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■ Reactions of 3- and 7-Acetyl-2-chlorotropones with Hydrazines. Formation of 1(2H)-Phthalazinones

Zhong-Tian Jin, Kimiaki Imafuku,* and Hisashi Matsumura

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

Abstract

3-Acetyl- and 7-acetyl-2-chlorotropones (2a and 2b) reacted with hydrazine to afford a rearrangement product, 4-methyl-1(2H)-phthalazinone (3). In the reactions with methylhydrazine, 2a and 2b gave 1,3-dimethyl-7-methylamino-1,8-dihydrocycloheptapyrazol-8-one (4) and 2,4-dimethyl-1(2H)-phthalazinone (5), respectively.