HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → N-(5-chloro-2-fluorophenyl)-N-isobutyl-4-(oxiran-2-yl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | N-(5-chloro-2-fluorophenyl)-N-isobutyl-4-vinylbenzenesulfonamide | HCID 89875834 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-chloro-2-fluorophenyl)-N-isobutyl-4-(oxiran-2-yl)benzenesulfonamide | HCID 89875932 | 58.5% |
Reaction Steps
To a stirred solution of N-(5-chloro-2-fluorophenyl)-N-isobutyl-4-vinylbenzenesulfonamide (824 mg, 2.240 mmol) in dichloromethane (DCM) at 0° C. was added meta-chloroperoxybenzoic acid (mCPBA) (1546 mg, 8.96 mmol) and the reaction mixture stirred for 6 hours from 0° C. to 25° C. The reaction was then washed with water (5 mL), sodium hydroxide solution (2M, 5 mL) and brine (5 mL), then evaporated in vacuo to give the required product (503 mg). LCMS [LCMS2] Rt 1.34 min, m/z (ES+) 384 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428452B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f34313188d7f4861991348328cfe0027 |
| Source note | uspto-grants-2016_08 |