HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 3-bromo-N-methyl-5-(trifluoromethyl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 3-Bromo-5-(trifluoromethyl)benzenesulfonyl chloride | HCID 2778610 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-bromo-N-methyl-5-(trifluoromethyl)benzenesulfonamide | HCID 67058919 | 92% |
Reaction Steps
To a solution of 3-bromo-5-(trifluoromethyl)-benzene sulphonyl chloride (200 mg) in 1,4-dioxane (1 mL) was added methylamine (40% aqueous solution, 96 mg). The mixture was stirred at room temperature for three hours then diluted with ethyl acetate (20 mL) and washed with HCl (1M, 2×20 mL). Organics were separated, dried over sodium sulphate, filtered, and solvent was removed under reduced pressure to yield 3-bromo-N-methyl-5-trifluoromethyl-benzenesulphonamide (181 mg) as a yellow solid. 1H NMR (MeOD): δ 8.19 (s, 1H), 8.05 (s, 1H), 7.98 (s, 1H), 4.58 (m, 1H), 2.74 (d, 3H). MS m/z 319.8 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589095B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-f04f4542283d49d89f76204e01ab3a20 |
| Source note | uspto-grants-2009_09 |