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Chemistry of Heterocyclic Compounds

, Volume 41, Issue 7, pp 845–849 | Cite as

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

  • I. B. Dzvinchuk
  • M. O. Lozinskii
Article

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.

Keywords

benzimidazoles hydrazones pyrazoles trifluoroacetic anhydride hydrazinolysis recyclization 

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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • I. B. Dzvinchuk
    • 1
  • M. O. Lozinskii
    • 1
  1. 1.Institute of Organic ChemistryNational Academy of Sciences of UkraineKievUkraine

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