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Synthesis of 2-aroyl-1-hydroxy-4,5-dimethylimidazoles by reaction of 3-hydroxyamino-2-butanone oxime with arylglyoxals*

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Chemistry of Heterocyclic Compounds Aims and scope

Treatment of the acetate of 3-hydroxyamino-2-butanone oxime with arylglyoxals gives α-aroylnitrones which cyclize under acid catalyzed conditions to form principally 2-aroyl-1-hydroxy-4,5-dimethyl-imidazoles. An X-ray structural analysis of 2-benzoyl-1-hydroxy-4,5-dimethylimidazole has been carried out.

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Authors and Affiliations

  1. N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, 630090, Russia

    S. A. Amitina, A. Ya. Tikhonov, I. A. Grigor’ev, Yu. V. Gatilov & B. A. Selivanov

Authors
  1. S. A. Amitina
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  2. A. Ya. Tikhonov
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  3. I. A. Grigor’ev
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  4. Yu. V. Gatilov
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  5. B. A. Selivanov
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Corresponding author

Correspondence to A. Ya. Tikhonov.

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*Dedicated to Academician Boris Aleksandrovich Trofimov on the occasion of his 70th jubilee.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 868-874, June, 2009.

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Amitina, S.A., Tikhonov, A.Y., Grigor’ev, I.A. et al. Synthesis of 2-aroyl-1-hydroxy-4,5-dimethylimidazoles by reaction of 3-hydroxyamino-2-butanone oxime with arylglyoxals*. Chem Heterocycl Comp 45, 691–697 (2009). https://doi.org/10.1007/s10593-009-0329-0

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  • DOI: https://doi.org/10.1007/s10593-009-0329-0

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