3,3,5-Trichloroglutaric acid imide

Details 3,3,5-Trichloroglutaric acid imide 3,3,5-Trichloroglutaric acid imide

1980-11-24

1982-11-23

Brust, Joseph Paul.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546250, 546294, 546345, 2604654, 2604657, C07D21138

Patent

active

043606768

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.

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