HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylamino)ethanol → 4-Cyano-N-methyl-N-(2-oxo-ethyl)-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Cyanobenzenesulfonyl chloride | HCID 39497 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Cyano-N-methyl-N-(2-oxo-ethyl)-benzenesulfonamide | HCID 86625993 | 73.2% |
Reaction Steps
4-Cyanobenzenesulfonyl chloride (6 g, 0.0297 mol) in 50 ml of dry DCM was added at 0° C. to a solution of N-methylethanolamine (2.67 g, 0.0356 mol) and triethylamine (7.49 g, 0.0742 mol) in dry dichloromethane (75 ml) under nitrogen atmosphere and stirred at RT for 2 h. The reaction mixture was quenched with water and extracted with dichloromethane. Organic layer was washed with water and brine and dried over sodium sulfate. Solvent evaporation under reduced pressure afforded crude product as solid. This solid was then washed with petroleum ether (three times) and dried under vacuum to give the sub-title compound (5.18 g) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07648985B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-4458a6a5dce74ec3803d3be6dd451b09 |
| Source note | uspto-grants-2010_01 |