Investigations in the 4-aryl-5-arylamino-1,2,4-triazoline-3-thione series

Cyanoethylation of 4-aryl-5-arylamino-1,2,4-triazoline-3-thiones proceeds at the nitrogen atom of the thioamide group. Alkylation of 4-aryl-5-arylamino-1,2,3-triazoline-3-thiones with chloroacetonitrile, monochloroacetic acid and its ester, -chloropropionic acid, and methyl iodide proceeds at the sulfur atom. The acidity constants of substituted 4-phenyl-5-phenylamino-1,2,4-triazoline-3-thiones differ by two orders of magnitude from the acidity constants of the more acidic substituted 4-phenyl-1,2,4-triazoline-3-thiones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 129–132, January, 1971.