HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-Bromo-2-chloropyridin-3-yl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 3-Amino-5-bromo-2-chloropyridine | HCID 21858354 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | N-(5-Bromo-2-chloropyridin-3-yl)benzenesulfonamide | HCID 57843322 | — |
Reaction Steps
A solution of DMAP (0.012 g, 0.096 mmol), 5-bromo-2-chloropyridin-3-amine (0.2 g, 0.96 mmol) and benzene sulfonyl chloride (0.61 ml, 4.8 mmol) in pyridine (0.16 ml, 1.92 mmol) is heated at 50° C. overnight. The reaction is cooled to room temperature and absorbed onto silica. Purification by flash chromatography (SiO2, 10-20% EtOAc in iso-hexane) yields N-(5-Bromo-2-chloro-pyridin-3-yl)-benzenesulfonamide as a white solid. [M+H]+ 347.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846687B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c8a2526c15424bdd9b490199d166abad |
| Source note | uspto-grants-2014_09 |