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Polyfunctional imidazoles: X. Synthesis of 4-chloro-5-(2-nitroalkenyl)-1H-imidazoles and their reaction with 5-methyl-2,4-dihydro-3H-pyrazol-3-one

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Abstract

Condensation of 1-aryl-4-chloro-1H-imidazole-5-carbaldehydes with nitroalkanes in the presence of anhydrous ammonium acetate gave 4-chloro-5-(2-nitroalkenyl)-1H-imidazoles which reacted with 5-methyl-2,4-dihydro-3H-pyrazol-3-one according to the Michael addition scheme with formation of 4-[1-(4-chloro-1H-imidazol-5-yl)-2-nitroalkyl]-5-methyl-1H-pyrazol-3-ols.

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Author information

Authors and Affiliations

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

    V. A. Chornous & A. N. Grozav

  2. Ivano-Frankivsk National Medical University, ul. Galitskaya 2, Ivano-Frankivsk, 76000, Ukraine

    O. Ya. Mel’nik

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

    V. V. Pirozhenko & M. V. Vovk

Authors
  1. V. A. Chornous
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  2. A. N. Grozav
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  3. O. Ya. Mel’nik
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  4. V. V. Pirozhenko
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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.N. Grozav, O.Ya. Mel’nik, V.V. Pirozhenko, M.V. Vovk, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 4, pp. 551–557.

For communication IX, see [1].

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Chornous, V.A., Grozav, A.N., Mel’nik, O.Y. et al. Polyfunctional imidazoles: X. Synthesis of 4-chloro-5-(2-nitroalkenyl)-1H-imidazoles and their reaction with 5-methyl-2,4-dihydro-3H-pyrazol-3-one. Russ J Org Chem 51, 534–540 (2015). https://doi.org/10.1134/S1070428015040132

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  • DOI: https://doi.org/10.1134/S1070428015040132

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