinosad, sulfotep, sulfpropos,

Tau-fluvalinate, tebufenozide, tebufenpyrad, tebupyrimifos, teflubenzuron, tefluthrin, temephos, themibinfos, terbufos, tetrachlorbinfos, theta-cypermethrin, Thiamethoxam, thiapronyl, thiatrifoss, thiocyclam hydrogen oxalate, thiodicarb, thiophanox, thuringiencin, tralositerin, tralomethrin, triarate, triamate, tria Zofos, triazuron, triclofenidine, trichlorphone, triple lumuron, trimetacarb,

Vamidothione, vinylliprol, vertilium recany,

YI 5302,

Zeta-cypermethrin, zolapropos,

(1R-cis)-[5- (phenylmethyl) -3-furanyl] -methyl-3-[(dihydro-2-oxo-3 (2H) -furanylidene) -methyl] -2,2- Dimethylcyclopropanecarboxylate,

(3-phenoxyphenyl) -methyl-2,2,3,3-tetramethylcyclopropanecarboxylate,

1-[(2-chloro-5-thiazolyl) methyl] tetrahydro-3,5-dimethyl-N-nitro-1,3,5-triazine-2 (1H) -imine,

2- (2-chloro-6-fluorophenyl) -4- [4- (1,1-dimethylethyl) phenyl] -4,5-dihydro-oxazole,

2- (acetyloxy) -3-dodecyl-1,4-naphthalenedione,

2-chloro-N-[[[4- (1-phenylethoxy) -phenyl] -amino] -carbonyl] -benzamide,

2-chloro-N-[[[4- (2,2-dichloro-1,1-difluoroethoxy) -phenyl] -amino] -carbonyl] -benzamide,

3-methylphenyl propylcarbamate,

4- [4- (4-ethoxyphenyl) -4-methylpentyl] -1-fluoro-2-phenoxy-benzene,

4-chloro-2- (1,1-dimethylethyl) -5-[[2- (2,6-dimethyl-4-phenoxyphenoxy) ethyl] thio] -3 (2H) -pyridazinone,

4-chloro-2- (2-chloro-2-methylpropyl) -5-[(6-iodo-3-pyridinyl) methoxy] -3 (2H) -pyridazinone,

4-chloro-5-[(6-chloro-3-pyridinyl) methoxy] -2- (3,4-dichlorophenyl) -3 (2H) -pyridazinone,

Bacillus thuringiensis strain EG-2348,

[2-benzoyl-1- (1,1-dimethylethyl) hydrazinobenzoic acid,

2,2-dimethyl-3- (2,4-dichlorophenyl) -2-oxo-1-oxaspiro [4.5] dec-3-en-4-yl butanoate,

[3-[(6-chloro-3-pyridinyl) methyl] -2-thiazolidinylidene] -cyanamide,

Dihydro-2- (nitromethylene) -2H-1,3-thiazine-3 (4H) -carboxaldehyde,

Ethyl [2-[[1,6-dihydro-6-oxo-1- (phenylmethyl) -4-pyridazinyl] oxy] ethyl] -carbamate,

N- (3,4,4-trifluoro-1-oxo-3-butenyl) -glycine,

N- (4-chlorophenyl) -3- [4- (difluoromethoxy) phenyl] -4,5-dihydro-4-phenyl-1H-pyrazole-1-carboxamide,

N-[(2-chloro-5-thiazolyl) methyl] -N'-methyl-N "-nitro-guanidine,

N-methyl-N '-(1-methyl-2-propenyl) -1,2-hydrazinedicarbothioamide,

N-methyl-N'-2-propenyl-1,2-hydrazinedicarbothioamide,

O, O-diethyl [2- (dipropylamino) -2-oxoethyl] -ethylphosphoramidothioate.

It is also possible to mix with other known active compounds such as herbicides, fertilizers and growth regulators.

The active compounds can be used on their own, in the form of commercially available formulations thereof, or in the forms of use prepared from them, such as ready-to-use solutions, suspensions, hydrating powders, pastes, soluble powders, powders and granules. It is used by conventional methods such as pouring, spraying, misting, spraying, foaming, brushing and the like. In addition, the active compounds may be applied by a microvolume method or the active compound preparation or the active compound itself may be injected into the soil. Seeds of plants may also be treated.

When the active compounds according to the invention are used as fungicides, the application rate can vary within a relatively wide range depending on the application form. When treating parts of plants, the application rate of the active compounds is generally from 0.1 to 10,000 g / dl (weight), preferably from 10 to 1,000 g / dl (weight). When treating seed, the application rate of the active compound is generally from 0.001 to 50 g, preferably from 0.01 to 10 g per kg of seed. When treating the soil, the application rate of the active compound is generally 0.1 to 10,000 g / dL, preferably 1 to 5,000 g / dL.

