Pyrazolecarboxamide derivatives and their use as microbiocides
Compounds of Formula (I) wherein R 1 is C 1 -C 4 alkyl or C 1 -C 4 haloalkyl; R 2 is C 1 -C 4 alkyl; R 3 is hydrogen or halogen; R 4 is hydrogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl; R 5 is hydrogen, halogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl; R 6 is hydrogen, halogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl or C 3 -C 6 alkinyl; R 7 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl, C 3 -C 6 cycloalkyl-C 3 -C 6 alkinyl, halophenoxy, halophenyi, C 1 -C 6 haloalkyl, C 1 -C 6 haloakoxy, C 2 -C 6 haloalkenyl, or C 2 -C 6 haloalkenyloxy; R 8 is hydrogen, halogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl or C 3 -C 6 alkinyl; with the provisio that at least one of R 6 , R 7 and R 8 is different from hydrogen; n is 0 or 1, are suitable for use as microbriocides.
1. A compound of formula I
wherein
R 1 is C 1 -C 4 alkyl or C 1 -C 4 haloalkyl;
R 2 is C 1 -C 4 alkyl;
R 3 is hydrogen or halogen;
R 4 is hydrogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl;
R 5 is hydrogen, halogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl;
R 6 is hydrogen, halogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl or C 3 -C 6 alkinyl;
R 7 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl, C 3 -C 6 cycloalkyl-C 3 -C 6 alkinyl, halophenoxy, halophenyl-C 3 -C 6 alkinyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 2 -C 6 haloalkenyl, or C 2 -C 6 haloalkenyloxy;
R 8 is hydrogen, halogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl or C 3 -C 6 alkinyl; with the proviso that at least one of R 6 , R 7 and R 8 is different from hydrogen;
n is 0 or 1 or agronomically acceptable salts/stereoisomers/diastereoisomers/enantiomers/tautomers and N-oxides of those compounds.
2. A compound of formula I according to claim 1 , wherein
R 1 is difluoromethyl, trifluoromethyl or methyl,
R 2 is methyl;
R 3 is hydrogen or fluoro;
R 4 is methyl;
R 5 is hydrogen or methyl;
n is 0; and
R 6 , R 7 and R 8 independently from each other, are hydrogen or chloro.
3. A compound of formula I according to claim 2 , wherein
R 5 is hydrogen.
4. A compound of formula I according to claim 1 , wherein
R 1 is difluoromethyl or trifluoromethyl;
R 2 is methyl;
R 3 is hydrogen;
R 4 is methyl;
R 6 , R 7 and R 8 are, independently from each other, hydrogen or halogen.
5. A compound of formula I according to claim 4 , wherein R 6 , R 7 and R 8 are, independently from each other, hydrogen or chloro, with the proviso that at least one of R 6 , R 7 and R 8 is different from hydrogen.
6. A compound of formula I according to claim 1 , wherein
R 5 is hydrogen.
7. A compound of formula I according to claim 1 , wherein
R 1 is C 1 -C 4 haloalkyl;
R 2 is C 1 -C 4 alkyl;
R 3 is hydrogen;
R 4 is C 1 -C 4 alkyl;
R 5 is hydrogen;
n is 0 or 1;
R 6 is hydrogen or halogen;
R 7 is halogen; and R 8 is hydrogen or halogen.
8. A compound of formula I according to claim 7 , wherein n is 0.
9. A compound of formula II
wherein
R 4 is hydrogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl;
R 5 is hydrogen, halogen, C 1 -C 4 alkyl or C 1 -C 4 halogenalkyl;
R 6 is hydrogen, halogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl or C 3 -C 6 alkinyl;
R 7 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl, C 3 -C 6 cycloalkyl-C 3 -C 6 alkinyl, halophenoxy, halophenyl-C 3 -C 6 alkinyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 2 -C 6 haloalkenyl, or C 2 -C 6 haloalkenyloxy;
R 8 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl;
n is 0 or 1; and with the proviso that at least one of R 6 , R 7 , and R 8 is different from hydrogen.
10. A method of controlling infestation of useful plants by phytopathogenic microorganisms, wherein a compound of formula I according to claim 1 or a composition, comprising this compound as active ingredient, is applied to the plants, to parts thereof or the locus thereof.
11. A composition for controlling phytopathogenic microorganisms, comprising a compound of formula I according to claim 1 and an inert carrier.