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■ Reactions of 2-Acetyl-3-methylquinoxaline 1,4-Dioxide and Its Derivatives

Katsuhide Matoba, Takashi Terada, Masaru Sugiura, and Takao Yamazaki

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan

Abstract

2-Cinnamoyl-3-methylquinoxaline 1,4-dioxide(2) was inert to hydrochloric acid in refluxing ethanol. When a xylene solution of 2-acetyl-3-methylquinoxaline 1,4-dioxide(1-dioxide) was refluxed overnight, the dioxide was reduced mainly to 1-4-oxide and the oxidative products from xylene were also obtained. 2-Cinnamoyl-3-methylguinoxaline 4-oxide(4a) and 3-methyl-4-oxido-2-quinoxalyl 4-phenyl-1,3-butadienyl ketone(4b)were quantitativelycyclized into 4-methyl-3-oxo-1-phenyl- and 4-methyl-3-oxo-1-styryl- 3H-pyrrolo[1,2-a]quinoxalin-l0-ium chloride(6a and 6b), respectively, when the ethanolic solution were refluxed in the presence of hydrochloric acid.