Manufacturing Example

Example 1

At 0-5 ° C., 1.1 g (3.5 mmol) of 2-methoxyimino-2- [2- (methylphenoxy) methylphenyl] -N-methylacetamide was added sodium hydride (60 in mineral oil) in 15 ml of tetrahydrofuran. %) Was added to a suspension of 0.17 g (4.2 mmol) and the mixture was stirred for 30 minutes. Then 0.493 g (3.9 mmol) of methoxycarbonyl sulfinyl chloride was added dropwise while further cooling at -70 ° C. The reaction mixture was then stirred at rt overnight, the inorganic material was filtered off, and then the solvent was distilled off under reduced pressure. The residue was chromatographed on silica gel using cyclohexane / ethyl acetate (3: 1). 1.24 g (88% of theory) of 2-Methoximino-2- [2- (methylphenoxy) -methylphenyl] -N-methyl-N-methoxycarbonylthio-acetamide were obtained as a colorless oil.

HPLC: log P = 4.25.

Example 2

3.15 g (0.00663 mol) of 2- {2- [6- (2-bromophenoxy) -5-fluoropyrimidin-4-yloxy] -phenyl} -2-methoxyimino-N-methyl-acetamide ) Was dissolved in 25 ml of pyridine and cooled to 0 ° C. 1.12 g (0.0066 mol) of dichlorofluoromethanesulfinyl chloride were added dropwise and the mixture was stirred at 5 ° C. for 8 hours. The reaction mixture was poured into 200 ml of ice-cold 2N hydrochloric acid and extracted with diethyl ether. The organic phase is dried over sodium sulfate and the solvent is distilled off under reduced pressure. The residue was chromatographed on silica gel using n-hexane: acetone (4: 1). 2- {2- [6- (2-Bromophenoxy) -5-fluoropyrimidin-4-yloxy] -phenyl} -N- (dichlorofluoro-methyl-sulfanyl) -2-methoxy is 0.3 g (6.37% of theory; purity according to HPLC: 81.6%) of mino-N-methylacetamide were obtained.

logP = 5.10

LC / MS: M = 614, 612, 611, 609, 607, 589, 577, 520, 489, 478, 477, 475, 459, 457, 388, 366.

^' H NMR Spectrum (DMSOd ₆ / TMS): δ = 3.35 (3H); 3.74 (3 H); 7.29-7.34 (1 H); 7.40-7.62 (6H); 7.78-7. 81 (1 H); 8.17 (1 H) ppm.

Compounds of the general formula (Ia) according to the invention mentioned in Table 1 below by the methods of Examples 1 and 2 and according to the general description of the preparation process according to the invention for the preparation of compounds of general formula (I) It is also possible to obtain:

Table 1:

^* ) logP values were determined according to EEC-Directive 79/831 Annex V. A8 by HPLC (gradient method, acetonitrile / 0.1% aqueous phosphoric acid).

Example of use:

Example A

Plasmopara test (vine) / protection

Solvent: 47 parts by weight of acetone

Emulsifier: 3 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for protective activity, young plants were sprayed with the active compound preparation at the specified application rate. After the spray coating was dried, the plants were inoculated with an aqueous spore suspension of Plasmopara viticola and placed in a culture room at about 20 ° C. and 100% relative atmospheric humidity for one day. Subsequently, the plants were placed in a greenhouse at about 21 ° C. and about 90% relative atmospheric humidity for 5 days. The plants were then moistened and left in the culture room for one day.

Evaluation was performed 6 days after the inoculation. 0% refers to the efficacy corresponding to the control, and 100% means that no infection was observed.

In this test, Examples (1), (3), (5), (6), (7), (8), (9), (11), (13), (20), (21), (22), (23), (24), (25), (26), (32), (40), (44), (46), (52), (54), (55), (56 ), (57), (61), (63), (64), (66), (67), (68), (69), (70), (71), (72), (73), (75), (86), (88), (91), (92), (93), (97), (100), (101), (102), (105), (106), (109) ), (117), (128), (141) and (143) exhibited at least 90% effectiveness at an application rate of 100 g / ha.

Example B

Grape Spaera Test (Apple) / Protection

Solvent: 47 parts by weight of acetone

Emulsifier: 3 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for protective activity, young plants were sprayed with the active compound preparation at the specified application rate. After the spray coating was dried, the plants were inoculated with an aqueous spore suspension of Podosphaera leucotricha, an apple white powder pathogen. The plants were then placed in a greenhouse at about 23 ° C. and about 70% relative atmospheric humidity.

