Claims
- 1. Compounds of the formula (I-I): in whichA represents alkylene having 1 to 6 carbon atoms which is optionally mono- or polysubstituted by identical or different substituents, the substituents being selected from the list below: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms and being in each case straight-chain or branched; alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms and being in each case straight-chain or branched; halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties and being in each case straight-chain or branched; cycloalkyl having 3 to 6 carbon atoms; and also aryl or heterocyclyl, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano and straight-chain or branched alkyl having 1 to 4 carbon atoms; straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; straight-chain or branched alkoxy or alkylthio having 1 to 4 carbon atoms; straight-chain or branched halogenoalkoxy or halogenoalkylthio having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; and allylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached and optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched allyl having 1 to 4 carbon atoms; and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, Q represents oxygen or sulphur, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; R2 represents one of the groupings below: in which Q1 and Q2 independently of one another each represent oxygen or sulphur, R5 represents hydrogen or alkyl having 1 to 6 carbon atoms or represents aryl which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy having in each case 1 to 4 carbon atoms, R6 represents alkyl having 1 to 6 carbon atoms or represents aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, each of which is optionally substituted in the aryl moiety by halogen, cyano, nitro, alkyl or alkoxy having in each case 1 to 4 carbon atoms, R7 represents hydrogen, alkyl having 1 to 6 carbon atoms or represents aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, each of which is optionally substituted in the aryl moiety by halogen, cyano, nitro, alkyl or alkoxy having in each case 1 to 4 carbon atoms, R8 represents alkyl having 1 to 6 carbon atoms or represents aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, each of which is optionally substituted in the aryl moiety by halogen, cyano, nitro, alkyl or alkoxy having in each case 1 to 4 carbon atoms, or R7 and R8 together with the linking nitrogen atom represent an optionally methyl-substituted heterocyclic ring, R9 represents alkyl having 1 to 6 carbon atoms, dialkylamino having in each case 1 to 4 carbon atoms in the individual alkyl moieties, heterocyclyl having 3 to 7 ring members which is attached via nitrogen or represents aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, each of which is optionally substituted in the aryl moiety by halogen, cyano, nitro, alkyl or alkoxy having in each case 1 to 4 carbon atoms, R3 represents hydrogen or alkyl having 1 to 4 carbon atoms, R4 represents aryl, cycloalkyl or cycloalkenyl having 3 to 8 carbon atoms, or heterocyclyl having 3 to 12 ring members, each of which is optionally mono- or polysubstituted by identical or different substituents, the substituents being selected from the list below: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms and being in each case straight-chain or branched; alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms and being in each case straight-chain or branched; halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties and being in each case straight-chain or branched; alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached and being in each case optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; cycloalkyl having 3 to 6 carbon atoms; and also aryl, aryloxy, arylthio, arylalkyl, arylalkyloxy, arylalkylthio, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylalkyl, heterocyclylalkyloxy or heterocyclylalkylthio, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano and straight-chain or branched alkyl having 1 to 4 carbon atoms; straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; straight-chain or branched alkoxy or alkylthio having 1 to 4 carbon atoms; straight-chain or branched halogenoalkoxy or halogenoalkylthio having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; and alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached and optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms.
