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Communication | Special issue | Vol 44, No. 1, 1997, pp.133-138
Published online, 1st January, 1970
DOI: 10.3987/COM-96-S39
A Facile Synthesis of 2-Acylimino-3-biphenylmethyl-1,3,4-thiadiazoline Derivatives

Terukage Hirata, Motoo Shiro, and Yoshimitsu Nagao*

*Faculty of Pharmaceutical Sciences, University of Tokushima, Sho-machi, Tokushima 770-8505, Japan

Abstract

Regioselective biphenylmethylation of 2-hifluoroacetamido-1,3,4-thiadiazole (3b) gave 2-trifluoroacetylimino-1,3,4-thiadiazoline derivatives (4c,d) in good yields. Compound (4d) was converted to 2-(2-chlorobenzoyl)imino-1,3,4-thiadiazoline derivative (6), an angiotensin II receptor antagonist. This methodology was also applied to the preparation of 2-acylimino-1,3,4-oxadiazoline derivative (8).