Hydrochloric Acid → N-tert-butylmethanesulfonamide

Methanesulfonyl chloride (229 g) was added dropwise to a solution (800 ml) of t-butylamine (420 g) in chloroform under cooling in an ice bath for 90 minutes. After stirring for 3 hours at room temperature, the solution was refluxed under heating for 1 hour. The resulting reaction mixture was cooled with ice, made acidic by adding dilute hydrochloric acid, and extracted with chloroform. The organic layer was washed with water and dried over sodium sulfate. The resulting solution was distilled under reduced pressure to obtain N-t-butylmethanesulfonamide (244 g) as white solid. This product was immediately subjected to the next step.

1. temperatureunder cooling in an ice bath for 90 minutes
2. temperaturethe solution was refluxed
3. temperatureunder heating for 1 hour
4. customThe resulting reaction mixture
5. temperaturewas cooled with ice
6. extractionextracted with chloroform
7. washThe organic layer was washed with water
8. dry with materialdried over sodium sulfate
9. distillationThe resulting solution was distilled under reduced pressure

ORD record

ord-967b9c3b8ec5484ba33933eba8e6f321

Source dataset

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06420409B1