Hydrochloric Acid → 4-methyl-5-phenyl-4H-1,2,4-triazole-3-thiol

Reaction equation

[C:1]([NH:9][NH:10][C:11]([NH:13][CH3:14])=[S:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(O)=O.[Na+].Cl>>[CH3:14][N:13]1[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:9][NH:10][C:11]1=[S:12]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 516892Sodium Bicarbonate

HCID 27461131-Benzoyl-4-methyl-3-thiosemicarbazide

Product 1

HCID 7197994-methyl-5-phenyl-4H-1,2,4-triazole-3-thiol

Procedure

A stirred mixture of 1-benzoyl-4-methylthiosemicarbazide (20.9 g, 1.00×10-1 mole) and 1 molar aqueous NaHCO3 (1000 ml, 1 mole) was heated to reflux. After refluxing overnight the reaction was cooled in an ice bath. With stirring the solution was carefully acidified by the dropwise addition of conc. HCl (92 ml, 1.1 mole). A colorless precipitate formed and this was subsequently collected by filtration.