- 2. Compounds of the formula (I-I) according to claim 1, in whichA represents methylene, 1,1-ethylene, 1,2-ethylene 1,1-, 1,2-, 1,3- or 2,2-propylene, 1,1-, 1,2-, 1,3-, 1,4-, 2,2-, 2,3-butylene or 1,1-, 1,2- or 1,3-(2-methyl-propylene), each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, cyano and methoxy, Q represents oxygen or sulphur, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl; R2 represents one of the groupings below: in which Q1 and Q2 independently of one another each represent oxygen or sulphur, R5 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R6 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R7 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R8 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, or R7 and R8 together with the linking nitrogen atom represent an optionally methyl-substituted heterocyclic ring, R9 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, dimethylamino, diethylamino, pyrrolidin-1-yl, morpholin-N-yl, piperidin-1-yl, or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R3 represents hydrogen or represents methyl or ethyl, R4 represents cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, phenyl, naphthyl, furyl, benzofuranyl, pyrrolyl, indolyl, thienyl, benzothienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, quinolyl, pyrimidyl, pyridazinyl, pyrazinyl, oxiranyl, oxetanyl, tetrahydrofiuryl, perhydropyranyl, pyrrolidinyl, piperidinyl or morpholinyl, each of which is optionally mono- to trisubstituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoro- methoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
- 3. Compounds of the formula (I-I) according to claim 1, in whichA represents methylene, 1-1-ethylene, 1,2-ethylene 1,1-, 1,2-, 1,3- or 2,2-propylene, 1,1-, 1,2-, 1,3-, 1,4,2,2-, 2,3-butylene or 1,1-, 1,2- or 1,3-2-methyl-propylene), each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, cyano, methoxy, Q represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl, R1 those mentioned below; each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl; R2 represents one of the groupings below: in which Q1 and Q2 independently of one another each represent oxygen or sulphur, R5 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R6 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R7 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R8 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl n-, i-, s- or t-butyl, methoxy or ethoxy, or R7 and R8 together with the linking nitrogen atom represent an optionally methyl-substituted heterocyclic ring, R9 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R3 represents hydrogen or represents methyl, R4 represents cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, each of which is optionally mono- to hexasubstituted, the substituents being those mentioned below; represents phenyl, naphthyl, furyl, benzofuranyl, pyrrolyl, indolyl, thienyl, benzothienyl, oxazolyl isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl quinolyl, pyrimidyl, pyridazinyl, pyrazinyl, oxiranyl, oxetanyl, tetrahydrofuryl, perhydropyranyl, pyrrolidinyl, piperidinyl or morpholinyl, each of which is optionally mono- to trisubstituted, the substituents being selected from the list below, fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, represents trimethylene (propane-1,3diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
- 4. Compounds of the formula (I-I) according to claim 1, in whichA represents methylene, 1,1-ethylene, 1,2-ethylene, 1,1-propylene, 1,2-propylene, 1,3-propylene or 2,2-propylene, Q represents oxygen, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl, each of which is optionally substituted by fluorine, R2 represents one of the groupings below: in which Q1 and Q2 each represent oxygen, R5 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R6 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, so or t-butyl, methoxy or ethoxy, R7 represents hydrogen, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R8 represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, or R7 and R8 together with the linking nitrogen atom represent an optionally methyl-substituted heterocyclic ring, R9 represents methyl, ethyl, n- or i-propyl , n-, i-, s- or t-butyl, dimethylamino, diethylamino, pyrrolidin-1-yl, morpholin-N-yl, piperidin-1-yl, or represents phenyl, benzyl, 1-phenylethyl or 2-phenylethyl, each of which is optionally n-substituted in the phenyl moiety by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy or ethoxy, R3 rep resents hydrogen or methyl, R4 represents cyclohexyl or optionally mono- to trisubstituted phenyl, thienyl, furyl, benzofuryl, benzothienyl, pyridyl, pyrimidinyl, naphthyl, quinolyl, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, and trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl.
- 5. Compounds of the formula (II-I); in which A represents optionally substituted alkylene, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl, each of which is optionally substituted, R2 represents hydroxyl, amino, or represents alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylamino, dialkylamino, arylamino, cycloalkyl, cycloalkenyl, cycloalkoxy, cycloalkenyloxy, cycloalkylamino, aryl, arylalkyl, arylalkoxy or heterocyclyl, each of which is optionally substituted, R3 represents hydrogen or represents alkyl, alkenyl, alkinyl or cycloalkyl, each of which is optionally substituted, R4 represents cycloalkyl, cycloalkenyl, aryl or heterocyclyl, each of which is optionally substituted.
