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Facile synthesis of novel polysubstituted thiopene and 1,3,4-thiadiazole derivatives

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
53
Issue
1
Identifiers
DOI: 10.1016/s0040-4020(96)00959-3

Abstract

Abstract 3-(Benzothiazol-2-yl)-3-oxopropanenitrile ( 1) reacts with phenylisothiocyanate in the presence of potassium hydroxide followed by addition of the hydrazonoyl bromides 2a-c to afford the novel 1,3,4- thiadiazole derivatives 6a-c via the intermediate 4. Reaction of 4 with 2-bromoacetylbenzothiazole ( 3) furnished the new polysubstituted thiophene 13. Treatment of the latter product with aromatic diazonium salts resulted in the formation of 2-arlazothiophene derivatives 16a-c. A suggested mechanisms of the investigated reactions were presented.

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