Substituted 2-(het)arylimidazolylcarboxyamides as pesticides
The present invention relates to compounds of the general formula (I) in which Q, V, T, W, X, Y and A have the meanings given in the description—and to their use for controlling animal pests.
1. An intermediate of formula (X),
wherein
Q represents oxygen or sulphur,
V represents a radical selected from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
W represents a radical selected from the group consisting of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
X represents a radical selected from the group consisting of Cl, Br, I, and ethinyl,
Y represents a radical selected from the group consisting of hydrogen, cyano, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms and optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl or hetarylalkyl,
A represents a radical selected from the group consisting of hydrogen, optionally substituted alkyl, alkenyl or alkynyl and cycloalkyl or cycloalkylalkyl, optionally interrupted by heteroatoms and optionally substituted,
T represents oxygen or an electron pair,
and/or a salt thereof.
2. The intermediate of formula (X) according to claim 1 , wherein X is Cl.
3. The intermediate of formula (X) according to claim 1 , wherein X is Br.
4. The intermediate of formula (X) according to claim 1 , wherein X is I.
5. The intermediate of formula (X) according to claim 1 , wherein X is ethinyl.
6. The intermediate of formula (X) according to claim 1 , wherein
Q represents oxygen or sulphur,
V represents a radical selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy and cyano,
W represents a radical selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy and cyano,
Y represents a radical selected from the group consisting of hydrogen, methyl, cyano,
C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 3 -C 6 -alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C 1 -C 4 -alkoxy, C 1 -C 4 -alkyl-S(O) m - or cyano,
C 3 -C 8 -cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy or cyano,
straight-chain or branched C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, optionally interrupted once to twice independently of one another by O, S(O) m , CO or NR 2 and optionally mono-to tetrasubstituted independently of one another by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy or cyano, and
arylalkyl or hetarylalkyl, optionally mono- to trisubstituted independently of one another by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkyl-S(O) m -, C 1 -C 4 -haloalkoxy, C 1 -C 4 -haloalkyl-S(O) m -, nitro or cyano,
m represents a number 0, 1 or 2,
A represents a radical from the group consisting of hydrogen, methyl,
C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 3 -C 6 -alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C 1 -C 4 -alkoxy, C 1 -C 4 -alkyl-S(O) m - or cyano and
C 3 -C 6 -cycloalkyl, optionally mono- to disubstituted independently of one another by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy or cyano and
straight-chain or branched C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, optionally mono- to disubstituted independently of one another by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy or cyano,
R 2 represents a radical from the group consisting of hydrogen, optionally substituted alkyl, alkenyl, alkynyl and cycloalkyl,
T represents oxygen or an electron pair,
and/or a salt thereof.
7. The intermediate of formula (X) according to claim 1 , wherein
Q represents oxygen or sulphur,
V represents a radical selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano,
W represents a radical selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano,
Y represents a radical selected from the group consisting of hydrogen, cyano,
C 1 -C 4 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 4 -alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O) m -, ethyl-S(O) m - or cyano,
C 3 -C 6 -cycloalkyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, and
straight-chain or branched C 3 -C 6 -cycloalkyl-C 1 -C 2 -alkyl, optionally interrupted once to twice independently of one another by O, S(O) m CO or NR 2 and optionally mono-to tetrasubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano,
m represents a number 0, 1 or 2,
A represents a radical selected from the group consisting of hydrogen, methyl,
C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 3 -C 6 -alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O) m , ethyl-S(O) m - or cyano,
C 3 -C 6 -cycloalkyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, and
straight-chain or branched C 3 -C 6 -cycloalkyl-C 1 -C 2 -alkyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano,
R 2 represents a radical selected from the group consisting of hydrogen, optionally substituted alkyl, alkenyl, alkynyl and cycloalkyl,
T represents oxygen or an electron pair,
and/or a salt thereof.
8. The intermediate of formula (X) according to claim 1 , wherein
Q represents oxygen or sulphur,
V represents a radical selected from the group consisting of hydrogen, fluorine, chlorine, methyl and cyano,
W represents a radical selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, ethyl and cyano,
Y represents a radical selected from the group consisting of hydrogen, benzyl and methyl, ethyl, propyl, allyl or propargyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano,
m represents a number 0, 1 or 2,
A represents a radical selected from the group consisting of hydrogen, methyl, ethyl, propyl, allyl, propargyl, cyclopropyl or cyclopropylmethyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano,
T represents oxygen or an electron pair,
and/or a salt thereof.
9. The intermediate of formula (X) according according to claim 8 , wherein
Q represents oxygen or sulphur,
V represents hydrogen or fluorine,
W represents a radical selected from the group consisting of hydrogen, chlorine, bromine and methyl,
Y represents a radical selected from the group consisting of hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl and benzyl,
m represents a number 0, 1 or 2,
A represents a radical selected from the group consisting of hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl, allyl, propargyl, cyclopropyl and cyclopropylmethyl,
T represents oxygen or an electron pair,
and/or a salt thereof.
10. The intermediate of formula (X) according to claim 8 , wherein
Q represents oxygen or sulphur,
V represents hydrogen,
W represents a radical selected from the group consisting of hydrogen, chlorine and bromine,
Y represents methyl,
A represents a radical selected from the group consisting of hydrogen, methyl and ethyl,
T represents an electron pair,
and/or a salt thereof.
11. The intermediate of formula (X) according to claim 10 , wherein
Q represents oxygen,
W represents hydrogen,
A represents methyl or ethyl.
12. The intermediate of formula (X) according to claim 11 , wherein
A represents methyl.