Y. Ahmad, M. S. Habib, M. Iqbal
Apr 1, 1965
Citations
0
Influential Citations
4
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
2-Cyano-3-hydroxyquinoxaline 1-oxide (Ia), and its 7-chloro- or 7-ethoxy-derivatives (Ib, c), on treatment with aniline, are deoxygenated, with a simultaneous displacement of the nitrile group, resulting in the formation of 2-anilino-quinoxalines (IIa, e and f). Ia undergoes similar transformations with N-methylaniline and cyclohexylamine. The N-oxide (Ia), on being heated with fuming hydrobromic acid, yields 6-bromo-2,3-dihydroxyquinoxaline (IVa), the mechanism of formation of which has been outlined.