Synthesis of 3-Amino-5-Substituted Amino-1,2,4-Thiadiazoles and 3-Substituted Thiocarbamido-5-Substituted Amino-1,2,4-Thiadiazoles

D. T. Tayadea, J. S. Waghmareb* and S. U. Patilc

¹Department of Chemistry, Mahatma Fule Mahavidyalaya, Warud - 444 906 (India) ²Department of Chemistry, Jijamata Mahavidyalaya, Buldana - 431 001 (India) ³Department of Chemistry, S.S.K.R. Innani Mahavidyalaya, Karanja (India)  

A novel series of 3-amino-5-substittued amino-1,2,4-thiadiazoles (5a-f) and 3-substituted thiocarbamido-5-substituted amino-1,2,4-thiadiazoles (6a-f) have been obtained by the oxidative cyclization of 1-substituted-3-formamidinothiocarbamide (3a-f) and 1,3-bis(substituted thioamido)-guanidine (4a-f) with bromine respectively. (3a-f) were synthesized by the interaction of guanidine (1) with various alkyl/aryl isothiocyanates (2a-f) in 1:1 molar ratio in carbon tetrachloride medium while (4a-f) were isolated by the condensation of guanidine (1) with different alkyl/aryl isothiocyanates (2a-f) in 1:2 molar ratio in ethanol-acetone medium. The structure of all these compounds was established on the basis of elemental analysis, equivalent weight and spectral data.

1-substituted-3-formamidinothiocarbamide