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Cyclocondensation of 2-phenacyl-1H-benzimidazole with acylhydrazines: Synthesis and tautomerism of 2-(pyrazol-4-yl)-1H-benzimidazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The previously unknown 2-(pyrazol-4-yl)benzimidazoles containing aryl groups in the pyrazolyl ring have been obtained by the reaction of 2-phenacyl-1H-benzimidazole with aroylhydrazines. The compounds with nitrophenyl and pyridyl substituents in the pyrazole ring show pyrazolyl tautomerism with differences in the1H NMR spectra. A semi-empirical method is proposed to determine the tautomeric composition of the synthesized pyrazoles.

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Authors
  1. I. B. Dzvinchuk
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  2. A. V. Vypirailenko
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  3. V. V. Pirozhenko
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  4. M. O. Lozinsky
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Additional information

Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev 253660; e-mail: iochkiev@sovam.com. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1512–1518, November, 1999.

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Dzvinchuk, I.B., Vypirailenko, A.V., Pirozhenko, V.V. et al. Cyclocondensation of 2-phenacyl-1H-benzimidazole with acylhydrazines: Synthesis and tautomerism of 2-(pyrazol-4-yl)-1H-benzimidazoles. Chem Heterocycl Compd 35, 1319–1324 (1999). https://doi.org/10.1007/BF02252001

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  • DOI: https://doi.org/10.1007/BF02252001

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