A novel one-pot synthesis of 1,2,4-triazole-3,5-diamine derivatives from isothiocyanates and mono-substituted hydrazines |
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Authors: | Chunjian Liu Edwin J Iwanowicz |
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Institution: | Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ 08543-4000, USA |
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Abstract: | 1,2,4-Triazole-3,5-diamine derivatives were synthesized in moderate to high yields in one-pot reaction from the corresponding isothiocyanates, mono-substituted hydrazines, and sodium hydrogencyanamide, in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. Typically, two target compounds were obtained, but high regioselectivities to one isomer were observed when aromatic and sterically bulky hydrazines were used. A number of examples with a detailed representative procedure are given. |
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