Evaluation was carried out 10 days after the inoculation. 0% means effectiveness corresponding to the control and 100% means no infection was observed.

In this test, Examples (1), (5), (6), (7), (10), (11), (13), (20), (21), (22), (23), (26), (32), (40), (46), (52), (54), (56), (57), (61), (64), (66), (67), (68 ), (69), (70), (72), (75), (86), (88), (91), (92), (100), (101), (141), and (143). The materials according to the invention described exhibited at least 90% effectiveness at an application rate of 100 g / ha.

Example C

Spaerotheca test (cucumber) / protection

Solvent: 47 parts by weight of acetone

Emulsifier: 3 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for protective activity, young plants were sprayed with the active compound preparation at the specified application rate. After the spray coating was dried, the plants were inoculated with an aqueous spore suspension of Sphaerotheca fuliginea. The plants were then placed in a greenhouse at about 23 ° C. and about 70% relative atmospheric humidity.

Evaluation was carried out 10 days after the inoculation. 0% means efficacy corresponding to the control, and 100% efficacy means that no infection was observed.

In this test, Examples (1), (3), (5), (6), (7), (8), (9), (11), (12), (13), (20), (21), (22), (23), (24), (25), (26), (32), (40), (44), (45), (46), (52), (54 ), (55), (56), (57), (61), (63), (64), (66), (67), (68), (69), (71), (72), (73), (75), (86), (88), (91), (92), (93), (97), (100), (101), (102), (105), (106) ), (109), (117), (128), (141) and (143) exhibited at least 90% effectiveness at an application rate of 100 g / ha.

Example D

Venturi Test (Apple) / Protection

Solvent: 47 parts by weight of acetone

Emulsifier: 3 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for protective activity, young plants were sprayed with the formulation of the active compound at the specified application rate. After the spray coating was dried, the plants were inoculated with an aqueous conidia suspension of Venturia inaequalis, the causative agent of apple dermatitis, and placed in an incubator at about 20 ° C. and 100% relative atmospheric humidity for one day. .

The plants were then placed in a greenhouse at about 21 ° C. and a relative atmospheric humidity of about 90%.

Evaluation was carried out 12 days after the inoculation. 0% means efficacy corresponding to the control, and 100% efficacy means that no infection was observed.

In this test, Examples (1), (3), (5), (6), (7), (8), (9), (10), (11), (12), (13), (14), (15), (20), (21), (22), (23), (24), (25), (26), (32), (40), (44), (52) ), (54), (55), (56), (57), (63), (64), (66), (71), (72), (73), (75), (86), (88), (91), (92), (93), (97), (100), (101), (102), (105), (106), (109), (117), (128 ), (141) and (143) the material according to the invention showed at least 90% effectiveness at an application rate of 10 g / ha.

Example E

Fusarium nivale (var.nivale) test (wheat) / protective

Solvent: 25 parts by weight of N, N-dimethylacetamide

Emulsifier: 0.6 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for protective activity, young plants were sprayed with the formulation of the active compound at the specified application rate. After the spray coating was dried, the plants were sprayed with a conidia suspension of Fusarium nivale.

The plants were placed in a transparent culture hood in a greenhouse at a temperature of about 15 ° C. and about 100% relative atmospheric humidity.

Evaluation was performed 4 days after the inoculation. 0% means efficacy corresponding to the control, and 100% efficacy means that no infection was observed.

In this test, Examples (5), (67), (68), (100), (101), (102), (103), (104), (105), (106), (109), (114), (115), (116), (117), (118), (119), (120), (121), (122), (123), (124), (125), (126 The materials according to the invention described in (130), (134), (138) and (139) showed at least 90% effectiveness at an application rate of 250 g / ha.

Example F

Erycife test (barley) / healing

Solvent: 25 parts by weight of N, N-dimethylacetamide

Emulsifier: 0.6 parts by weight of alkylaryl polyglycol ether

One part by weight of the active compound is mixed with the specified amount of solvent and emulsifier and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.

To test for healing activity, young plants can be used with E. ci. Graminis F. SP. Spores of Hordei (Erysiphe graminis f. Sp.hordei) were sprayed. 48 hours after inoculation, the plants were sprayed with the active compound preparation at the designated application rate.

The plants were placed in a greenhouse at a temperature of about 20 ° C. and about 80% relative atmospheric humidity to promote the development of mildew pustules.

