HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 1-[5-(2,4-Dichlorophenyl)sulfinyl-4-nitro-2-thienyl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-[5-(2,4-Dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone | HCID 46931952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[5-(2,4-Dichlorophenyl)sulfinyl-4-nitro-2-thienyl]ethanone | HCID 46932245 | 67% |
Reaction Steps
To a solution of 1-[5-(2,4-Dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone (200 mg, 0.58 mmol) as prepared in example 2 in dichloromethane (5 mL), m-chloroperoxybenzoic acid (198 mg, 1.14 mmol) was added slowly at 0° C. The mixture was stirred at ambient temperature for 10 hours. After this time the mixture was diluted with dichloromethane (25 mL) and washed with aqueous sodium bicarbonate solution (10 mL×3), then water (10 mL×2) and brine (5 mL). The organic phase was dried (Na2SO4), concentrated under vacuum to afford a yellow solid as the title product (0.14 g, 67% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.65 (1H, s), 7.96 (1H, d), 7.63 (2H, m), 2.66 (3H, s). MS m/z: 362.10 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680139B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-43b6bb9a6e734557a98afbaf87d66de3 |
| Source note | uspto-grants-2014_03 |