Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto

Patent metadata

Field	Value
Publication number	US-10681908-B2
Application number	US-201715408693-A
Country	US
Kind code	B2
Filing date	Jan 18, 2017
Priority date	Jan 25, 2016
Publication date	Jun 16, 2020
Grant date	Jun 16, 2020

Abstract

This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

First claim

The invention claimed is:

1. A molecule having the following formula

wherein:
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(E) R 10 is selected from the group consisting of F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy; or
(F) R 9 and R 10 together can optionally form a 3- to 5-membered saturated or unsaturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, and CN;
(G) Q is selected from the group consisting of O or S;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2;
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 3 -C 4 )cycloalkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and phenyl,
wherein each alkyl, alkenyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, and phenyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH; and
agriculturally acceptable acid addition salts, salts, solvates, esters, crystal polymorphs, isotopes, and resolved stereoisomers, of the molecules of Formula One.

2. A molecule having the following formula

wherein:
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(E) R 10 is selected from the group consisting of, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy; or
(F) R 9 and R 10 together can optionally form a 3- to 5-membered saturated or unsaturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, and CN;
(G) Q is selected from the group consisting of O or S;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2; and
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 3 -C 4 )cycloalkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and phenyl,
wherein each alkyl, alkenyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, and phenyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH.

3. A molecule according to claim 2 wherein R 1 , R 3 , R 4 , R 5 , R 6 , R 9 , R 11 , R 12 , and R 13 are H.

4. A molecule according to claim 2 wherein R 2 is Cl, Br, or CH 3 .

5. A molecule according to claim 2 wherein R 3 is F, Cl, Br, or CH═CH 2 .

6. A molecule according to claim 2 wherein R 4 is Cl, Br, or CH 3 .

7. A molecule according to claim 2 wherein R 2 , R 3 , and R 4 are Cl.

8. A molecule according to claim 2 wherein R 7 is CF 3 or CF 2 CH 3 .

9. A molecule according to claim 2 wherein R 10 is Cl, Br, CH 3 , or CF 3 .

10. A molecule according to claim 2 wherein Q is O.

11. A molecule according to claim 2 wherein L is CH 2 CH 2 or CH(CH 3 )CH 2 .

12. A molecule according to claim 2 wherein R 14 is CH 2 CH 3 or CH 2 CF 3 .

13. A molecule according to claim 2 wherein
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are H;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, (C 1 -C 4 )alkyl, and (C 2 -C 4 )alkenyl;
(C) R 2 is (C 1 -C 6 )haloalkyl;
(D) R 9 is H;
(E) R 10 is selected from the group consisting of Cl, Br, (C 1 -C 4 )alkyl, and (C 1 -C 4 )haloalkyl;
(G) Q is O;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2;
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl and (C 1 -C 4 )haloalkyl,
wherein each alkyl or haloalkyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH.

14. A pesticidal composition comprising a molecule according to claim 2 further comprising one or more active ingredients.

15. A pesticidal composition according to claim 14 wherein said active ingredient is selected from the group consisting of N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethyl-3-((3,3,3-trifluoropropyl)thio)propanamide[AI-1], 1,3-dichloropropene, chlorpyrifos, chlorpyrifos-methyl, hexaflumuron, methoxyfenozide, noviflumuron, spinetoram, spinosad, sulfoxaflor, and sulfuryl fluoride.

16. A pesticidal composition comprising a molecule according to claim 2 and a seed.

17. A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a pesticidal composition wherein said pesticidal composition comprises a molecule according to claim 2 .

18. A molecule according to claim 2 wherein said molecule is selected from one of the following molecules

No.
Structure

F1

F2

F3

F4

Assignees

• Dow Agrosciences Llc

Inventors

• Barton Thomas
• Gao Xin
• Hunter Jim
• Leplae Jr Paul R
• Lo William C
• Boruwa Joshodeep
• Tangirala Raghuram
• Watson Gerald B
• Herbert John

Classifications

• C07C321/20 Primary

  of an unsaturated carbon skeleton containing rings · CPC title

• C07C317/44

  having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton · CPC title

• A01N37/20

  containing the group [IMAGE cpc-sch-A01N-0935.gif], wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof · CPC title

• A01N41/10 Primary

  Sulfones; Sulfoxides · CPC title

• C07C2601/02

  with a three-membered ring · CPC title