NEW FUNCTIONALIZED PYRAZOLINES FROM 1-AROYL-2-PHENYLACETYLENES AND THIOCARBONOHYDRAZIDES

Authors

  • М. Ю. Дворко A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • А. И. Албанов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • Н. Н. Чипанина A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • Л. В. Шерстянникова A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • В. Г. Самойлов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • Т. Н. Комарова A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk
  • Т. Е. Глотова A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk

DOI:

https://doi.org/10.1007/7742

Keywords:

1-aroyl-2-phenylacetylenes, 1-carbothiohydrazinoyl-5-hydroxy-3-phenyl-5-R-2-pyrazolines, thiocarbonohydrazides, heterocyclization, ring–chain tautomerization, nucleophilic addition

Abstract

The reaction of 1-aroyl-2-phenylacetylenes  with thiocarbonohydrazide and benzaldehyde thiocarbohydrazone in acetic acid–water or ethanol–water systems with the reagents in an equimolar ratio leads to the selective formation of 1-carbothiohydrazinoyl-5-hydroxy-3-phenyl-5-R-2-pyrazolines. Ring–chain tautomerism involving the enamine and hydrazone forms was detected for solutions of the pyrazolines (with R = 2-thienyl) in DMSO.

How to Cite
Dvorko, M. Yu.; Albanov, A. I.; Chipanina, N. N.; Sherstyannikova, L. V.; Samoilov, V. G.; Komarova, T. N.; Glotova, T. E.  Chem. Heterocycl. Compd. 2006, 42, 1421. [Khim. Geterotsikl. Soedin. 2006, 1655.]

For this article in the English edition see DOI 10.1007/s10593-006-0258-0

 

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Published

2023-04-25

Issue

No. 11 (2006)

Section

Original Papers