REACTIONS OF 5-(4,6-DIPHENYL-2-PYRIMIDINYL)-1,3,4-OXADIAZOLE-2-THIONE WITH SOME C-ELECTROPHILES AND N-NUCLEOPHILES

Authors

  • G. Mekuškiene Vilnius University, Vilnius LT-2006
  • M. M. Burbuliene Vilnius University, Vilnius LT-2006
  • V. Jakubkiene Vilnius University, Vilnius LT-2006
  • E. Udrenaite Vilnius University, Vilnius LT-2006
  • P. Gaidelis Vilnius University, Vilnius LT-2006
  • P. Vainilavičius Vilnius University, Vilnius LT-2006

Keywords:

1,3,4-oxadiazole, 1,2,4-triazole-3-thione, thiocarbohydrazide, anti-inflammatory activity

Abstract

5-(4,6-Diphenyl-2-pyrimidinyl)-1,3,4-oxadiazole-2-thione reacted with halo-alkanes or their derivatives containing side chain oxo group to give S-alkylated compounds. Aminomethylation and acylation of the thione yielded N(3)-deri-vatives. Treatment of the title compound with hydrazine hydrate in butanol resul-ted in 4-amino-5-(4,6-diphenyl-2-pyrimidinyl)-1,2,4-triazole-3-thione via recycli-zation reaction. Reaction of the title compound with hydrazine hydrate or phenyl-hydrazine in dioxane led to formation of the corresponding thiocarbohydrazides. The latter in the presence of a base were cyclised to 4-amino-1,2,4-triazole-3-thiones.

How to Cite
Mekuškiene, G.; Burbuliene, M. M.; Jakubkiene, V.; Udrenaite, E.; Gaidelis, P.; Vainilavičius, P. Chem. Heterocycl. Compd. 2003, 39, 1364. [Khim. Geterotsikl. Soedin. 2003, 1548.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000010654.66587.4a

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Published

2003-10-25

Issue

No. 10 (2003)

Section

Original Papers