Process for manufacturing thienyl-2 acetic acid

Details Process for manufacturing thienyl-2 acetic acid Process for manufacturing thienyl-2 acetic acid

1978-03-31

1980-04-01

Siegel, A.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D33324

Patent

active

041962990

ABSTRACT:
The process for manufacturing thienyl-2 acetic acid from acetylthiophene comprises condensing acetylthiophene at a temperature below 120.degree. C. with an excess of a C.sub.4 to C.sub.8 aliphatic primary amine or with a cyclic amine, in the presence of an acid catalyst and removing the water formed, so as to obtain the corresponding imine. The imine is reacted with excess sulfur at a temperature equal to or below 100.degree. C. in a basic and aprotic solvent to produce the corresponding thioamide. The thioamide is hydrolyzed by the action of an excess of a strongly alkaline base in a C.sub.4 to C.sub.8 alcohol or in ethylene glycol, if necessary in the presence of water, so as to obtain an alkali salt of thiophene-2 acetic acid. Finally the latter is treated with a strong acid in aqueous solution to liberate the thienyl-2 acetic acid.

REFERENCES:
patent: 2492632 (1949-12-01), Hartough
Mongtshefte fur Chemie 95, (1964) pp. 24-29.

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