Patent EA-004712-B1 (EA)
Title: Method for inducing viral resistance in plants
Inventor: KOHLE HARALD
IPC: A01N37/36
Filed: 2001-04-30
Abstract: 1. A method of inducing the virus resistance of plants which comprises treating the plants, the soil or seeds with an effective amount of a compound of the formula I in which X is halogen, C1-C4-alkyl or trifluoromethyl; m is 0 or 1; Q is C(=CH-CH3)-COOCH3, C(=CH-OCH3)-COOCH3, C(=N-OCH3)-CONHCH3, C(=N-OCH3)-COOCH3 or N(-OCH3)-COOCH3; A is -O-B, -CH2O-B, -OCH2-B, -CH=CH-B, -C [triple bond] C-B, -CH2O-N=C(R<1>)-B or -CH2O-N=C(R<1>)-C(R<2>)=N-OR<3>, where B is phenyl, naphthyl, 5-membered or 6-membered hetaryl or 5-membered or 6-membered heterocyclyl, containing one to three nitrogen atoms and/or one oxygen atom or one nitrogen atom or one and/or two oxygen atoms and/or nitrogen atoms, wherein the cyclic ring systems being unsubstituted or substituted by one to three radicals R<A>, R<A> is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkyloxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, phenyl, phenoxy, benzyl, benzyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy, C(=NOR<ALPHA>)-OR<BETA> or OC(R<ALPHA>)2-C(R<BETA>)=NOR<BETA>, wherein the cyclic radicals, in turn, being unsubstituted or substituted by one to three radicals R<B>; R<B> is cyano, nitro, halogen, amino, aminocarbonyl, aminothiocarbonyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxy, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, phenoxy, phenylthio, benzyl, benzyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy or C(=NOR<ALPHA>)-OR<BETA>; R<ALPHA>R<BETA> are hydrogen or C1-C6-alkyl; R<1> is hydrogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C1-C4-alkoxy; R<2> is phenyl, phenylcarbonyl, phenylsulfonyl, 5- or 6-membered hetaryl, 5- or 6-membered hetarylcarbonyl or 5- or 6-membered hetarylsulfonyl, the ring systems being unsubstituted or substituted by one to three radicals R<A>, C1-C10-alkyl, C3-C6-cycloalkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C10-alkylcarbonyl, C2-C10-alkenylcarbonyl, C3-C10-alkynylcarbonyl, C1-C10-alkylsulfonyl, or C(=NOR<ALPHA>)-OR<BETA>), the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R<C>: R<C> is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered heterocyclyloxy, benzyl, benzyloxy, phenyl, phenoxy, phenylthio, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy and hetarylthio, it being possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three radicals R<A>; and R<3> is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R<C>; which compound is taken up by the plants or seeds. 2. A method as claimed in claim 1, wherein the index m is zero and the substituents of formula I have the following meanings: A is -O-B, -CH2O-B, -CH2O-N=C(R<1>)-B or CH2-O-N=C(R<1>)-C(R<2>)=N-OR<3>; B is phenyl, pyridyl, pyrimidinyl, pyrazolyl, triazolyl, these ring systems being substituted by one or two radicals R<A>; R<2> is C1-C6-alkyl, C2-C10-alkenyl, C3-C6-cycloalkyl, these groups being unsubstituted or substituted by one or two radicals R<B'> R<B'> is C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, benzyl, phenyl or phenoxy; phenyl, which is unsubstituted or substituted by one or two radicals R<A>; and R<3> is C1-C6-alkyl, C2-C10-alkenyl or C2-C10-alkynyl. 3. A method as claimed in claim 1 or 2, wherein an active ingredient of the formula II is used. 4. A method as claimed in claim 1 or 2, wherein an active ingredient of the formula III is used. 5. A method as claimed in claim 1 or 2, wherein an active ingredient selected from the group of I-5. III-4 and VII-1 is used. 6. The use of the compounds of the formula I as claimed in any of claims 1 to 5 for inducing the virus resistance of plants.