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Synthesis, characterization and de-tert-butylation of 4-tert-butyl-5-aryl-2,4- dihydro-3H-1,2,4-triazole-3-thione | Abstract
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Abstract

Synthesis, characterization and de-tert-butylation of 4-tert-butyl-5-aryl-2,4- dihydro-3H-1,2,4-triazole-3-thione

Author(s): Rashidi N. A and Berad B. N

Some new 4-tert-butyl-5-aryl-2,4-dihydro-3H-1,2,4-triazole-3-thione (IIIa-g) were synthesized from N-tert-butyl-2- aroyl thiosemicarbazide (N-tert-butyl-2-aroylhydrazine carbothioamide) (IIa-g). The later compounds (IIa-g) were prepared by the condensation of aromatic carboxylic acid hydrazides (Ia-g) and tert-butyl isothiocyanate. The compounds (IIa-g) on refluxing with 2N NaOH and ethanol and then on subsequent acidification with dilute glacial acetic acid furnished 4-tert-butyl-5-aryl-2,4-dihydro-3H-1,2,4-triazole-3-thione (IIIa-g). The title compounds were successfully de-tertbutylated into 5-aryl-2,4-dihydro-3H-1,2,4-triazole-3-thione (IVa-g). All the synthesized compounds were characterized by CHN analyses, IR, mass and 1H NMR spectral data.