Study of the characteristics of rearrangements of 5-amino-1,2,3-thiadiazole-4-carbothioamides
Using NMR spectroscopy, we have determined the relative stability and the effect of the solvent on the ratio of isomeric NN-disubstituted 5-amino-1,2,3-thiadiazole-4-carbothioamides in a mixture. We carried out chromatographic separation of a mixture of 5-benzylamino-1, 2, 3-thiadiazole-4-N-methylcarbothioamide and 5-methylamino-1, 2, 3-thiadiazole-4-N-benzylcarbothioamide and we show that when each compound dissolves, it rapidly isomerizes with formation of the initial composition. We conclude that the orientation of the rearrangement process is thermodynamically controlled.