Evaluation was carried out 7 days after the inoculation. 0% means efficacy corresponding to the control, and 100% efficacy means that no infection was observed.

In this test, Examples (5), (67), (68), (100), (101), (102), (103), (106), (107), (108), (109), 250 g / of material according to the invention as described in (110), (113), (114), (115), (116), (117), (119), (123), (124) and (128) The application rate of ha was more than 90%.

Claims (16)

Compounds of the general formula (I) Where A represents hydrogen, alkoxycarbonyl, methyl, ethyl or cyclopropyl, or has the same meaning as R, R Silver alkylthio, halogenoalkylthio, optionally substituted arylthio, alkoxycarbonylthio, alkylthiocarbonyl, -S-Y, -S-N (R^OneR²), -CO-N (R³R⁴), -CN, -CH₂-O-R⁵, -PO (OR⁶R⁷Or -PS (OR⁶R⁷, From here, R ¹ represents alkyl, R ² represents alkyl or alkoxycarbonyl or, together with R ¹ and the nitrogen atom to which they are attached, represents an optionally substituted heterocyclic ring, R ³ represents alkyl or optionally substituted aryl, R ⁴ represents alkylthio, alkylsulfonyl or halogenoalkylthio or, together with R ³ and the nitrogen atom to which they are attached, represents an optionally substituted heterocyclic ring, R ⁵ represents alkyl, R ⁶ represents alkyl, R ⁷ represents alkyl, alkoxy or alkylamino, Y represents the same group as already attached to the S atom, or If A represents methyl R also represents alkylcarbonyl, alkoxycarbonyl, halogenoalkoxycarbonyl, alkoxycarbonylcarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylsulfonyl or optionally substituted arylsulfonyl, G represents a single bond, oxygen or sulfur, or in each case optionally halogen-, hydroxyl-, alkyl-, halogenoalkyl- or cycloalkyl-substituted alkanediyl, alkenediyl, alkyndiyl or in each case The left represents one of the following groups bonded to Z: From here, Ar ¹ represents an optionally substituted arylene, heteroarylene, cycloalkylene or heterocycloalkylene (ie, a double bonded aliphatic ring in which one or more carbon atoms are replaced by a heteroatom, ie, an atom different from carbon), n represents the number of 0, 1 or 2, Q represents oxygen or sulfur, R ⁸ represents hydrogen, cyano or, in each case, optionally substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino or cycloalkyl, R ⁹ represents hydrogen, hydroxyl, cyano, or optionally substituted alkyl, alkoxy or cycloalkyl in each case, R ¹⁰ represents hydrogen, alkyl or optionally substituted benzyl, T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or optionally substituted alkanediyl, L ¹ , L ² , L ³ and L ⁴ are the same or different and independently from each other represent hydrogen, halogen or alkyl, W represents hydrogen, fluorine, cyano or thiocyanato, Z represents in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl or heterocyclyl. The method of claim 1, A represents hydrogen, methyl, ethoxycarbonyl, ethyl or cyclopropyl, or has the same meaning as R, R In each case represents an alkylthio, halogenoalkylthio, alkoxycarbonylthio or alkylthiocarbonyl having from 1 to 4 carbon atoms in the alkyl chain, or halogen, cyano or in each case having from 1 to 4 carbon atoms Phenylthio optionally substituted by halogenoalkyl or halogenoalkoxy having alkyl, alkoxy or alkoxycarbonyl, in each case having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, or -SY, -SN (R^OneR²), -CO-N (R³R⁴), -CN, -CH₂-O-R⁵, -PO (OR⁶R⁷Or -PS (OR⁶R⁷, From here, R ¹ represents alkyl having 1 to 4 carbon atoms, R ² represents an alkyl having 1 to 4 carbon atoms or alkoxycarbonyl having 1 to 4 carbon atoms at the alkyl moiety, or 5 together with R ¹ and the nitrogen atom to which they are attached, optionally 5 or 6 ring member heterocyclic ring, R ³ represents alkyl having 1 to 4 carbon atoms, or halogen, alkyl or alkoxy having 1 to 6 carbon atoms in each case, 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms in each case Phenyl optionally substituted with halogenoalkyl or halogenoalkoxy having R ⁴ is or represent halogenoalkyl alkylthio having 1 to 4 alkyl Kio or alkylsulfonyl having from one carbon atom, or 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms in each case, R ³ and Together with the nitrogen atom to which they are attached, represent a 5 or 6 reduced heterocyclic ring, optionally methyl- or ethyl-substituted, R ⁵ represents alkyl having 1 to 4 carbon atoms, R ⁶ represents alkyl having 1 to 4 carbon atoms, R ⁷ represents in each case alkyl, alkoxy or alkylamino having from 1 to 4 carbon atoms in the alkyl chain, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also in each case alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylcarbonyl, halogenoalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or alkylsulfonyl having 1 to 4 carbon atoms in the alkyl chain Or phenylsulfonyl optionally substituted by alkyl having 1 to 4 carbon atoms, G represents a single bond, oxygen or sulfur or in each case has up to 4 carbon atoms and in each case is optionally