Patent · US Expired

3,3,5-Trichloroglutaric acid imide

US4360676A · kind A · utility

4Cited by
16References
1Claims
0Family size

Assignee

Inventors

Key dates

Filing dateNov 24, 1980
Grant dateNov 23, 1982
Priority date
Expiry dateNov 24, 2000

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D213/61
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

3,3,5-Trichloroglutaric acid imide can be produced either by reacting a trichloroacetic acid alkyl ester, in the presence of a catalyst, with acrylonitrile to the corresponding 2,2,4-trichloro-4-cyanobutyric acid alkyl ester, converting this into the amide, and cyclizing the 2,2,4-trichloro-4-cyano-butanecarboxylic acid amide, in an aqueous acid medium, to the 3,3,5-trichloroglutaric acid imide; or by reacting trichloroacetonitrile, in the presence of a catalyst, to 2,2,4-trichloro-4-cyanobutyronitrile, and cyclizing this, in an aqueous acid medium, to 3,3,5-trichloroglutaric acid imide. The catalyst used for the addition reactions can be for example copper(I) chloride or copper(II) oxide. 3,3,5-Trichloroglutaric acid imide can be converted, by treatment with a dehydrating chlorinating agent, such as POCl.sub.3, into the known 2,3,5,6-tetrachloropyridine, which for its part is used for producing various active substances, particularly insecticides, herbicides and fungicides.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.