Pesticidal mixtures

Patent metadata

Field	Value
Publication number	US-9456606-B2
Application number	US-201214365362-A
Country	US
Kind code	B2
Filing date	Dec 12, 2012
Priority date	Dec 14, 2011
Publication date	Oct 4, 2016
Grant date	Oct 4, 2016

Abstract

The present invention relates to pesticidal mixtures comprising a component A and a component B, wherein component A is a compound of formula (I) wherein B 1 , B 2 , B 3 , X 1 , X 2 , X 3 , X 4 , Y 1 , Y 2 , Y 3 and R 9 are as defined in claim 1 and component B is an insecticide. The present invention also relates to methods of using said mixtures for the control of plant pests.

First claim

The invention claimed is:

1. A pesticidal mixture comprising a component A and a component B, wherein component A is a mixture enriched for the compound of formula I**

relative to the compound of formula I*

wherein
—B 1 —B 2 —B 3 — is —C═N—O—, —C═N—CH 2 — or —N—CH 2 —CH 2 —;
Y 1 , Y 2 and Y 3 are independently CH or nitrogen;
wherein no more than two of Y 1 , Y 2 and Y 3 are nitrogen and wherein Y 2 and Y 3 are not both nitrogen;
R 9 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkyl-O—CH 2 —, C 1 -C 4 haloalkyl-O—CH 2 —, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-CH 2 —, C 1 -C 4 alkyl-S—CH 2 —, C 1 -C 4 alkyl-S(O)—CH 2 —, or C 1 -C 4 alkyl-S(O 2 )—CH 2 ;
X 2 is C—X 6 or nitrogen;
X 1 , X 3 and X 6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X 1 , X 3 and X 6 are not hydrogen;
X 4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl;
and component B is a compound selected from
a) a pyrethroid including those selected from the group consisting of permethrin, cypermethrin, fenvalerate, esfenvalerate, deltamethrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, bifenthrin, fenpropathrin, cyfluthrin (including beta cyfluthrin), tefluthrin, ethofenprox, natural pyrethrin, tetramethrin, S-bioallethrin, fenfluthrin, prallethrin and 5-benzyl-3-furylmethyl-( E )-(1R,3S)-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl)cyclopropane carboxylate;
b) an organophosphate including those selected from the group consisting of sulprofos, acephate, methyl parathion, azinphos-methyl, demeton-s-methyl, heptenophos, thiometon, fenamiphos, monocrotophos, profenofos, triazophos, methamidophos, dimethoate, phosphamidon, malathion, chlorpyrifos, phosalone, terbufos, fensulfothion, fonofos, phorate, phoxim, pirimiphos-methyl, pirimiphos-ethyl, fenitrothion, fosthiazate and diazinon;
c) a carbamate including those selected from the group consisting of pirimicarb, triazamate, cloethocarb, carbofuran, furathiocarb, ethiofencarb, aldicarb, thiofurox, carbosulfan, bendiocarb, fenobucarb, propoxur, methomyl, thiodicarb and oxamyl;
d) a benzoyl urea including those selected from the group consisting of diflubenzuron, triflumuron, hexaflumuron, flufenoxuron, lufenuron and chlorfluazuron;
e) an organic tin compound selected from the group consisting of cyhexatin, fenbutatin oxide and azocyclotin;
f) a pyrazole including those selected from the group consisting of tebufenpyrad and fenpyroximate;
g) a macrolide including those selected from the group consisting of abamectin, emamectin, ivermectin, milbemycin, spinosad, azadirachtin and spinetoram;
h) an organochlorine compound including those selected from the group consisting of endosulfan, benzene hexachloride, DDT, chlordane and dieldrin;
i) an amidine including those selected from the group consisting of chlordimeform and amitraz;
j) a fumigant agent including those selected from the group consisting of chloropicrin, dichloropropane, methyl bromide and metam;
k) a neonicotinoid compound including those selected from the group consisting of imidacloprid, thiacloprid, acetamiprid, nitenpyram, dinotefuran, thiamethoxam, clothianidin, nithiazine and flonicamid;
l) a diacylhydrazine including those selected from the group consisting of tebufenozide, chromafenozide and methoxyfenozide;
m) a diphenyl ether including those selected from the group consisting of diofenolan and pyriproxyfen;
n) indoxacarb;
o) chlorfenapyr;
p) pymetrozine;
q) a tetramic acid compound including those selected from the group consisting of spirotetramat and spirodiclofen, or a tetronic acid compound including spiromesifen;
r) a diamide including those selected from the group consisting of flubendiamide, chlorantraniliprole and cyantraniliprole;
s) sulfoxaflor;
t) metaflumizone;
u) fipronil and ethiprole;
v) pyrifluqinazon;
w) buprofezin;
x) diafenthiuron;
y) 4-[(6-Chloro-pyridin-3-ylmethyl)-(2,2-difluoro-ethyl)-amino]-5H-furan-2-one; and
z) flupyradifurone.