halogen-, hydroxyl-, C ₁ -C ₄ -alkyl-, C ₁ -C ₄ -halogeno Alkyl- or C ₃ -C ₆ -cycloalkyl-substituted alkanediyl, alkenediyl, alkyndiyl or in each case one of the following groups bonded to Z: From here, n represents the number of 0, 1 or 2, Q represents oxygen or sulfur, R ⁸ represents hydrogen or cyano or in each case has 1 to 6 carbon atoms in the alkyl group and in each case is optionally halogen-, cyano- or C ₁ -C ₄ -alkoxy-substituted alkyl, alkoxy, alkyl Cyclo, which represents thio, alkylamino or dialkylamino, optionally halogen-, cyano-, carboxyl-, C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxycarbonyl-substituted carbon atoms Alkyl, R ⁹ represents hydrogen, hydroxyl or cyano, optionally halogen-, cyano- or C ₁ -C ₄ -alkoxy-substituted alkyl of 1 to 6 carbon atoms, or optionally halogen-, cyano- , Carboxyl-, C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxycarbonyl-substituted cycloalkyl having 3 to 6 carbon atoms, R ¹⁰ represents hydrogen or C ₁ -C ₄ -alkyl, or halogen, alkyl or alkoxy having 1 to 6 carbon atoms in each case, or in each case 1 to 6 carbon atoms and 1 to 13 identical or different Benzyl optionally substituted by halogenoalkyl or halogenoalkoxy having a halogen atom, T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or alkanediyl having 1 to 3 carbon atoms, Ar ¹ each represents phenylene, naphthylene or cycloalkylene, optionally mono- or polysubstituted by the same or different substituents, or at least one of the reductions represents oxygen, sulfur or nitrogen, one or two more of the reductions Optionally 3 to 7 reduced heteroarylenes or heterocycloalkylenes representing nitrogen, where possible substituents are preferably Halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; Alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl in each case having 1 to 6 carbon atoms and in each case straight or branched chain; Alkenyl or alkenyloxy in each case having 2 to 6 carbon atoms and in each case straight or branched chain; In each case halogen or alkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and in each case straight or branched chain Sulfonyl; Halogenoalkenyl or halogenoalkenyloxy in each case having 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms and in each case straight or branched chain; In each case an alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulfonyloxy, hydroxideiminoalkyl having 1 to 6 carbon atoms in each alkyl moiety and straight or branched in each case Or alkoximinoalkyl; And Selected from the group consisting of cycloalkyl having 3 to 6 carbon atoms, L ¹ , L ² , L ³ and L ⁴ are the same or different and independently from each other hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t -Butyl; W represents hydrogen, fluorine, cyano or thiocyanato, Z is halogen, cyano, hydroxyl, amino, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ -alkylsulfinyl and C ₁ -C ₄ -alkylsulfonyl (these Or in each case an alkyl of 1 to 8 carbon atoms optionally mono- or polysubstituted by the same or different substituents selected from the group consisting of In each case up to 8 carbon atoms and optionally in each case represent a halogen-substituted alkenyl or alkynyl, Tetrahydropyranyl, or Halogen, cyano, carboxyl, phenyl (which is halogen, cyano, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -halogenoalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -halogenoalkoxy by is optionally substituted), C ₁ -C ₄ - alkyl and C ₁ -C ₄ - alkoxycarbonyl optionally substituted by identical or different substituents selected from the group consisting of carbonyl mono- or multi-substituted cycloalkyl of 3 to 6 carbon atoms , Or Each represent phenyl, naphthyl or tetrahydrobenzofuranyl optionally mono- or polysubstituted by the same or different substituents, or At least one of the reductions represents oxygen, sulfur or nitrogen, and one or two of the reductions represent 3 to 7 reductions of heterocyclyl, optionally representing nitrogen, wherein possible substituents are preferably Halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; Alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl in each case having 1 to 6 carbon atoms and in each case straight or branched chain; Alkenyl or alkenyloxy in each case having 2 to 6 carbon atoms and in each case straight or branched chain; In each case halogen or alkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and in each case straight or branched chain Sulfonyl; t-butyl-substituted tetrazole; Halogenoalkenyl or halogenoalkenyloxy in each case having 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms and in each case straight or branched chain; In each case an alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl or alkylsulfonyloxy which has 1 to 6 carbon atoms in each alkyl moiety and in each case is straight or branched; Phenyl; The same or different substituents selected from the group consisting of halogen, straight or branched chain alkyl having 1 to 4 carbon atoms and straight