On triazoles. XXVIII ^†. Synthesis of isomeric 1,2,4-triazolylcarbothiohydrazides

Different 3a, 3b, 9, 10 and 12 type 5-amino-1,2,4-triazolylcarbothiohydrazide isomers representing all possible isomeric types derived from 5-amino-1,2,4-triazoles were synthesised from the corresponding 5-amino-1,2,4-triazolyldithiocarbonates and hydrazines. HPLC measurements proved that in case of mono-substituted hydrazines the steric press in the intermediate 6 caused besides formation of the expected derivative 3a the formation of compounds 4 and 5, too, while the intermediate 7 yielded only 3b. Thermal rearrangement of derivatives 3a in acetic acid led to isomers 9 and 10, respectively.