Quinoxalines Derived from D-Xylose and o-Phenylenediamine under Acidic Refluxed Conditions

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概要

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• Quinoxalines derived from D-xylose and o-phenylenediamine (OPD) in an acidic medium under reflux were studied, using GLC, GC-MS and NMR measurements. Three quinoxaline derivatives (XA-I, XA-II and G-2) were separated from the reaction mixture of D-xylose with OPD (0.2 mol, each) in a 46% total yield. Their approximate molar ratio was 3:3:2. Two newly isolated XA-I and XA-II derivatives were identified as 2-methyl-3-(2-hydroxyethyl) quinoxaline and 2-(1, 2, 3-trihydroxypropyl) quinoxaline, respectively. The other was G-2 [2-(2, 3-dihydroxypropyl) quinoxaline], which has previously been obtained from D-glucose or D-xylose in an alkaline solution. XA-I may be regarded as a partially reduced form of G-2 at the side chain of the quinoxaline, with XA-II as an oxidized form. A possible mechanism for quinoxaline formation is discussed.

• 社団法人 日本農芸化学会の論文

著者

• HAYASHI Hideo

  Deparment of Applied Biological Chemistry, College of Agriculture, Osaka Prefecture University

• Takagi M

  Department Of Biotechnology The University Of Tokyo

• MORITA Naofumi

  Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture

• DAIDO Yoshiyuki

  Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture

• TAKAGI Masanosuke

  Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture

• Takagi Masanosuke

  Department Of Agricultural Chemistry

• Takagi Masanosuke

  Department o f Agricultural Chemistry, College o f Agriculture, University

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