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Report | Regular issue | Vol 22, No. 9, 1984, pp.1979-1984
Published online, 1st January, 1970
DOI: 10.3987/R-1984-09-1979
A Convenient Synthesis of [1,2]Diazepinones by the Reaction of Hydrazines on 5-Acetyl Pyran-2,6-dione and 2-Pyrones

Suhas R. Pendnekar, Shrinivas D. Samant, and Kodand D. Deodhar*

*Department of Chemistry, Indian Institute of Technology, Powai, Bombay 400 076, India


Reactions of hydrazine and phenyl hydrazine with 5-acetylpyran-2,6-dione (5) yielded [1,2]diazepinones 8 and 12, respectively. The formation of 12 was via the acid carboxamide 10. The diazepinone 8 was also obtained from 2-pyrones 13 and 14 with hydrazine, while the latter also afforded pyrazolodiazepinone 15. Both 13 and 14 on treatment with phenylhydrazine furnished N-phenyldiazepinone 9.