HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → n,n-Bis(2-chloroethyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Bis(2-chloroethyl)amine hydrochloride | HCID 522769 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n,n-Bis(2-chloroethyl)methanesulfonamide | HCID 245092 | 94.1% |
Reaction Steps
8.6 ml (62 mmol) of triethylamine are added to a solution of 5 g (28 mmol) of bis(2-chloroethyl)amine hydrochloride in 60 ml of dichloromethane. The triethylammonium chloride salts precipitate and are filtered off. 2.4 ml (31 mmol) of methylsulfonyl chloride are then added to the filtrate obtained, and the reaction medium is stirred at ambient temperature for 3 h. After the addition of water, the product is extracted with dichloromethane. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated. 5.8 g (94%) of N,N-bis(2-chloroethyl)methanesulfonamide are obtained in the form of a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633196B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-c23fea10b8c8460482d90af57405a441 |
| Source note | uspto-grants-2014_01 |