- 6. Compounds of the formula (II-I) according to claim 5, in whichA represents alkylene having 1 to 6 carbon atoms which is optionally mono- or polysubstituted by identical or different substituents, the substituents being selected from the list below: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms and being in each case straight-chain or branched; alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms and being in each case straight-chain or branched; halogenoalkoxy, halogenoalkylthio, halogenolalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties and being in each case straight-chain or branched; cycloalkyl having 3 to 6 carbon atoms; and also aryl or heterocyclyl, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano and straight-chain or branched alkyl having 1 to 4 carbon atoms: straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; straight-chain or branched alkoxy or alkylthio having 1 to 4 carbon atoms: straight-chain or branched halogenoalkoxy or halogenoalkylthio having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms: alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms: being in each case doubly attached and optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms: and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-Indenyl each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; R2 represents hydroxyl, amino or represents alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylamino, dialkylamino having in each case 1 to 4 carbon atoms in the respective alkyl moieties and being in each case optionally substituted by halogen, cyano or C1-C4-alkoxy, represents cycloalkyl, cycloalkenyl, cycloalkoxy, cycloalkenyloxy, cycloalkylamino, having 3 to 8 carbon atoms in the respective rings and being in each case optionally substituted by halogen, cyano or C1-C4-alkoxy, or represents in each case optionally substituted phenyl, benzyl, benzyloxy, naphthyl, phenylamino or heterocyclyl having 3 to 8 ring members, the substituents being selected from the list below: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl; alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms and being in each case straight-chain or branched; alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms and being in each case straight-chain or branched; halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties and being in each case straight-chain or branched; alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached and in each case optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; or cycloalkyl having 3 to 6 carbon atoms, R3 represents hydrogen or alkyl having 1 to 4 carbon atoms, R4 represents aryl, cycloalkyl or cycloalkenyl having 3 to 8 carbon atoms, or heterocyclyl having 3 to 12 ring members, each of which is optionally mono- or polysubstituted by identical or different substituents, the substituents being selected from the list below: halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl thiocarbamoyl; alkyl alkoxy, alkylthio, a alksulphinyl or alkylsulphonyl having in each case 1 to 6 carbon atoms and being in each case straight-chain or branched; alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms and being in each case straight-chain or branched; halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms and being in each case straight-chain or branched; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties and being in each case straight-chain or branched; alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached-and in each case optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; cycloalkyl having 3 to 6 carbon atoms; and also aryl, aryloxy, arylthio, arylalkyl, arylalkyloxy, arylalkylthio, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylalkyl, heterocyclylalkyloxy or heterocyclylalkylthio, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano and straight-chain or branched alkyl having 1 to 4 carbon atoms; straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; straight-chain or branched alkoxy or alkylthio having 1 to 4 carbon atoms; straight-chain or branched ,halogenoalkoxy or halogenoalkylthio having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; and alkylene or dioxyalkylene having in each case 1 to 6 carbon atoms and being in each case doubly attached and optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and straight-chain or branched alkyl having 1 to 4 carbon atoms and straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms.
- 7. Compounds of the formula (II-I) according to claim 5, in whichA represents methylene, 1,1-ethylene, 1,2-ethylene 1,1-, 1,2-, 1,3- or 2,2-propylene, 1,1-, 1,2-, 1,3-, 1,4-, 2,2-, 2,3-butylene or 1,1-, 1,2- or 1,3-(2-methyl-propylene), optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, cyano, methoxy, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl; R2 represents hydroxyl, amino or represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, vinyl, allyl, propargyl, methoxy, ethoxy, allyloxy, propargyloxy, methylamino, ethylamino, dimethylamino, each of which is optionally substituted by halogen, cyano, methoxy or ethoxy, represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentyloxy, cyclohexyloxy, cyclopentylamino, cyclohexylamino, each of which is optionally substituted by halogen, cyano, methoxy or ethoxy, or represents phenyl, benzyl, benzyloxy, naphthyl, phenylamino or heterocyclyl having 3 to 8 ring members and being in each case optionally substituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i- , m- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, se fluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxyl, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, R3 represents hydrogen or represents methyl or ethyl, R4 represents cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, phenyl, naphthyl, furyl, benzofuranyl, pyrrolyl, indolyl, thienyl, benzothienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl oxadiazolyl, thiadiazolyl, pyridyl, quinolyl, pyrimidyl, pyridazinyl, pyrazinyl, oxiranyl, oxetanyl, tetrahydrofuryl, perhydropyranyl, pyrrolidinyl, piperidinyl or morpholinyl, each of which is optionally mono- to trisubstituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
