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2-Hetarylimidazoles quaternization

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Abstract

Quaternization of 2-hetarylimidazoles by the action of methyl iodide in anhydrous benzene was performed. The reaction involving 1-methyl-2-pyridyl-1H-imidazoles was studied in detail. Relative rate of 2-hetarylimidazoles quaternization changes in parallel with their basicity. The alkylation of aza group was found to be very sensitive to steric factors. The methylation of 1-methyl-2-(3-pyridyl)-1H- and 1-methyl-2-(4- pyridyl)-1H-imidazoles was accompanied with the formation of isomeric quaternary imidazole and pyridine salts.

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Authors and Affiliations

  1. Platov Southern Russian State Polytechnic University, ul. Prosveshcheniya 132, Novocherkassk, 346428, Russia

    M. M. El’chaninov, A. A. Aleksandrov & V. A. Klushin

Authors
  1. M. M. El’chaninov
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  2. A. A. Aleksandrov
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  3. V. A. Klushin
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Correspondence to M. M. El’chaninov.

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Original Russian Text © M.M. El’chaninov, A.A. Aleksandrov, V.A. Klushin, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 7, pp. 1102–1105.

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El’chaninov, M.M., Aleksandrov, A.A. & Klushin, V.A. 2-Hetarylimidazoles quaternization. Russ J Gen Chem 86, 1581–1583 (2016). https://doi.org/10.1134/S1070363216070082

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  • DOI: https://doi.org/10.1134/S1070363216070082

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