Substituted enaminocarbonyl compounds
View Patent ↗The present invention relates to novel substituted enaminocarbonyl compounds, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects.
1. A compound of formula (I)
in which
A represents a pyrimidinyl, pyrazolyl, thiophenyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl radical which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl which is optionally substituted by fluorine and/or chlorine, C 1 -C 3 -alkylthio which is optionally substituted by fluorine and/or chlorine, or C 1 -C 3 -alkylsulphonyl which is optionally substituted by fluorine and/or chlorine;
B represents oxygen, sulphur or methylene,
R 1 represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy,
R 2 represents hydrogen or halogen and
R 3 represents hydrogen or alkyl.
2. A compound of formula (I)
in which
A represents a pyrimidinyl, pyrazolyl, thiophenyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl radical which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl which is optionally substituted by fluorine and/or chlorine, C 1 -C 3 -alkylthio which is optionally substituted by fluorine and/or chlorine, or C 1 -C 3 -alkylsulphonyl which is optionally substituted by fluorine and/or chlorine, or
A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano,
B represents oxygen, sulphur or methylene,
R 1 represents alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy,
R 2 represents hydrogen or halogen and
R 3 represents hydrogen or alkyl.
3. A compound of formula (I)
in which
A represents a pyrimidinyl, pyrazolyl, thiophenyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl radical which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl which is optionally substituted by fluorine and/or chlorine, C 1 -C 3 -alkylthio which is optionally substituted by fluorine and/or chlorine, or C 1 -C 3 -alkylsulphonyl which is optionally substituted by fluorine and/or chlorine, or
A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano,
B represents oxygen, sulphur or methylene,
R 1 represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy,
R 2 represents halogen and
R 3 represents alkyl.
4. A compound of formula (I-11)
5. A composition comprising a compound of formula (I-11) according to claim 4 and an extender and/or surfactant.
6. A composition according to claim 5 for controlling pests.
7. A method for controlling a pest, comprising allowing a compound of formula (I) to act on the pest and/or a habitat thereof, wherein formula (I) is
in which
A represents a pyrimidinyl, pyrazolyl, thiophenyl, oxazolyl, isoxazolyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl radical which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl which is optionally substituted by fluorine and/or chlorine, C 1 -C 3 -alkylthio which is optionally substituted by fluorine and/or chlorine, or C 1 -C 3 -alkylsulphonyl which is optionally substituted by fluorine and/or chlorine, or
A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano,
B represents oxygen, sulphur or methylene,
R 1 , represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy,
R 2 represents hydrogen or halogen and
R 3 represents hydrogen or alkyl.
8. A method for controlling a pest comprising allowing a compound of formula I to act on the pest and/or a habitat thereof, wherein formula (I) is
in which
A represents a pyrimidin-5-yl radical which is substituted in the 2-position by halogen or halo-C 1 -C 4 -alkyl, or
A represents a radical
in which
X represents halogen or halo-C 1 -C 4 -alkyl,
Y represents halogen, C 1 -C 4 -alkyl, halo-C 1 -C 4 -alkyl, halo-C 1 -C 4 -alkoxy, azido or cyano,
B represents oxygen, sulphur or methylene,
R 1 , represents hydrogen, C 1 -C 3 -alkyl, C 2 -C 3 -alkenyl, cyclopropyl or C 1 -C 2 -alkoxy,
R 2 represents hydrogen or halogen and
R 3 represents hydrogen or methyl.
9. A method for controlling a pest comprising allowing a composition comprising formula I and an extender and/or surfactant to act on the pest and/or a habitat thereof, wherein formula (I) is
in which
A represents a pyrimidinyl, pyrazolyl, thiophenyl, oxazolyl, isoxazolyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl radical which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl which is optionally substituted by fluorine and/or chlorine, C 1 -C 3 -alkylthio which is optionally substituted by fluorine and/or chlorine, or C 1 -C 3 -alkylsulphonyl which is optionally substituted by fluorine and/or chlorine, or
A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano,
B represents oxygen, sulphur or methylene,
R 1 represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy,
R 2 represents hydrogen or halogen and
R 3 represents hydrogen or alkyl.
10. The method of claim 7 , wherein A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano.
11. The method of claim 8 , wherein A represents a radical
in which
X represents halogen or halo-C 1 -C 4 -alkyl,
Y represents halogen, C 1 -C 4 -alkyl, halo-C 1 -C 4 -alkyl, halo-C 1 -C 4 -alkoxy.
12. The method of claim 9 , wherein A represents a radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano.
13. The compound of claim 2 , wherein A represents the radical
in which
X represents halogen, alkyl or haloalkyl,
Y represents halogen, alkyl, haloalkyl, haloalkoxy, azido or cyano.