Pesticidally active substituted pyridyl carboxamides
View Patent ↗Compounds of formula I wherein m is 0 or 1; Z is methine or nitrogen; X is oxygen or sulfur, R 1 is C 1 -C 6 -alkyl, halo-C 1 -C 6 -cycloalkyl or C 2 -C 6 -alkynyl; R 2 is C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, halo-C 3 -C 6 -cycloalkyl, fluoro, chloro or bromo; R 3 is C 1 -C 3 -alkyl; R 4 is hydrogen, C 1 -C 6 -alkyl, fluoro, chloro, bromo or cyano; n is 0, 1, 2 or 3; R 5 is hydrogen, fluoro, chloro or bromo; and agrochemically acceptable salts and enantiomers of those compounds can be used as insecticides and can be prepared in a manner known per se.
1. A compound of formula I
wherein,
m is 0 or 1;
Z is methine or nitrogen;
X is oxygen or sulfur,
R 1 is C 1 -C 6 -alkyl, halo-C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl or C 2 -C 6 -alkynyl;
R 2 is C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, halo-C 3 -C 6 -cycloalkyl, fluoro, chloro or bromo;
R 3 is C 1 -C 3 -alkyl;
R 4 is hydrogen, C 1 -C 6 -alkyl, fluoro, chloro, bromo or cyano;
n is 0, 1, 2 or 3;
R 5 is hydrogen, fluoro, chloro or bromo;
or an agrochemically acceptable salt thereof.
2. A compound of formula I according to claim 1 , wherein Z is methine.
3. A compound of formula I according to claim 1 , wherein Z is nitrogen.
4. A compound of formula I according to claim 1 , wherein
R 1 is methyl, ethyl, isopropyl, cyclopropyl, CH 2 CF 3 , or prop-2-ynyl.
5. A compound of formula I according to claim 1 , wherein R 2 is methyl, ethyl, isopropyl, cyclopropyl, CF 3 , CF 2 H or chloro.
6. A compound of formula I according to claim 1 , wherein R 3 is methyl, ethyl or isopropyl.
7. A compound of formula I according to claim 1 , wherein
m is 0;
Z is methine;
X is oxygen;
R 1 is methyl, ethyl, isopropyl, cyclopropyl, CH 2 CF 3 , or prop-2-ynyl;
R 2 is methyl, ethyl, isopropyl, cyclopropyl, CF 3 , CF 2 H or chloro; and
R 3 is methyl, ethyl or isopropyl.
8. A compound of formula I according to claim 1 , wherein
m is 0;
Z is nitrogen;
X is oxygen;
R 1 is methyl, ethyl, isopropyl, cyclopropyl, CH 2 CF 3 , or prop-2-ynyl;
R 2 is methyl, ethyl, isopropyl, cyclopropyl, CF 3 , CF 2 H or chloro; and
R 3 is methyl, ethyl or isopropyl.
9. A compound of formula I according to claim 1 , wherein
m is 0;
Z is methine;
X is oxygen;
R 1 is methyl, ethyl or prop-2-ynyl,
R 2 is methyl, ethyl or isopropyl, and
R 3 is methyl, ethyl or isopropyl.
10. A compound of formula I according to claim 1 , wherein
m is 1;
Z is CH;
X is oxygen;
R 1 is methyl, ethyl, isopropyl, cyclopropyl, CH 2 CF 3 , or prop-2-ynyl;
R 2 is methyl, ethyl, isopropyl, cyclopropyl, CF 3 , CF 2 H or chloro; and
R 3 is methyl, ethyl or isopropyl.
11. An insecticidal, acaricidal, nematicidal or molluscicidal composition, comprising an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I according to claim 1 and a suitable carrier or diluent therefor.
12. A method of combating and controlling pests which comprises applying an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I according to claim 1 or a composition comprising a compound of formula I, to a pest, a locus of pest, or to a plant susceptible to attack by a pest, with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practised on the human or animal body.
13. A method for the protection of plant propagation material from the attack by pests, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition according to claim 11 .
14. Plant propagation material comprising the compound of formula I according to claim 1 .