2-Chloroethanol → HCID 67485759, compound

Participants

Reaction Steps

A solution of 2-chloroethanol (2.00 g, 24.84 mmol) in dichloromethane (15 mL) was added to a solution of chlorosulfonyl isocyanate (3.52 g, 24.8 mmol) in dichloromethane (15 mL) This mixture was slowly added to a 0° C. solution of N1,N1-dimethylethane-1,2-diamine (2.19 g, 24.8 mmol) and triethylamine (3.81 mL, 27.3 mmol). The reaction was stirred for 45 minutes, diluted with dichloromethane, washed with saturated ammonium chloride, concentrated and purified by silica gel chromatography. The isolated material was dissolved in methylene chloride and triethylamine (3.81 mL, 27.3 mmol) and stirred for 5 hours. The reaction mixture was washed with water and the organic layer was concentrated to give crude N-(2-(dimethylamino)ethyl)-2-oxooxazolidine-3-sulfonamide (3.96 g, 67.24% yield).

Provenance & Evidence