Insecticidal compounds

Patent metadata

Field	Value
Publication number	US-9718762-B2
Application number	US-201314437206-A
Country	US
Kind code	B2
Filing date	Oct 24, 2013
Priority date	Oct 31, 2012
Publication date	Aug 1, 2017
Grant date	Aug 1, 2017

Abstract

The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests; wherein R 1 , R 2 , G 1 , G 2 , Q 1 and Q 2 are as defined in claim 1 ; or salts thereof.

First claim

The invention claimed is:

1. A compound of formula (I)

wherein
Q 1 is 4-cyano-phenyl;
Q 2 is a moiety of formula (II)

wherein
Y 1 and Y 5 are each independently Cl, Br, I, methyl, trifluoromethyl, ethyl, methoxy, trifluoromethoxy, trifluoromethylthio or methoxymethyl, and
Y 3 is heptafluoroprop-2-yl;
R 1 is C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 1 -C 8 alkylcarbonyl, C 1 -C 8 alkoxycarbonyl, hydroxyl, C 1 -C 8 alkyloxy, or aminocarbonyl-C 1 -C 4 alkylene;
R 2 is hydrogen, C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 1 -C 8 alkylcarbonyl, C 1 -C 8 alkoxycarbonyl, hydroxyl, C 1 -C 8 alkyloxy, or aminocarbonyl-C 1 -C 4 alkylene; and
G 1 and G 2 are both oxygen;
or an agrochemically acceptable salt thereof.

2. A compound of formula (I) according to claim 1 characterized in that
Q 1 is 4-cyano-phenyl;
Y 1 is Cl, Br, I, methyl, trifluoromethyl, ethyl, methoxy, trifluoromethoxy, trifluoromethylthio or methoxymethyl;
Y 5 is Cl, Br, I, methyl, trifluoromethyl, ethyl, methoxy, trifluoromethoxy, trifluoromethylthio or methoxymethyl;
Y 3 is heptafluoroprop-2-yl;
R 1 is C 1 -C 8 alkyl or C 2 -C 8 alkenyl;
R 2 is hydrogen, C 1 -C 8 alkyl or C 2 -C 8 alkenyl; and
G 1 and G 2 are both oxygen.

3. A compound of formula (I) according to claim 1 characterized in that
Q 1 is 4-cyano-phenyl;
Y 1 is Cl, Br, I, methyl or ethyl;
Y 5 is Cl, Br, I, methyl or ethyl;
Y 3 is heptafluoroprop-2-yl;
R 1 is C 2 -C 4 alkyl;
R 2 is hydrogen or C 1 -C 4 alkyl; and
G 1 and G 2 are both oxygen.

4. A compound of formula (I) according to claim 1 characterized in that
Q 1 is 4-cyano-phenyl;
Y 1 is Cl, Br, methyl or ethyl;
Y 5 is Cl, Br, methyl or ethyl;
Y 3 is heptafluoroprop-2-yl;
R 1 is C 2 -C 4 alkyl;
R 2 is hydrogen or C 1 -C 4 alkyl; and
G 1 and G 2 are both oxygen.

5. A compound of formula (I) according to claim 4 characterized in that
Q 1 is 4-cyano-phenyl;
Y 1 is Cl, Br, methyl, ethyl;
Y 5 is Cl, Br, methyl, ethyl;
Y 3 is heptafluoroprop-2-yl;
R 1 is ethyl;
R 2 is hydrogen, methyl, ethyl; and
G 1 and G 2 are both oxygen.

6. A method of controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I) as defined in claim 1 .

7. An insecticidal, acaricidal, nematicidal or molluscicidal composition comprising an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I) as defined in claim 1 together with an agrochemically acceptable diluent or carrier.

8. A composition according to claim 7 which further comprises one or more additional insecticidal, acaricidal, nematicidal or molluscicidal compounds.

9. A method of protecting plants from insects, acarines, nematodes or molluscs, comprising applying to said plants, to the locus thereof, or to plant propagation material thereof, an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I of claim 1 .

10. A compound of formula (I) according to claim 5
characterized in that
Y 1 is Cl or Br;
Y 5 is Cl or Br; and
R 2 is hydrogen.

11. A compound of formula (I) according to claim 10
characterized in that
Y 1 is Cl; and
Y 5 is Br.

Assignees

• Syngenta Participations Ag

Inventors

• Hueter Ottmar Franz
• Jung Pierre Joseph Marcel
• Pitterna Thomas
• Smits Helmars
• Stoller Andre

Classifications

• C07C253/30

  by reactions not involving the formation of cyano groups · CPC title

• C07C233/76

  having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms · CPC title

• C07C255/57

  containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton · CPC title

• C07C233/81 Primary

  having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups · CPC title

• C07C237/44

  having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring · CPC title