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Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles

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Abstract

Oxidative chlorination of 1-aryl-4-benzylsulfanyl-1H-imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1H-imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding N,N-disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reaction of 1-aryl-5-formyl-1H-imidazole-4-sulfonyl chlorides with sodium azide, followed by reduction of the resulting sulfonyl azides, led to the formation of N-unsubstituted 5-formylimidazole-4-sulfonamides, and the reaction with alcohols, to 5-formylimidazole-4-sulfonic acids.

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Authors and Affiliations

  1. Bukovinian State Medical University, Teatral’naya pl. 2, Chernovtsy, 58000, Ukraine

    A. N. Grozav & V. A. Chornous

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660, Ukraine

    V. I. Dorokhov & M. V. Vovk

Authors
  1. A. N. Grozav
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  2. V. A. Chornous
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  3. V. I. Dorokhov
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  4. M. V. Vovk
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Correspondence to A. N. Grozav.

Additional information

Original Russian Text © A.N. Grozav, V.A. Chornous, V.I. Dorokhov, M.V. Vovk, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 10, pp. 1520–1527.

For communication XIII, see [1].

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Grozav, A.N., Chornous, V.A., Dorokhov, V.I. et al. Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles. Russ J Org Chem 53, 1548–1555 (2017). https://doi.org/10.1134/S1070428017100104

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  • DOI: https://doi.org/10.1134/S1070428017100104

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