HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,5-Difluorobenzenesulfonyl chloride | HCID 2736911 | — |
| Reactant | 3-Bromo-2-fluoroaniline | HCID 22341891 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide | HCID 66729404 | 92.4% |
Reaction Steps
3-Bromo-2-fluoroaniline (10 g, 52.63 mmol) was dissolved in DCM (100 mL) under nitrogen atmosphere. Dry pyridine was added (6 mL, 73.68 mmol), followed by 2,5-difluorobenzenesulfonyl chloride (7.08 mL, 52.63 mmol) and the mixture was stirred at r.t. for 2 h. It was then diluted with DCM and washed with aqueous 0.5 N HCl (3×80 mL) and brine. The organic layer was dried over Na2SO4 and evaporated to dryness. The solid was taken up with diethyl ether and stirred for 30 min. It was then filtered and dried at 40° C. under reduced pressure to give 17.8 g of N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide as a pale yellow solid (92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199979B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f1601dac8bd6494d8ba191f1adb94e5c |
| Source note | uspto-grants-2015_12 |