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

Patent metadata

Field	Value
Publication number	US-9924717-B2
Application number	US-201715408634-A
Country	US
Kind code	B2
Filing date	Jan 18, 2017
Priority date	Jan 25, 2016
Publication date	Mar 27, 2018
Grant date	Mar 27, 2018

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 , and R 12 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;
(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) R 13 and R 14 are each Independently selected from the group consisting of H, CHO, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, (C 3 -C 8 )cycloalkyl, (C 1 -C 4 )alkyl phenyl, (C 1 -C 4 )alkyl pyridyl, pyridyl, CH═NO(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylCH═NO(C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkylNH(C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkylN((C 1 -C 4 )alkyl)(C 1 -C 4 )haloalkyl, thietanyl, thietanyl-oxide, and thietanyl-dioxide, wherein each alkyl, alkenyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, phenyl, pyridyl, thietanyl, thietanyl-oxide, and thietanyl-dioxide may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, Br, I, CN, OH, (C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxy;
(H) R 13 or R 14 can optionally be CHN((C 1 -C 4 )alkyl) 2 connected to the nitrogen by a double bond;
(I) R 13 and R 14 together can optionally form a 2- to 6-membered saturated, hydrocarbyl link, which may contain one or more heteroatoms selected from the group consisting of nitrogen, sulfur, and oxygen,
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;

(J) Q Is selected from the group consisting of O and S; and

agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, Isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One.

2. A molecule according to claim 1 wherein R 1 , R 3 , R 4 , R 5 , R 6 , R 9 , R 11 , R 12 , R 13 , and R 14 are H.

3. A molecule according to claim 1 wherein R 2 is Cl, Br, or CH 3 .

4. A molecule according to claim 1 wherein R 3 is F, Cl, or Br.

5. A molecule according to claim 1 wherein R 4 is Cl, Br, or CH 3 .

6. A molecule according to claim 1 wherein R 2 , R 3 , and R 4 are Cl.

7. A molecule according to claim 1 wherein R 7 is CF 3 .

8. A molecule according to claim 1 wherein R 10 is Br, CH 3 , or CF 3 .

9. A molecule according to claim 1 wherein R 13 and R 14 are H, CHO, CH 3 , CH 2 CF 3 , CH(CH 3 )CF 3 , cyclopropyl, cyclobutyl, cyclohexyl, CH(CH 3 )phenyl, CH 2 pyridyl, pyridyl, and CH═NOCH 3 , wherein said cyclohexyl and phenyl may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, CH 3 , and OCH 3 .

10. A molecule according to claim 1 wherein R 13 or R 14 are CHN(CH 3 ) 2 connected to the nitrogen by a double bond.

11. A molecule according to claim 1 wherein Q is O.

12. A molecule according to claim 1 wherein
(A) R 1 , R 5 , R 6 , R 11 , and R 12 are H;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, and (C 1 -C 4 )alkyl;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is H;
(E) R 10 is selected from the group consisting of Br, (C 1 -C 4 )alkyl, and (C 1 -C 4 )haloalkyl;
(G) R 13 and R 14 are each Independently selected from the group consisting of H, CHO, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 4 )alkyl phenyl, (C 1 -C 4 )alkyl pyridyl, pyridyl, and CH═NO(C 1 -C 4 )alkyl,

wherein each alkyl, haloalkyl, cycloalkyl, phenyl, and pyridyl may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, (C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxy;
(H) R 13 or R 14 can optionally be CHN((C 1 -C 4 )alkyl) 2 connected the nitrogen by a double bond;
(I) R 13 and R 14 together can optionally form a 2- to 6-membered saturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more aid substituents Independently selected from the group consisting of F, Cl, Br, I, and CN; and

(J) Q Is selected from the group consisting of O and S.

13. A molecule according to claim 1 wherein said molecule Is selected from one of the following

No.
Structure

F1 

F2 

F3 

F4 

F5 

F6 

F7 

F8

Assignees

• Dow Agrosciences Llc

Inventors

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

Classifications

• A01N53/00

  Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof · CPC title

• A01N33/04

  Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms · CPC title

• A01N43/20

  three- or four-membered rings · CPC title

• A01N43/36

  five-membered rings · CPC title

• A01N37/10

  Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof · CPC title