Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Quinoxalines Derived from D-Galactose and o-Phenylenediamine in Acidic Media
Naofumi MORITAKeiichi INOUEMasanosuke TAKAGI
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1983 Volume 47 Issue 6 Pages 1329-1332

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Abstract
Quinoxalines derived from D-galactose with o-phenylenediamine (OPD) in acidic media under reflux were studied by using GLCand NMRmeasurements. Four quinoxaline derivatives were obtained from the reaction mixture, and were identical with those derived from D-glucose. The yields of 2-(D-lyxo-tetrahydroxybutyl)quinoxaline (GA-III), and the stereoisomeric derivative of GA-III, i.e., 2-(D-arabino-tetrahydroxybutyl)quinoxaline (ATBQ), were 13.2 and 5.3%, respectively. The ratio of GA-III to ATBQ derived from D-galactose was reciprocally coincident with that from D-glucose. Someproposals are made on the relationship between the isomerization of these sugars and the formation of quinoxaline derivatives.
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