or branched chain halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms Alkylene or dioxyalkylene optionally mono- or polysubstituted by each occurrence having 1 to 6 carbon atoms and in each case double bonded; Cycloalkyl having 3 to 6 carbon atoms; Heterocyclyl or heterocyclyl-methyl, in each case having 3 to 7 reductions, of which 1 to 3 are the same or different heteroatoms in each case-in particular nitrogen, oxygen and / or sulfur; And group Wherein A ¹ represents alkyl having 1 to 4 carbon atoms or cycloalkyl of 1 to 6 carbon atoms, and A ² optionally cyano-, alkoxy-, alkylthio-, alkylamino-, dialkylamino- Or phenyl-substituted alkyl having 1 to 4 carbon atoms, in each case alkenyl or alkynyl having 2 to 4 carbon atoms. The method of claim 1, A represents hydrogen, methyl, ethoxycarbonyl, ethyl or cyclopropyl, or has the same meaning as R, R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, 1,1-difluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthio Carbonyl, or n- or i-propylthiocarbonyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or -SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ , From here, R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate, R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, i-butoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, Methylsulfonyl, ethylsulfonyl, phenylsulfonyl or tolylsulfonyl, G represents oxygen or in each case is optionally fluorine-, chlorine- or bromine-substituted dimethylene (ethane-1,2-diyl), ethene-1,2-diyl or in each case a bond to Z Represent one of the following groups: From here, n represents the number of 0, 1 or 2, Q represents oxygen or sulfur, R ⁸ represents hydrogen, cyano, methyl, ethyl or cyclopropyl, R ⁹ represents hydrogen, methyl, ethyl or cyclopropyl, R ¹⁰ represents hydrogen, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or optionally fluorine-, chlorine-, bromine-, cyano-, methyl-, Ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, methoxy-, ethoxy-, n- or i-propoxy-, trifluoromethyl-, trifluoro Roethyl-, difluoromethoxy-, trifluoromethoxy-, difluorochloromethoxy- or trifluoroethoxy-substituted benzyl, T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S- or optionally substituted alkanediyl, Ar ¹ each represents phenylene or pyridindiyl, optionally mono- to trisubstituted by the same or different substituents, or in each case optionally monosubstituted pyrimidinediyl, pyridazindiyl, pyrazindiyl, 1,2,3- Triazinediyl, 1,2,4-triazinediyl or 1,3,5-triazinediyl, 1,2,4-thiadiazoldiyl, 1,3,4-thiadiazoldiyl, 1 , 2,4-oxadiazolediyl or 1,3,4-oxadiazolediyl, where possible substituents are preferably Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, cyclopropyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio , Methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, Is selected from the group consisting of difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, and trifluoromethylsulfonyl, L ¹ , L ² , L ³ and L ⁴ are the same or different and independently from each other represent hydrogen, fluorine, chlorine, bromine, methyl or ethyl, W represents hydrogen, fluorine, cyano or thiocyanato, Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2- (1-methyl) -propyl, 2-methyl- Phenyl, 1,2,4-thia, which represents 2-buten-1-yl, propargyl, tetrahydropyranyl or t-butyl substituted tetrazol, or optionally mono- to trisubstituted by the same or different substituents, respectively Diazolyl, 1,3,4-thiadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, pyridinyl, pyrimidyl, tetrahydrobenzofuranyl, pyridazinyl, pyra Genyl, 1,2,3-triazinyl, 1,2,4-triazinyl or 1,3,5-triazinyl, where possible substituents are preferably Amino, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, formyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- Or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy , Trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsul Optionally one- to four-substituted and in each case doubled by the same or different substituents selected from the group consisting of fonyl, methoxycarbonyl, ethoxycarbonyl, phenyl, fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively Bound methylenedioxy or ethylenedioxy, and groups Wherein A ¹ represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, cyclopropyl or cyclobutyl, and A ² represents methyl, ethyl, n- or i -Propyl, n-, i-, s- or t-butyl, allyl, propargyl, but-2-en-1-yl, 2-methyl-prop-1-en-3-yl, cyanomethyl, Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, methylthioethyl, ethylthioethyl, dimethylaminomethyl, dimethylaminoethyl, methylaminomethyl, methylaminoethyl or benzyl A compound of formula (I) selected from the group consisting of: The method of claim 1, A represents hydrogen, ethoxycarbonyl, methyl, ethyl or cyclopropyl, or has the same meaning as R, R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, 1,1-difluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthio Carbonyl, or n- or