HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → N-(4-Ethenyl-2-fluorophenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 4-Ethenyl-2-fluoroaniline | HCID 22025647 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(4-Ethenyl-2-fluorophenyl)methanesulfonamide | HCID 69527926 | 91.1% |
Reaction Steps
A cooled solution of 2-Fluoro-4-vinylaniline (20-1, 0.96 g, 7 mmol) in pyridine (10 mL) at 0° C. was treated with methanesulfonyl chloride (0.644 mL, 8.4 mmol) and stirred at room temperature for 30 min. The reaction mixture was diluted with water and extracted with EtOAc several times. The combined organic layers were washed with water and brine, dried over MgSO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes (1:3) as eluant to afford N-(2-Fluoro-4-vinylphenyl)methanesulfonamide (20-2, LJO-325, 1.372 g, 91%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642657B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-10143971cf754a20be9943368f404851 |
| Source note | uspto-grants-2014_02 |