ISOMERIZATION OF 2-PHENACYL-1H-BENZIMIDAZOLE ARYLHYDRAZONES TO 1-ARYL-5-(<i>o</i>-AMINOANILINO)-3-PHENYLPYRAZOLES BY TRIFLUOROACETYLATION AND HYDRAZINOLYSIS

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev

DOI:

https://doi.org/10.1007/8240

Keywords:

benzimidazoles, hydrazones, pyrazoles, trifluoroacetic anhydride, hydrazinolysis, recyclization

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.

How to Cite
Dzvinchuk, I. B.; Lozinskii, M. O.  Chem. Heterocycl. Compd. 2005, 41, 845. [Khim. Geterotsikl. Soedin. 2005, 1002.]

For this article in the English edition, see DOI 10.1007/s10593-005-0236-y

 

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Published

2023-10-31

Issue

No. 7 (2005)

Section

Original Papers