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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.

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Authors and Affiliations

  1. Institute of Experimental Medicine, St. Petersburg, Russia

    M. A. Brusina & L. B. Piotrovskii

  2. St. Petersburg State Technological Institute (Technical University), Moskovskii pr. 26, St. Petersburg, 190013, Russia

    M. A. Brusina, Yu. A. Gubina, D. N. Nikolaev & S. M. Ramsh

Authors
  1. M. A. Brusina
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  2. Yu. A. Gubina
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  3. D. N. Nikolaev
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  4. S. M. Ramsh
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  5. L. B. Piotrovskii
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Corresponding author

Correspondence to M. A. Brusina.

Additional information

Original Russian Text © M.A. Brusina, Yu.A. Gubina, D.N. Nikolaev, S.M. Ramsh, L.B. Piotrovskii, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 5, pp. 729–733.

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Brusina, M.A., Gubina, Y.A., Nikolaev, D.N. et al. Influence of Oxidation Conditions on the Yield of 2-Substituted Imidazole-4,5-dicarboxylic Acids. Russ J Gen Chem 88, 874–878 (2018). https://doi.org/10.1134/S1070363218050055

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  • DOI: https://doi.org/10.1134/S1070363218050055

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