HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 1-[5-(2,4-Dichlorophenyl)sulfonyl-4-nitro-2-thienyl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-[5-(2,4-Dichlorophenyl)sulfinyl-4-nitro-2-thienyl]ethanone | HCID 46932245 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[5-(2,4-Dichlorophenyl)sulfonyl-4-nitro-2-thienyl]ethanone | HCID 46932324 | 72% |
Reaction Steps
To a solution of 1-[5-(2,4-dichlorophenyl)sulfinyl-4-nitro-2-thienyl]ethanone (100 mg, 0.275 mmol) in dichloromethane (2 mL), m-chloroperoxybenzoic acid (95 mg, 0.55 mmol) was added slowly at 0° C. The mixture was stirred at ambient temperature for 10 hours. Then the mixture was diluted with dichloromethane (10 mL) and washed with aqueous sodium bicarbonate solution (5 mL×3), then water (5 mL×2) and brine (5 mL). The organic phase was dried (Na2SO4), concentrated under vacuum and the residue was purified by chromatography to afford the title product (75 mg, 72% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.62 (1H, s), 8.32 (1H, d), 8.0 (1H, s), 7.87 (1H, m), 2.67 (3H, s). MS m/z: 378.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680139B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-0fccb88aa3a84dc087f588994852d28c |
| Source note | uspto-grants-2014_03 |