HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → Methanesulfonamide, N-[2-iodo-4-(trifluoromethyl)phenyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-Iodo-4-(trifluoromethyl)aniline | HCID 2783322 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Methanesulfonamide, N-[2-iodo-4-(trifluoromethyl)phenyl]- | HCID 21075164 | 32.3% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 2-iodo-4-(trifluoromethyl)benzenamine (11.0 g, 0.0382 mol), pyridine (40 ml), methanesulfonylchloride (5.3 g, 0.046 mol) and DMAP (0.46 g, 0.0038 mol) in a 100 ml RB flask was heated slowly to 105° C. and maintained the same temperature for over night. The reaction mixture was concentrated to remove the pyridine. The crude product obtained was purified by column chromatography using 10% ethyl acetate in pet ether as eluent to get N-(2-iodo-4-(trifluoromethyl)phenyl)methanesulfonamide (4.5 g, 32%) as white solid. 1H NMR (400 MHz, CDCl3) δ 3.08 (s, 3H), 6.88 (bs, 1H), 7.65 (d, 1H), 7.75 (d, 1H), 8.07 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829571B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-c136f2dc6bfb4c35bc68c185cd013f30 |
| Source note | uspto-grants-2010_11 |