INTERACTIONS OF AROYL- AND HETEROAROYLTRIFLUOROACETONES WITH THIOBENZOYLHYDRAZINE

Authors

  • В. В. Пакальнис St. Petersburg State University, St. Petersburg 198504
  • И. В. Зерова St. Petersburg State University, St. Petersburg 198504
  • С. И. Якимович St. Petersburg State University, St. Petersburg 198504
  • В. В. Алексеев S. M. Kirov Military Medical Academy, St. Petersburg 194044

DOI:

https://doi.org/10.1007/7074

Keywords:

5-hydroxy-2-pyrazoline, 1, 3, 4-thiadiazoline, fluorinated 1, 3-diketones

Abstract

The interaction of aroyl(heteroaroyl)trifluoroacetones with thiobenzoylhydrazine may occur at both carbonyl groups. Reaction at the trifluoroacetyl group is facilitated by terminal substituents in the 1,3-dicarbonyl part, which leads can effectively conjugate with the adjacent carbonyl group. The products of condensation at the trifluoroacetyl group are 2-[2-aryl(heteroaroyl)-2-oxoethyl]-5-phenyl-2-trifluoromethyl-2,3-dihydro-1,3,4-thiadiazoles, while condensation at the aroyl(heteroaroyl)group gave 3-aryl(heteroaryl)-5-hydroxy-1-thiobenzoyl-5-trifluoromethyl-4,5-dihydro-1H-pyrazoles, which are not prone to tautomeric transformations in solution.

How to Cite
Pakalnis, V. V.; Zerova, I. V.; Yakimovitch, S. I.; Alekseyev, V. V.  Chem. Heterocycl. Compd. 2008, 44, 606. [Khim. Geterotsikl. Soedin. 2008, 765.]

For this article in the English edition see DOI 10.1007/s10593-008-0081-x


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Published

2022-09-26

Issue

No. 5 (2008)

Section

Original Papers