Influence of Oxidation Conditions on the Yield of 2-Substituted Imidazole-4,5-dicarboxylic Acids


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Abstract

Conditions were found which allow 2-alkyl-substituted imidazole-4,5-dicarboxylic acids to be synthesized in preparative quantities by the oxidation of 2-alkylbenzimidazoles with hydrogen peroxide. It was shown that optimal results can be obtained at the concentration of 2-alkylimidazole in sulfuric acid of 1 M and the hydrogen peroxide: 2-alkylbenzimidazole molar ratio of 11: 1. Oxidation under these conditions results in higher yields of the target 2-alkylimidazole-4,5-dicarboxylic acids, including those with a branched alkyl group.

About the authors

M. A. Brusina

Institute of Experimental Medicine; St. Petersburg State Technological Institute (Technical University)

Author for correspondence.
Email: mashasemen@gmail.com
Russian Federation, St. Petersburg; Moskovskii pr. 26, St. Petersburg, 190013

Yu. A. Gubina

St. Petersburg State Technological Institute (Technical University)

Email: mashasemen@gmail.com
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013

D. N. Nikolaev

St. Petersburg State Technological Institute (Technical University)

Email: mashasemen@gmail.com
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013

S. M. Ramsh

St. Petersburg State Technological Institute (Technical University)

Email: mashasemen@gmail.com
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013

L. B. Piotrovskii

Institute of Experimental Medicine

Email: mashasemen@gmail.com
Russian Federation, St. Petersburg


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