Efficient synthesis of novel pyrazole-linked 1,2,4-triazolidine-3-thiones using bismuth on zirconium oxide as a...

The Bi₂O₃ loading on ZrO₂ as heterogeneous catalyst was established as an extremely efficient catalyst for the synthesis of a series of novel 5-(1-(2,4-dinitrophenyl)-3-substituted-phenyl-1H-pyrazol-4-yl)-1,2,4-triazolidine-3-thione derivatives (3a-o) with high yields (90-96%) by reaction of 1-(2,4-dinitrophenyl)-3-substituted-phenyl-1H-pyrazole-4-carbaldehydes and thiosemicarbazide using water as a greener solvent at 80 °C within 30-45 min. Materials with different percentages of Bi₂O₃ on ZrO₂ were prepared by simple wet impregnation method. The synthesized material has been characterized by various techniques (XRD, TEM, SEM, BET). 2.5% Bi₂O₃/ZrO₂ proved superior catalyst. The Bi₂O₃/ZrO₂ catalyst is easily recoverable and reused up to sixth run with no loss of activity. Excellent yields, short reaction time, avoidance of hazardous solvents, and no need for chromatographic purifications are the proven advantages.