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Isomerization of 2-Phenacyl-1H-benzimidazole Arylhydrazones to 1-Aryl-5-(o-aminoanilino)-3-phenylpyrazoles by Trifluoroacetylation and Hydrazinolysis

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A convenient preparative two-stage method was developed for the isomerization of 2-phenacyl-1H-benzimidazole arylhydrazones to previously unknown 5-(o-aminoanilino)-1-aryl-3-phenylpyrazoles. The transformation scheme includes recyclization during acylation with trifluoroacetic anhydride leading to the formation of 1-aryl-3-phenyl-5-(o-trifluoroacetylaminoanilino)pyrazoles, which then undergo hydrazinolysis.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine, 02094

    I. B. Dzvinchuk & M. O. Lozinskii

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  1. I. B. Dzvinchuk
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  2. M. O. Lozinskii
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1002–1006, July, 2005.

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Dzvinchuk, I.B., Lozinskii, M.O. Isomerization of 2-Phenacyl-1H-benzimidazole Arylhydrazones to 1-Aryl-5-(o-aminoanilino)-3-phenylpyrazoles by Trifluoroacetylation and Hydrazinolysis. Chem Heterocycl Compd 41, 845–849 (2005). https://doi.org/10.1007/s10593-005-0236-y

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  • DOI: https://doi.org/10.1007/s10593-005-0236-y

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