Triethylamine → n,n-Bis(2-chloroethyl)methanesulfonamide

14.3 ml (185 mmol) of methanesulfonyl chloride are added slowly to a solution of 15 g (84 mmol) of commercial bis(2-chloroethylamine) hydrochloride and 26 ml (185 mmol) of triethylamine in 200 ml of dichloromethane and 70 ml of tetrahydrofuran previously stirred for 15 min and then filtered in order to remove the triethylammonium chloride. The reaction medium is then stirred at ambient temperature for 18 h, extracted with dichloromethane, and washed with water. The organic phase is dried over magnesium sulfate, filtered and evaporated. The residue obtained is washed with diisopropyl ether, filtered and then dried under vacuum. 15.3 g (82%) of N,N-bis-(2-chloroethyl)methanesulfonamide are obtained in the form of a solid.

1. filtrationfiltered in order
2. customto remove the triethylammonium chloride
3. stirringThe reaction medium is then stirred at ambient temperature for 18 h
4. extractionextracted with dichloromethane
5. washwashed with water
6. dry with materialThe organic phase is dried over magnesium sulfate
7. filtrationfiltered
8. customevaporated
9. customThe residue obtained
10. washis washed with diisopropyl ether
11. filtrationfiltered
12. customdried under vacuum

ORD record

ord-0372686a418541a6b91c0d84912289bd

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08980897B2