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Report | Regular issue | Vol 20, No. 6, 1983, pp.1117-1122
Published online, 1st January, 1970
DOI: 10.3987/R-1983-06-1117
Reactions of 3-Methyl-8H-cyclohept[d]isoxazol-8-one with 1,2-Alkanediamines

Yasunori Sudoh and Kimiaki Imafuku

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

Abstract

3-Methyl-8H-cyclohept[d]isoxazol-8-one (1) reacted with 1,2-ethanediamine to afford 3-methyl-5,6-dihydroisoxazolo[4,5-a]pyrazino[2,3-c]cycloheptene (2a) and 6-acetyl-1,2,3,4-tetrahydro-5H-cyclohepta[b]pyrazin-5-one (3a). The reaction with 1,2-propanediamine also gave two mixtures of methyl-substituted compounds [(2b and 2c) and (3b and 3c)]. The mixture of 3b and 3c was dehydrogenated to afford a mixture of 6-acetyl-2-methyl- and 6-acetyl-3-methyl-5H-cyclohepta[b]pyrazin-5-one (4b and 4c).