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Synthesis of Imidazolium and Benzimidazolium Triiodides

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Abstract

1,3-(Di)acetonylimidazolium and -benzimidazolium triiodides were synthesized in a one-pot fashion by reactions of imidazole, 3-(1H-imidazol-4-yl)prop-2-enoic acid, benzimidazole, benzimidazol-2-amine, and 2-ethylbenzimidazole with 1-iodopropan-2-one and molecular iodine under solvent-free conditions in the absence of a base and catalyst at room temperature. The reaction of 1H-benzimidazole-2-thiol with 1-iodopropan-2-one and iodine afforded 2-(2-oxopropylsulfanyl)imidazolium triiodide. The reaction direction and yield did not change when 2-iodo-1-(thiophen-2-yl)ethanone was used instead of 1-iodopropan-2-one.

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Acknowledgments

This study was performed using the facilities of the Baikal Joint Analytical Center, Siberian Branch, Russian Academy of Sciences.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russia

    L. G. Shagun, I. A. Dorofeev, L. V. Zhilitskaya, N. O. Yarosh & L. I. Larina

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  1. L. G. Shagun
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  2. I. A. Dorofeev
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  3. L. V. Zhilitskaya
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  4. N. O. Yarosh
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  5. L. I. Larina
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Correspondence to L. V. Zhilitskaya.

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Conflict of Interests

The authors declare the absence of conflict of interests.

Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 7, pp. 1084–1088.

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Shagun, L.G., Dorofeev, I.A., Zhilitskaya, L.V. et al. Synthesis of Imidazolium and Benzimidazolium Triiodides. Russ J Org Chem 55, 983–987 (2019). https://doi.org/10.1134/S107042801907011X

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  • DOI: https://doi.org/10.1134/S107042801907011X

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