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Polyfunctional imidazoles: II. Synthesis and reactions with nucleophilic reagents of 1-substituted 2,4-dichloro-1H-imidazole-5-carbaldehydes

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Abstract

1-Alkyl(aryl)imidazolidine-2,4-diones reacted with Vilsmeier-Haack reagent affording 1-alkyl(aryl)-2,4-dichloro-1H-imidazole-5-carbaldehydes whose reactions with sodium azide, sodium alkoholates, with phenols, thiols, and secondary cycloalkylamines led to the substitution of chlorine in the position 2 of the imidazole ring. The reaction with primary amines resulted in the condensation products at the aldehyde group.

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Authors and Affiliations

  1. Bukovinskii State Medical University, Chernovtsy, Chernovtsy, 58000, Ukraine

    V. A. Chornous & A. M. Grozav

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kyiv, Ukraine

    E. B. Rusanov, A. M. Nesterenko & M. V. Vovk

Authors
  1. V. A. Chornous
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  2. A. M. Grozav
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  3. E. B. Rusanov
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  4. A. M. Nesterenko
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  5. M. V. Vovk
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Corresponding author

Correspondence to V. A. Chornous.

Additional information

Original Russian Text © V.A. Chornous, A.M. Grozav, E.B. Rusanov, A.M. Nesterenko, M.V. Vovk, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 5, pp. 699–706.

For Communication I, see [1].

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Chornous, V.A., Grozav, A.M., Rusanov, E.B. et al. Polyfunctional imidazoles: II. Synthesis and reactions with nucleophilic reagents of 1-substituted 2,4-dichloro-1H-imidazole-5-carbaldehydes. Russ J Org Chem 47, 702–709 (2011). https://doi.org/10.1134/S1070428011050083

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  • DOI: https://doi.org/10.1134/S1070428011050083

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