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US 6,638,979 B1Granted
Imidamide derivatives
AssigneeBayer Aktiengesellschaft
InventorsHans-Jochem Riebel, Peter Gerdes, Ernst-Rudolf F. Gesing, Achim Hense, Johannes Kanellakopulos, Kristian Kather, Rolf Kirsten, Stefan Lehr, Lothar Rohe, Katharina Voigt, Detleff Wollweber, Wolfram Andersch
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Abstract
The present invention relates to novel imidamide derivatives of the formula (I) in which R, R1, R2 and R3 are each as defined in the description, to a process for their preparation and to their use for controlling animal pests, such as insects, arachnids and, in particular, nematodes.
Claims7
A compound of formula (Ib)
- wherein
- R1 represents (i) hydrogen;
- (ii) optionally halogen-, cyano-, or C1-C4-alkoxy-substituted C1-C4-alkyl;
- (iii) C3-C6-cycloalkyl that is optionally mono- to trisubstituted by identical or different substituents selected from the group I;, consisting of halogen and C1-C4-alkyl;
- or (iv) phenyl that is mono- to trisubstituted by identical or different substituents selected from the group consisting of hydroxyl;
- amino;
- cyano;
- nitro;
- halogen;
- optionally hydroxyl-, cyano-, or halogen-substituted C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, or di(C1-C4-alkyl)amino;
- optionally halogen-substituted C1-C4-alkyl-carbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkyl-carbonyl-amino, C1-C4-alkylthio, C1-C4-alkylsulphinyl, or C1-C4-alkylsulphonyl;
- aminocarbonyl;
- aminothiocarbonyl;
- C1-C4-alkylaminocarbonyl;
- di(C1C4-alkyl)aminocarbonyl;
- aminosulphonyl;
- C1-C4-alkylaminosulphonyl;
- di(C1-C4-alkyl)aminosulphonyl;
- and phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, benzyl, or phenylamino, wherein each such phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, benzyl, or phenylamino is optionally substituted by one or more hydroxyl, cyano, nitro, halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkylthio, C1-C4-alkylsulphinyl, or C1-C4-alkylsulphonyl, or by one or more C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, C1-C4-halogenoalkylthio, C1-C4-halogenoalkylsulphinyl, or C1-C4-halogenoalkylsulphonyl having 1 to 5 identical or different halogen atoms selected from the series consisting of chlorine, fluorine, and bromine,
- R2 represents (i) hydrogen;
- (ii) optionally halogen-, cyano-, or C1-C4-alkoxy-substituted C1-C4-alkyl;
- or (iii) C3-C6-cycloalkyl that is optionally mono- or trisubstituted by identical or different substituents selected from the group consisting of halogen and C1-C4-alkyl,
- R4 and R5 independently of one another represent (i) hydrogen;
- (ii) optionally halogen-, cyano-, or C1-C4-alkoxy-substituted C1-C4-alkyl;
- or (iii) C3-C6-cycloalkyl that is optionally mono- to trisubstituted by identical or different substituents selected from the group consisting of halogen and C1-C4-alkyl,
- R6 represents (i) phenyl or naphthyl, each of which is optionally mono- to trisubstituted by identical or different substituents selected from the group consisting of cyano;
- nitro;
- amino;
- fluorine;
- chlorine;
- bromine;
- methyl;
- ethyl;
- n- or i-propyl;
- n-, i-, s-, or t-butyl;
- methoxy;
- ethoxy;
- n- or i-propoxy;
- trifluoromethyl;
- difluoromethyl;
- trifluoromethoxy;
- difluoromethoxy;
- trifluoromethylthio;
- methylamino;
- dimethylamino;
- acetyl;
- propionyl;
- methoxycarbonyl;
- ethoxycarbonyl;
- methylthio;
- methylsulphinyl;
- methylsulphonyl;
- methylaminocarbonyl;
- ethylaminocarbonyl;
- n- or i-propylaminocarbonyl;
- dimethylaminocarbonyl;
- diethylaminocarbonyl;
- optionally cyano-, nitro-, fluorine-, chlorine-, methyl-, methoxy-, methylthio-, methylsulphinyl-, methylsulphonyl-, trifluoromethyl-, trifluoromethoxy-, trifluoromethylthio-, trifluoromethylsulphinyl-, or trifluoromethylsulphonyl-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, benzyl, or phenylamino;
- (ii) cyclopentane, or cyclohexane, each of which is optionally mono- to trisubstituted by identical or different substituents selected from the group consisting of fluorine, chlorine, methyl, ethyl, i-propyl, methoxy, ethoxy, trifluoromethyl, and trifluoromethoxy;
- or (iii) heterocycles having the formulas
- each of which is optionally mono- to pentasubstituted by identical or different substituents selected from the group consisting of cyano;
- nitro;
- fluorine;
- chlorine;
- bromine;
- methyl;
- ethyl;
- n- or i-propyl;
- methoxy;
- trifluoromethyl;
- dimethylamino;
- phenyl that is optionally substituted with substituents selected from the group consisting of cyano;
- nitro;
- amino;
- fluorine;
- chlorine;
- bromine;
- methyl;
- ethyl;
- n- or i-propyl;
- n-, i-, s-, or t-butyl;
- methoxy;
- ethoxy;
- n- or i-propoxy;
- trifluoromethyl;
- difluoromethyl;
- trifluoromethoxy;
- difluoromethoxy;
- trifluoromethylthio;
- methylamino;
- dimethylamino;
- acetyl;
- propionyl;
- methoxycarbonyl;
- ethoxycarbonyl;
- methylthio;
- methylsulphinyl;
- methylsulphonyl;
- methylaminocarbonyl;
- ethylaminocarbonyl;
- n- or i-propylaminocarbonyl;
- dimethylaminocarbonyl;
- diethylaminocarbonyl;
- and optionally cyano-, nitro-, fluorine-, chlorine-, methyl-, methoxy-, methylthio-, methylsulphinyl-, methylsulphonyl-, trifluoromethyl-, trifluoromethoxy-, trifluoromethylthio-, trifluoromethylsulphinyl-, or trifluoromethylsulphonyl-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, benzyl, or phenylamino,
- X represents (i) a single bond or (ii) a grouping selected from the group consisting of —CH2—, —(CH2)2—, —(CH2)3—, —CH(CH3)—, —C(CH3)2—, —CH2C(CH3)2—, —CH(CH3)CH2—, —CH2O—, —CH2S—, —(CH2)2O—, —(CH2)2S—, —CH2OCH2—, —CH2SCH2—, —C(CH3)═CH—, —C≡C—, —(CH2)3—N(CH3)—, —(CH2)3—N(C2H5)—, —(CH2)3—N(CH3)—CH2—, and —(CH2)3—N(C2H5)—CH2—.
102 more elements
Dependencies are inferred from the claim text.