Process and intermediates for the preparation of certain nematicidal sulfonamides

Patent metadata

Field	Value
Publication number	US-11897854-B2
Application number	US-202217723614-A
Country	US
Kind code	B2
Filing date	Apr 19, 2022
Priority date	Oct 5, 2018
Publication date	Feb 13, 2024
Grant date	Feb 13, 2024

Abstract

The present invention provides a method for preparing a compound of Formula C, Formula D, or Formula F:

wherein each R 1 , R 2 , and R 3 is independently H, SFs, N(C 1 -C 8 alkyl)(C 1 -C 8 alkyl), C(═S)N(C 1 -C 8 alkyl)(C 1 -C 8 alkyl), SO 2 N(C 1 -C 8 alkyl)(C 1 -C 8 alkyl), OSO 2 (C 1 -C 8 alkyl), OSO 2 N(C 1 -C 8 alkyl)(C 1 -C 8 alkyl), N(C 1 -C 8 alkyl)SO 2 (C 1 -C 8 alkyl), or C 1 -C 8 alkyl, C 1 -C 8 haloalkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 3 -C 10 cycloalkyl, C 3 -C 10 halocycloalkyl, C 4 -C 10 alkylcycloalkyl, C 4 -C 10 cycloalkylalkyl, C 6 -C 14 cycloalkylcycloalkyl, C 5 -C 10 alkylcycloalkylalkyl, C 3 -C 8 cycloalkenyl, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, C 3 -C 8 cycloalkoxy, C 3 -C 8 halocycloalkoxy, C 4 -C 10 cycloalkylalkoxy, C 2 -C 8 alkenyloxy, C 2 -C 8 alkynyloxy, C 1 -C 8 alkylthio, C 1 -C 8 alkylsulfinyl, C 1 -C 8 alkylsulfonyl, C 3 -C 8 cycloalkylthio, C 3 -C 8 cycloalkylsulfinyl, C 3 -C 8 cycloalkylsulfonyl, C 4 -C 10 cycloalkylalkylthio, C 4 -C 10 cycloalkylalkylsulfinyl, C 4 -C 10 cycloalkylalkylsulfonyl, C 2 -C 8 alkenylthio, C 2 -C 8 alkenylsulfinyl, C 2 -C 8 alkenylsulfonyl, C 2 -C 8 alkynylthio, C 2 -C 8 alkynylsulfinyl, C 2 -C 8 alkynylsulfonyl, or phenyl; or
two of R 1 , R 2 , and R 3 on adjacent ring atoms may be taken together to form a 5-to 7-membered carbocyclic or heterocyclic ring, each ring containing ring members selected from carbon atoms and up to 3 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 3 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and such ring is optionally substituted with up to 3 substituents independently selected from the group consisting of C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 haloalkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkynyl, C 3 -C 7 cycloalkyl, C 3 -C 7 halocycloalkyl, C 4 -C 8 alkylcycloalkyl, C 4 -C 8 haloalkylcycloalkyl, C 4 -C 8 cycloalkylalkyl, C 4 -C 8 halocycloalkylalkyl, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, C 2 -C 8 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, C 2 -C 6 alkylcarbonyl and C 2 -C 6 haloalkylcarbonyl; and
M is an inorganic cation or organic cation.

First claim

What is claimed is:

1. A compound having a structure of Formula 4 and/or Formula 5:

wherein M is an inorganic cation or organic cation.

2. The compound of claim 1 , wherein M is sodium, potassium, ammonium, trimethylammonium, triethylammonium, lithium, or mixtures thereof.

Assignees

• Corteva Agriscience Llc

Inventors

• Casalnuovo Albert Loren
• Wagerle Ty
• Yan Jun
• Demko Erin
• Oberholzer Matthew Richard
• Shapiro Rafael

Classifications

• C07D471/04

  Ortho-condensed systems · CPC title

• C07C303/02

  of sulfonic acids or halides thereof · CPC title

• C07C303/32

  of salts of sulfonic acids · CPC title

• C07D291/08 Primary

  condensed with carbocyclic rings or ring systems · CPC title

• C07C303/06

  by reaction with sulfuric acid or sulfur trioxide · CPC title