tert-Butanol → tert-butyl N-(2-fluoro-4-nitrobenzyl)sulfamoylcarbamate

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Reaction Steps

Chlorosulfonyl isocyanate (0.1 mL) and t-butanol (0.12 mL) was mixed in dichloromethane. After 10 minutes, a solution of (2-fluoro-4-nitrophenyl)methanamine (200 mg, 1.176 mmol) in dichloromethane was added at 50° C. After stirring for 30 min the mixture was cooled to room temperature and triethylamine (0.11 mL) was added. After 3 h stirring at room temperature, the mixture was extracted with ethyl acetate and washed with brine. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave tert-butyl N-(2-fluoro-4-nitrobenzyl)sulfamoylcarbamate (139 mg, 34%).

Provenance & Evidence