A novel, efficient, and solvent-free approach for the synthesis of aryl-3,5-bis(trifluoromethyl)-4H-1,2,4-triazoles has been disclosed via the nucleophilic intramolecular cyclization reaction of trifluoromethylated amidrazone and 2,2,2-trifluoroacetic anhydride. Trifluoromethylated amidrazones intermediates which are used in this project have been synthesized from the reaction of N-aryl-2,2,2-trifuoroacetimidoyl chloride derivatives and hydrazine hydrate at ambient temperature in excellent yields.
Herein, a fast, simple, efficient, and eco-friendly procedure for the synthesis of 4-aryl-3-(trifluoromethyl)-1H-1,2,4-triazole-5(4H)-thiones under microwave irradiation is introduced. The current strategy enabled the synthesis of triazole-5(4H)-thiones scaffolds at 70°C under shorter reaction times through the sequential nucleophilic addition and then intramolecular ring closing reactions between trifluoromethylated arylacetimidohydrazides and carbon disulfide in high yields.
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