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Synthesis and Reactions of Pyrazolo[5,1-c][1,2,4]triazine-3-Carbothioamides
Published:
31 October 2013
by MDPI
in The 17th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract: Cyanothioacetamide reacts with pyrazole-3(5)-diazonium chlorides under mild conditions to afford pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides. The latter can be oxidized with H2O2 to give either pyrazolo[5,1-c][1,2,4]triazine-3-carboxamides or 1,2,4-thiadiazole derivatives, depending on the reaction conditions. The Hantzsch-type reaction of thioamides 5 with α-bromo ketones leads to 3-(thiazol-2-yl)pyrazolo[5,1-c][1,2,4]triazines.
Keywords: Azo-coupling, Cyanothioacetamide, Hantzsch thiazole synthesis, Heterocyclization, Pyrazole-3(5)-diazonium salts, Pyrazolo[5,1-c][1,2,4]triazines, Oxidation of thioamides
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education
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