i-propylthiocarbonyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or -SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ , From here, R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate, R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, i-butoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, Methylsulfonyl, ethylsulfonyl, phenylsulfonyl or tolylsulfonyl, G represents oxygen, or in particular -O-CH _2- , L ¹ , L ² , L ³ and L ⁴ each represent hydrogen, W represents hydrogen, fluorine, cyano or thiocyanato, Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2-methyl-2-buten-1-yl, propargyl Or tetrahydropyranyl, or in each case phenyl optionally substituted with one or three substituents by the same or different substituents, where possible substituents are preferably Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, tri Fluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, phenyl, Methylenedioxy or ethylenedioxy, optionally substituted one- to four-substituted and in each case double-bonded by the same or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively Wherein A ¹ represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, cyclopropyl or cyclobutyl, and A ² represents methyl, ethyl, n- or i -Propyl, n-, i-, s- or t-butyl, allyl, propargyl, but-2-en-1-yl, 2-methyl-prop-1-en-3-yl, cyanomethyl, Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, methylthioethyl, ethylthioethyl, dimethylaminomethyl, dimethylaminoethyl, methylaminomethyl, methylaminoethyl or benzyl A compound of formula (I) selected from the group consisting of: The method of claim 1, A represents hydrogen, ethyl or methyl, or has the same meaning as R, R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or -SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ , From here, R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate, R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl, G represents -C (R ⁸ ) = NO-CH _2- , R ⁸ represents cyclopropyl, or especially methyl, L ¹ , L ² , L ³ and L ⁴ each represent hydrogen, W represents hydrogen, fluorine, cyano or thiocyanato, Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2-methyl-2-buten-1-yl or propargyl Or pyridyl, pyrimidyl, or in particular phenyl, optionally mono- to trisubstituted by the same or different substituents, respectively, where possible substituents are preferably Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluoro Chloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxy Optionally one selected from the same or different substituents selected from the group consisting of carbonyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, and fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively -To tetrasubstituted and in each case double bonded methylene A compound of formula (I) selected from the group consisting of deoxy or ethylenedioxy. The method of claim 1, A represents hydrogen, methyl or ethyl, or has the same meaning as R, R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or -SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ , From here, R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate, R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl, G represents -T-Ar ¹ -O-, Ar ¹ represents 1,2,4-thiadiazoldiyl, 1,3,4-thiadiazoldiyl, 1,2,4-oxadiazolediyl or 1,3,4-oxadiazolediyl, or To the same or different substituents each selected from the group consisting of fluorine, chlorine, cyano, methyl, cyclopropyl, methoxy, methylthio, trifluoromethyl, difluoromethoxy, trifluoromethoxy and difluorochloromethoxy Pyridindiyl, pyrimidindiyl or 1,3,5-triazinediyl, optionally mono- or disubstituted by T represents a single bond, oxygen, sulfur, -CH ₂ -O-, -CH ₂ -S-, methylene, ethylene or propylene, L ¹ , L ² , L ³ and L ⁴ each represent hydrogen, W represents hydrogen, fluorine, cyano or thiocyanato, Z is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl, 2- (1-methyl) -propyl, 2-methyl- 2-buten-1-yl or propargyl, or amino, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, formyl, n- or i-propyl, n-, i-, s- or t-butyl, trifluoromethyl, t-butyl-substituted tetrazole, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy, difluorochloromethoxy, trifluoro Ethoxy, trifluoromethoxy, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, and the same or different, each selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl and ethyl The same or selected from the group consisting of methylenedioxy or ethylenedioxy optionally mono- to tetrasubstituted and in each case double bonded by a substituent; Be optionally substituted by Han-to tri-substituted pyridyl, pyrimidyl, thienyl, tetrahydro-benzofuranyl, or in particular compounds of formula (I) represents phenyl. The method of claim 1, A represents hydrogen or methyl or has the same meaning as R, R Silver methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoro Romethylthio, trichloromethylthio, 2,2,2-trifluoroethylthio, methoxycarbonylthio, ethoxycarbonylthio, methylthiocarbonyl, ethylthiocarbonyl, or