HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → N-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Iodic acid | HCID 24345 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-Methyl-N-(3-tolyl)methanesulphonamide | HCID 19785598 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamide | HCID 19785617 | 340% |
Reaction Steps
A solution of N-methyl-N-(3-tolyl)methanesulphonamide (0.12 g), iodine (76 g) and iodic acid (35 mg) in glacial acetic acid (5 ml) and concentrated sulphuric acid (0.6 ml) was stirred at 80° C. for 2.5 hours. Ethyl acetate (40 ml) and water (40 ml) were then added and the mixture neutralised with solid sodium bicarbonate. The organic phase was washed with brine (30 ml), dried (MgSO4) and the solvent evaporated to leave N-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamide (0.22 g, 90%), m.p. 85°-87° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05258399 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-446eddc3b81e48e8876107b742a089a5 |
| Source note | uspto-grants-1993_11 |