Some derivatives of 2,5-dimercapto-1,3,4-thiadiazole

Abstract

Reaction of 2,5-dimercapto-1,3,4-thiadiazole with diethylamine, morpholine, and piperidine under the conditions of the Mannich reaction gives N,S-aminomethylated thiadiazoles, but urea, thiourea, semicarbazide, and thiosemicarbazide form N,N-aminomethylated thiadiazoles. Condensation of 2,5-dimercapto-1,3,4-thiadiazole with formaldehyde leads, depending on the pH, to an N,N-, N,S-, or S,S-derivative, but reaction with 1,3-propanesultone or with the sodium salt of bromoethanesulfonic acid in alkaline medium leads to an S,S-derivative of thiadiazole.

How to Cite
Valyulene, S.; Rutavichyus, A. Chem. Heterocycl. Compd. 1998, 34, 1431. [Khim. Geterotsikl. Soedin. 1998, 1685.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02317816