HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[3-bromo-5-(2,4-difluorophenoxy)phenyl]ethanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethanesulfonyl chloride | HCID 11667 | — |
| Reactant | 3-Bromo-5-(2,4-difluorophenoxy)aniline | HCID 118021910 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-bromo-5-(2,4-difluorophenoxy)phenyl]ethanesulfonamide | HCID 118021931 | 95.6% |
Reaction Steps
Ethylsulfonyl chloride (15 uL, 0.16 mmol) was added dropwise to a stirred solution of 3-bromo-5-(2,4-difluorophenoxy)aniline (48 mg, 0.16 mmol) and pyridine (40 uL, 0.48 mmol) in DCM (320 uL) at 0° C. under nitrogen. After the mixture was allowed to warm to rt and stir for 12 h, it was treated with 1N HCl (1 mL) and extracted with DCM (3×5 mL); the combined organic extracts were washed with saturated bicarbonate solution (aq), dried over sodium sulfate, filtered and concentrated in vacuo. The crude solid was purified by silica gel column chromatography using a gradient of EtOAc (5 to 60%) in hexanes to afford the title compound (60 mg, 95%) as a tan solid. LCMS (M+H)+=393.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115114B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-367c54b0b7a34168ba4de23cede0558d |
| Source note | uspto-grants-2015_08 |