HuagongsheHuagongshe Chemistry Print Report · For research reference only
Disodium disulfite → 1-(Cyclopropanesulfinyl)-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Disodium disulfite | HCID 24346 | — |
| Reactant | Metaperiodic acid | HCID 65185 | — |
| Reactant | Cyclopropyl(4-nitrophenyl)sulfane | HCID 59252683 | — |
| Catalyst | Trichloroiron;hexahydrate | HCID 16211236 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Cyclopropanesulfinyl)-4-nitrobenzene | HCID 59550834 | 71.3% |
Reaction Steps
350 mg of 1-(cyclopropylsulfanyl)-4-nitrobenzene is dissolved in 5 ml of acetonitrile and mixed with 10 mg of iron(III)-chloride hexahydrate. After 10 minutes of stirring at room temperature, 450 mg of periodic acid is added thereto while being cooled. The mixture is stirred for 30 minutes at room temperature, cooled in an ice bath and mixed drop by drop with semi-saturated sodium disulfite solution. It is diluted with methylene chloride, washed with water, sodium bicarbonate solution and saturated sodium chloride solution, and concentrated by evaporation. After purification by flash chromatography, 270 mg of (RS)-1-(cyclopropylsulfinyl)-4-nitrobenzene is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07338958B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-d34860490aac4e37bbb30de6dc0dbbec |
| Source note | uspto-grants-2008_03 |