HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylmethanesulfonyl chloride → HCID 86690638, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylmethanesulfonyl chloride | HCID 74740 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4-Bromo-2-fluorophenyl)methanamine | HCID 3770848 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86690638 | HCID 86690638 | 80.1% |
Reaction Steps
To a solution of (4-bromo-2-fluoro-phenyl)methanamine (3 g, 14.7 mmol) in dichloromethane (50 mL) was added N,N-diisopropylethylamine (3.3 mL, 19.1 mmol), followed by phenylmethanesulfonyl chloride (3.3 g, 17.6 mmol) and the reaction was stirred at ambient temperature for 3 hours. The reaction was diluted with dichloromethane and washed with water and brine, dried with MgSO4, concentrated and purified by silica gel column chromatography (20-100% EtOAc in heptane) to give N-[(4-bromo-2-fluoro-phenyl)methyl]-1-phenyl-methanesulfonamide (4.22 g, 80% yield). LCMS (m/z) ES+ 358 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216988B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-093b96b34b344a55ab55902bbbb8cf3f |
| Source note | uspto-grants-2015_12 |