n- or i-propyl Thiocarbonyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenylthio optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl , Or -SY, -SN (R ¹ R ² ), -CO-N (R ³ R ⁴ ), -CN, -CH ₂ -OR ⁵ , -PO (OR ⁶ ) R ⁷ or -PS (OR ⁶ ) R ⁷ , From here, R ¹ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ² represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxycarbonyl or ethoxycarbonyl or together with R ¹ and the nitrogen atom to which they are attached , Optionally methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ³ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, trifluoro Phenyl optionally mono- to trisubstituted by methyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, methoxycarbonyl or ethoxycarbonyl Indicate, R ⁴ is methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, difluor Chloromethylthio, trifluoromethylthio, difluorochloromethylthio, dichlorofluoromethylthio, trichloromethylthio or 2,2,2-trifluoroethylthio, or R ³ and the nitrogen to which they are attached Together with the atom, optionally represents methyl- or ethyl-substituted pyrrolidine, piperidine or morpholine, R ⁵ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁶ represents methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, R ⁷ is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylamino, ethylamino, dimethylamino or Diethylamino, Y represents the same group as already bonded to the sulfur atom, or If A represents methyl R is also acetyl, propionyl, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylcarbonyl, 2-bromoethoxycarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, methylsulfonyl, ethylsulfonyl , Phenylsulfonyl or tolylsulfonyl, G represents -C (= NOR ¹⁰ ) -C (R ⁸ ) = NO-CH _2- , From here, R ⁸ represents methyl or cyclopropyl, R ¹⁰ represents hydrogen, methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl, or optionally fluorine-, chlorine-, bromine-, cyano-, methyl-, Ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, methoxy-, ethoxy-, n- or i-propoxy-, trifluoromethyl-, trifluoro Roethyl-, difluoromethoxy-, trifluoromethoxy-, difluorochloromethoxy- or trifluoroethoxy-substituted benzyl, L ¹ , L ² , L ³ and L ⁴ each represent hydrogen, W represents hydrogen, fluorine, cyano or thiocyanato, Z represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, allyl, 2-buten-1-yl or 2-methyl-2-buten-1-yl , Each of which represents pyridyl, pyrimidyl, or especially phenyl, optionally mono- to trisubstituted by the same or different substituents, wherein possible molar bodies are preferably Fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, Ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluoro Chloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, methoxycarbonyl, ethoxy Optionally mono- by the same or different substituents selected from the group consisting of carbonyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, fluorine, chlorine, methyl, trifluoromethyl and ethyl, respectively To tetrasubstituted and in each case double bonded methylenedi State or ethylenedioxy and t- butyl-compound represented by the general formula (I) is selected from the group consisting of a substituted tetra-sol. The method of claim 1, G is oxygen, or in each case the group on which the left side is bonded to Z -Q-CH _2- , -C (R ⁸ ) = NO-CH _2- , -N = C (R ⁸ ) -Q-CH _2- , -CH (R ⁸ ) -ON = CH-, -C (R ⁸ ) = NN = CH-, -C (= NOR ¹⁰ ) -C (R ⁸ ) = NO-CH _2- , -C (= NOR ¹⁰ ) -C (R ⁸ ) -ON = CH-, -C (= NOR ¹⁰ ) -C (R ⁸ ) -NN = CH- or -T-Ar ¹ -Q-, wherein R ⁸ , R ⁹ , R ¹⁰ , T, Ar ¹ and Q are compounds of general formula (I) as defined in claim ¹ . The method of claim 1, A compound of formula (I) wherein A represents methyl. The method of claim 1, A compound of formula (I) wherein G represents oxygen, —O—CH ₂ —, —C (CH ₂ ) ═NO—CH ₂ — or optionally fluorine-substituted pyrimidinyloxy. The method of claim 1, A compound of formula (I) wherein Z is unsubstituted or mono- or disubstituted phenyl. A composition characterized in that it contains at least one compound as defined in claim 1 together with an extender and / or carrier, and optionally also a surfactant. A method for controlling pests, characterized in that the compound as defined in claim 1 or the composition as defined in claim 12 acts on the pest and / or their habitat. Use of a compound as defined in any one of claims 1 to 11 or a composition as defined in claim 12 for controlling pests. A process for preparing a composition, characterized in that the compound as defined in any one of claims 1 to 11 is mixed with an extender and / or a surfactant. The amide of formula (II) is reacted with an electrophilic reagent of formula (III) in the presence of a diluent and, optionally, in the presence of a base, according to claim 1 Process for preparing a compound of formula (I) as defined: R-X (III) Where A, G, L ¹ , L ² , L ³ , L ⁴ , W, Z and R are each as defined in claim 1, X represents a leaving group.