Volume 21, Issue 1
Heterocyclic Compounds
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ChemInform Abstract: A Novel Heterocyclic Compound. Synthesis and Reactivities of an Oxazolo(3,2-a)thieno(3,2-d)pyrimidine Derivative.

H. FUKUMI

H. FUKUMI

Med. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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M. SUGIYAMA

M. SUGIYAMA

Med. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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T. SAKAMOTO

T. SAKAMOTO

Med. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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First published: January 2, 1990

Abstract

Refluxing of the 3-aminothiophene (I) with 2-chloroethyl isocyanate (II) gives the urea (III).

ChemInform Abstract

Refluxing of the 3-aminothiophene (I) with 2-chloroethyl isocyanate (II) gives the urea (III). Cyclization of (III) upon treatment with NaOH forms the heterocyclic compound (IV) mentioned in the title. Two alternative multi-step syntheses of (IV) are given in the original paper. Reaction of (IV) with nucleophiles such as (V) results in opening of the oxazole ring to give the products (VI). Desulfurization of (IV) produces the oxazolopyrimidine derivative (VII). Compound (IV) shows potent antigastric secretion activity.

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