SYNTHESIS AND TAUTOMERISM OF 2-[3(5)-ARYL(METHYL)PYRAZOL-4-YL]-1-BENZIMIDAZOLES

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02660
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02660

DOI:

https://doi.org/10.1007/7820

Keywords:

benzimidazoles, DMF dimethylacetal, hydrazones, pyrazoles, tautomerism

Abstract

An efficient method has been developed for the synthesis of 2-[3(5)-aryl(methyl)pyrazol-4-yl]-1H-benzimidazoles by cyclocondensation of 2-acylmethyl-1H-benzimidazoles benzoylhydrazones with DMF dimethylacetal. The tautomerism of the compounds  obtained via migrations of a proton between the pyrazole nitrogen atoms has been studied by  1H NMR. The more stable tautomers  have electron acceptor aryl substituents placed at position 3 of the pyrazole ring and electron donor aryl substituents or a methyl at position 5.

How to Cite
Dzvinchuk, I. B.; Lozinskii, M. O.  Chem. Heterocycl. Compd. 2006, 42, 1190. [Khim. Geterotsikl. Soedin. 2006, 1370.]

For this article in the English edition see DOI 10.1007/s10593-006-0224-x


Published

2023-05-22

Issue

Section

Original Papers