Processes for the preparation of pesticidal compounds

Patent metadata

Field	Value
Publication number	US-2016115135-A1
Application number	US-201614989269-A
Country	US
Kind code	A1
Filing date	Jan 6, 2016
Priority date	Oct 17, 2013
Publication date	Apr 28, 2016
Grant date	—

Abstract

The present application provides processes for making pesticidal compounds and compounds useful both as pesticides and in the making of pesticidal compounds.

First claim

1 . (canceled)

2 . A process for the preparation of pesticidal thioethers (3b) useful in the preparation of pesticidal thioethers (3c) and pesticidal sulfoxides (3d),

wherein R 1 is selected form the group consisting of C 1 -C 4 haloalkyl and C 1 -C 4 alkyl-C 3 -C 6 halocycloalkyl which comprises heteroarylation of thioether (3a)

with a halopyridine in the presence of a copper salt, an amine, and a base.

3 . A process for the preparation of thioethers (3c) useful as pesticides and useful in the preparation of pesticidal sulfoxides (3d):

wherein R 1 is selected form the group consisting of C 1 -C 4 haloalkyl and C 1 -C 4 alkyl-C 3 -C 6 halocycloalkyl and R 2 is selected from the group consisting of C 1 -C 4 -alkyl and C 2 -C 4 -alkynyl;
which comprises alkylating a thioether (3b)

with R 2 —X 2 in the presence of a base, wherein X 2 is a leaving group.

4 . A process according to claim 3 , wherein R 2 —X 2 is ethyl iodide.

5 .- 9 . (canceled)

10 . A compound N-(3-chloro-1H-pyrazol-4-yl)-3-((3,3,3,trifluoropropyl)thio)propanamide (Compound 2.3)

11 . A process comprising applying N-(3-chloro-1H-pyrazol-4-yl)-3-((3,3,3,trifluoropropyl)thio)propanamide (Compound 2.3)

to a locus to control insects inhabiting said locus.

12 .- 15 . (canceled)

16 . A process according to claim 3 in which the alkylation is conducted in the presence of a polar aprotic solvent, and in the presence of an iodide additive.

17 . (canceled)

Assignees

• Dow Agrosciences Llc

Inventors

• Yang Qiang
• Lorsbach Beth
• Whiteker Greg
• Deamicis Carl
• Gray Kaitlyn
• Zhang Yu
• Muhuhi Joseck M

Classifications

• C07D231/40 Primary

  Acylated on said nitrogen atom · CPC title

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D231/38

  Nitrogen atoms (nitro radicals C07D231/16) · CPC title

• Y10S424/10

  Insect repellent · CPC title