- 8. Compounds of the formula (II-I) according to claim 5, in whichA represents methylene, 1,1-ethylene, 1,2-ethylene 1,1-, 1,2-, 1,3- or 2,2-propylene, 1,1-, 1,2-, 1,3-, 1,4-, 2,2-, 2,3-butylene or 1,1-, 1,2- or 1,3-2-methyl-propylene), optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, cyano, methoxy, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl; R2 represents hydroxyl, amino, methyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyanophenyl, ethyl, n- or i-propyl,. n-, i-, s- or t-butyl, vinyl, allyl, methoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, ethoxy, allyloxy, methylamino, ethylamino, dimethylamino, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentyloxy, cyclohexyloxy, cyclopentylamino, cyclohexylamino or represents phenyl, benzyl, benzyloxy, naphthyl, phenylamino, pyrrolidin-1-yl, morpholin-N-yl, piperidin-1-yl, benzofuranyl, thienyl, benzothienyl, pyridyl, quinolyl, tetrahydrofuryl or perhydropyranyl, each of which is optionally substituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, R3 represents hydrogen or represents methyl, R4 represents cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, each of which is optionally mono to hexasubstituted, the substituents being those mentioned below; represents phenyl, naphthyl, furyl, benzofuranyl, pyrrolyl, indolyl, thienyl, benzothienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, quinolyl, pyrimidyl, pyridazinyl, pyrazinyl, oxiranyl, oxetanyl, tetrahydrofuryl, perhydropyranyl, pyrrolidinyl, piperidinyl or morpholinyl, each of which is optionally mono- to trisubstituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, trimethylene (propane-1,3 diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, and cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
- 9. Compounds of the formula (II-I) according to claim 5, in whichA represents methylene, 1,1-ethylene, 1,2-ethylene, 1,1-propylene, 1,2-propylene, 1,3-propylene, or 2,2-propylene, R1 represents 1,2,3,4-tetrahydronaphthalenyl or 2,3-dihydro-1H-indenyl each of which is optionally substituted by fluorine; R2 represents hydroxyl, amino, methyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyanophenyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, vinyl, allyl, methoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, ethoxy, allyloxy, methylamino, ethylamino, dimethylamino, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentyloxy, cyclohexyloxy, cyclopentylamino, cyclohexylamino or represents phenyl, benzyl, benzyloxy, naphthyl, phenylamino, pyrrolidin-1-yl, morpholin-N-yl, piperidin-1-yl, benzofuranyl, thienyl, benzothienyl, pyridyl, quinolyl, tetrahydrofuryl or perhydropyranyl, each of which is optionally substituted, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, and trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl, R3 represents hydrogen or methyl, R4 represents cyclohexyl or optionally mono- to trisubstituted phenyl, thienyl, furyl, benzofuryl, benzothienyl, pyridyl, pyrimidinyl, naphthyl, quinolyl, the substituents being selected from the list below: fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethylthio, trifluoromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, acetyl, propionyl, acetyloxy, methoxycarbonyl, ethoxycarbonyl, methylsulphonyloxy, ethylsulphonyloxy, hydroximinomethyl, hydroximinoethyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl or ethoximinoethyl, and trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl), methylenedioxy or ethylenedioxy, each of which is doubly attached and each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, trifluoromethyl, ethyl, n- and i-propyl.
- 10. A pesticidal composition comprising a pesticidally effective amount of at least one compound of the formula (I) according to claim 1 and an extender.
- 11. A process for preparing a pesticidal composition, said process comprising mixing at least one compound of the formula (I) according to claim 1 with an extender and/or surfactant.
- 12. A method for controlling pests, said method comprising applying to pests and/or their habitat a pesticidally effective amount of at least one compound of the formula (1) according to claim 1.
- 13. A pesticidal composition comprising a pesticidally effective amount of at least one compound of the formula (I) according to claim 5 and an extender.
- 14. A process for preparing a pesticidal composition, said process comprising mixing at least one compound of the formula (I) according to claim 5 with an extender and/or surfactant.
- 15. A method for controlling pests, said method comprising applying to pests and/or their habitat a pesticidally effective amount of at least one compound of the formula (I) according to claim 5.
Priority Claims (4)
Number |
Date |
Country |
Kind |
196 29 466 |
Jul 1996 |
DE |
|
196 29 463 |
Jul 1996 |
DE |
|
196 29 464 |
Jul 1996 |
DE |
|
196 29 465 |
Jul 1996 |
DE |
|
Parent Case Info
This application is a 371 of PCT/EP97/03644 filed Jul. 9, 1997.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/EP97/03644 |
|
WO |
00 |
1/11/1999 |
1/11/1999 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO98/03474 |
1/29/1998 |
WO |
A |
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
5709867 |
Bernardon |
Jan 1998 |
|
Foreign Referenced Citations (4)
Number |
Date |
Country |
0 658 549 |
Jun 1995 |
EP |
51-91284 |
Aug 1976 |
JP |
94 26700 |
Nov 1994 |
WO |
96 23763 |
Aug 1996 |
WO |