HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-bromo-N-methylbenzene-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-bromo-N-methylbenzene-1-sulfonamide | HCID 101215 | — |
Reaction Steps
4-bromo-N-methylbenzenesulfonamide was prepared by stirring a solution of 4-bromobenzenesulfonyl chloride (400 mg, 1.57 mmol), methylamine (0.78 mL, 2M solution in THF) and pyridine (1 mL) in dichloromethane (5 mL) was at rt for 16 h. The mixture was then diluted with dichloromethane and washed with H2O and then brine. The organic phase was collected, dried (MgSO4) and concentrated in vacuo to give 4-bromo-N-methylbenzenesulfonamide. 1H NMR (d6-DMSO) δ 10.12 (s, 1H0, 9.04 (s, 1H), 8.45 (d, 2H), 8.38 (s, 1H), 8.00 (d, 2H), 7.96 (s, 1H), 7.64 (s, 1H), 7.57 (s, 1H), 3.87 (s, 3H), 2.47 (s, 3H); LC-MS method B, (ES+) 385.0, RT=7.45 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242987B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0a800e7b09e04bc6a00b681e7a5e63d1 |
| Source note | uspto-grants-2016_01 |