Thionyl Chloride → HCID 22624879, compound

Participants

Reaction Conditions

Reaction Steps

Thionyl chloride (0.98 ml, 13.5 mmol) was added slowly to a solution of 4-(2-hydroxyethylthio)pyridine (1.39 g, 9.0 mmol) in trichloromethane (25 ml) at 5° C. The mixture was stirred at 5° C. for 1 hour and then at ambient temperature for 2 hours. The volatiles were removed by evaporation, the residue azeotroped with toluene and dried under vacuum to give 4-(2-chloroethylthio)pyridine hydrochloride (500 mg, 26%) as a solid. 1H NMR Spectrum: (DMSOd6) 3.65(t, 2H); 3.90(t, 2H); 7.90(d, 2H); 8.60(d, 2H) MS-ESI: 174 [MH]+

Provenance & Evidence