SYNTHESIS OF 4-AMINO-5-(4,6-DIPHENYL-2-PYRIMIDINYL)-3,4-DIHYDRO-2H-1,2,4-TRIAZOLE-3-THIONE AND ITS REACTIONS WITH C-ELECTROPHILES

Abstract

4-Amino-5-(4,6-diphenyl-2-pyrimidinyl)-3,4-dihydro-2H-1,2,4-trazole-3-thione is formed from the reaction of 4,6-diphenylpyrimidinecarboxylic acid  or its ethyl ester with thiocarbonyl hydrazide. Alkylation of the product leads to S-alkyl derivaties  or 6-substituted 3-(4,6-diphenyl-2-pyriimidinyl)-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine. Acetylation of 4-amino-5-(4,6-diphenyl-2-pyrimidinyl)-3,4-dihydro-2H-1,2,4-triazole-3-thione gave under different conditions monoacetyl-, diacetyl, and triacetyl derivatives at the at the amino group and the N(2) atom, whereas benzoylation gave  a benzoyl group at the amino group and 3-(4,6-diphenyl-2-pyrimidinyl)-6-phenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole.

How to Cite
Mekuškiene, G.; Vainilavičius, P. Chem. Heterocycl. Compd. 2007, 43, 919. [Khim. Geterotsikl. Soedin. 2007, 1066.]

For this article in the English edition see DOI 10.1007/s10593-007-0145-3