HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzenesulfonamide → (RS)-S-Methyl-S-(4-nitrophenyl)-N-[(4-nitrophenyl)sulphonyl]sulphimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzenesulfonamide | HCID 22784 | — |
| Reactant | 4-Nitrophenyl methyl sulfide | HCID 96109 | — |
| Reactant | Magnesium monoxide | HCID 6850729 | — |
| Reactant | Acetic acid;iodosylbenzene | HCID 73357407 | — |
| Catalyst | Dirhodium tetraacetate | HCID 152122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (RS)-S-Methyl-S-(4-nitrophenyl)-N-[(4-nitrophenyl)sulphonyl]sulphimide | HCID 59683175 | 74% |
Reaction Steps
879 mg (2.73 mmol) of iodosobenzene diacetate are added to a suspension of 300 mg (1.77 mmol) of 1-methylsulphanyl-4-nitrobenzene, 716 mg (3.55 mmol) of 4-nitrobenzenesulphonamide, 285 mg (7.10 mmol) of magnesium oxide and 78 mg (0.18 mmol) of rhodium(II) acetate dimer in 12 ml of dichloromethane at room temperature. The mixture is stirred for 24 h and then concentrated. The resulting residue is purified by chromatography (dichloromethane/ethanol 95:5). 484 mg (1.31 mmol; yield: 74%) of the product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943629B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-618b738e40164c4286c0d8b868942ba5 |
| Source note | uspto-grants-2011_05 |