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.
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Institute of Chemistry, Vilnius LT-2600, Lithuania. E-mail: lorka@ktl.mii.lt. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1685–1689, December, 1998.
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Valyulene, S., Rutavichyus, A. Some derivatives of 2,5-dimercapto-1,3,4-thiadiazole. Chem Heterocycl Compd 34, 1431–1435 (1998). https://doi.org/10.1007/BF02317816
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DOI: https://doi.org/10.1007/BF02317816