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Paper | Regular issue | Vol 31, No. 4, 1990, pp.677-681
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5327
A Convenient Synthesis of 3-Heteroarylthiomethyl-1H,8H-cyclohepta[d]pyrazol-8-ones

Itsuko Kishi, Kimiaki Imafuku,* Kazuo Ogawa, and Yoh-ichi Matsushita

*Department of Chemistry, Faculty of Science, Kumamoto University, Kurokami 2-39-1, Kumamoto 860-8555, Japan

Abstract

The reactions of 3-(bromoacetyl)tropolone (1) with benzenehiol (2a) and heteroarenethiols (2b-f) gave 3-[(phenylthio(acetyl]tropolone (3a) and 3-[(heteroarylthio)acetyl]tropolones (3b-f), respectively. These compounds (3a-f) reacted with hydrazine hydrate and methylhydrazine to afford 3-phenylthiomethyl- (4a) and 3-heteroarylthiomethyl-1H,8H-cyclohepta[d]pyrazol-8-ones (4b-f) and their corresponding 1-methyl substituted compounds (5b-f), respectively