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http://dx.doi.org/10.5012/jkcs.2003.47.4.345

Synthesis and Tautomerism of Novel Quinoxalines (Part II)  

Ho Sik Kim (Department of Chemistry, Catholic University of Daegu)
Kyung Ok Choi (Department of Chemistry, Catholic University of Daegu)
Woo Sung Lim (Department of Chemistry, Catholic University of Daegu)
Publication Information
Journal of the Korean Chemical Society / v.47, no.4, 2003 , pp. 345-353 More about this Journal
Abstract
The reaction of 6-chloro-3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(5) or 3-methoxycarbonylmethylene-6-nitro-2-oxo-1,2,3,4-tetrahydroquinoxaline(6) with hydrazine hydrate gave 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxalines(7, 8). The reaction of compound 7 or 8 with substituted benzaldehydes or heteroaromatic aldehydes afforded quinoxalines(9-14). Compounds showed the tautomerism between the enamine and methylene imine forms, and between the enamine, methylene imine and enaminol forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the 1H NMR.
Keywords
Quinoxalines; Tautomerism;
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