2. A pesticidal mixture according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O.

3. A pesticidal mixture according to claim 1 , wherein R 9 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or C 3 -C 4 cycloalkyl.

4. A pesticidal mixture according to claim 1 , wherein Y 1 is CH, Y 2 is CH, and Y 3 is CH.

5. A pesticidal mixture according to claim 1 , wherein X 1 is chloro, X 2 is CH, X 3 is chloro or X 1 is trifluoromethyl, X 2 is CH, X 3 is trifluoromethyl or X 1 is chloro, X 2 is C—Cl, X 3 is chloro, or X 1 is chloro, X 2 is CH, X 3 is trifluoromethyl, or X 1 is chloro, X 2 is C—F, X 3 is chloro.

6. A pesticidal mixture according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O—, X 2 is C—X 6 , Y 1 , Y 2 , and Y 3 are CH and R 9 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or C 3 -C 4 cycloalkyl.

7. A pesticidal mixture according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O—, X 2 is C—X 6 , Y 1 , Y 2 , and Y 3 are CH and R 9 is ethyl, —CH 2 CF 3 or cyclopropyl.

8. A pesticidal mixture according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O—, Y 1 , Y 2 , and Y 3 are CH and R 9 is ethyl, —CH 2 CF 3 or cyclopropyl, X 1 is chloro, X 2 is CH, X 3 is chloro or X 1 is trifluoromethyl, X 2 is CH, X 3 is trifluoromethyl or X 1 is chloro, X 2 is C—Cl, X 3 is chloro, or X 1 is chloro, X 2 is CH, X 3 is trifluoromethyl, or X 1 is chloro, X 2 is C—F, X 3 is chloro.

9. A pesticidal mixture according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O—, Y 1 , Y 2 , and Y 3 are CH, R 9 is ethyl, X 1 is chloro, X 2 is CH, X 3 is chloro and X 4 is trifluoromethyl.

10. A pesticidal mixture according to claim 1 , wherein component B is a pyrethroid selected from the group consisting of permethrin, cypermethrin, fenvalerate, esfenvalerate, deltamethrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, bifenthrin, fenpropathrin, cyfluthrin, tefluthrin, ethofenprox, natural pyrethrin, tetramethrin, S-bioallethrin, fenfluthrin, prallethrin and 5-benzyl-3-furylmethyl-(E)-(1R,3S)-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl)cyclopropane carboxylate;
a neonicotinoid compound selected from the group consisting of imidacloprid, thiacloprid, acetamiprid, nitenpyram, dinotefuran, thiamethoxam, clothianidin, nithiazine and flonicamid;
a tetramic acid or tetronic acid selected from the group consisting of spirotetramat, spirodiclofen and spiromesifen.

11. A pesticidal mixture according to claim 1 , wherein component B is deltamethrin, spirotetramat or imidacloprid.

12. A pesticidal mixture according to claim 6 , wherein component B is spirotetramat.

13. A pesticidal mixture according to claim 6 , wherein component B is deltamethrin.

14. A pesticidal mixture according to claim 6 , wherein component B is imidacloprid.

15. A pesticidal mixture according to claim 9 , wherein component B is spirotetramat.

16. A pesticidal mixture according to claim 9 , wherein component B is deltamethrin.

17. A pesticidal mixture according to claim 9 , wherein component B is imidacloprid.

18. A pesticidal mixture according to claim 1 , wherein the weight ratio of A to B is 1000:1 to 1:1000.

19. A pesticidal mixture according to claim 1 , wherein the weight ratio of A to B is 100:1 to 1:100.

20. A method of controlling insects, acarines, nematodes or molluscs which comprise

Assignees

• Syngenta Participations Ag

Inventors

• El Qacemi Myriem
• Cassayre Jerome Yves

Classifications

• A01N43/38

  condensed with carbocyclic rings · CPC title

• A01N37/38

  having at least one oxygen or sulfur atom attached to an aromatic ring system · CPC title

• A01N43/36

  five-membered rings · CPC title

• A01N43/80 Primary

  five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title

• A01N47/06

  containing —O—CO—O— groups; Thio analogues thereof · CPC title