Benzyl mercaptan → HCID 22118831, compound

Participants

Reaction Steps

A mixture of 3-(2-pyridyl)-6-(4-trifluoromethylphenyl)-1,2,4-triazin-5-one (200 mg, 0.63 mmol) and thionyl chloride (5 ml) was heated under reflux for 30 minutes. The mixture was allowed to cool to room temperature, and the solvent was distilled off. To the residue were added tetrahydrofuran (4 ml), phenyl methanethiol (195 mg, 1.57 mmol, 2.5 eq.), and triethylamine (159 mg, 1.57 mmol, 2.5 eq.), and the mixture was stirred at room temperature for one hour. To the reaction mixture was added methylene chloride (50 ml), and the mixture was washed with water (20 ml), a saturated aqueous sodium hydrogen carbonate solution (20 ml) and a saturated brine (20 ml). The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to remove the solvent. The resulting solid was purified by flash silica gel column chromatography (chloroform) to give the title compound (248 mg, 93%) as pale yellow crystals.

Provenance & Evidence