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Synthesis and Reactions of Pyrazolo[5,1-c][1,2,4]triazine-3-Carbothioamides
* 1 , 1 , 2, 3, 4 , 1
1  Voronezh State University, 1 Universitetskaya pl., 394006 Voronezh, Russia
2  Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
3  ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
4  North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation

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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