HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → 2-amino-5-bromo-N,N-dimethylpyridine-3-sulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Benzenesulfonyl chloride | HCID 7369 | — |
| Edukt | 2-Aminopyridine | HCID 10439 | — |
| Edukt | 3-Amino-5-bromo-2-chloropyridine | HCID 21858354 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-amino-5-bromo-N,N-dimethylpyridine-3-sulfonamide | HCID 52335153 | 34% |
Reaktionsschritte
To a stirred solution of a pyridineamine such as 3-amino-5-bromo-2-chloropyridine (24 mmol) in dichloromethane (50 mL) was added pyridine (37 mmol) followed by benzenesulfonyl chloride (35 mmol) dropwise over 5 minutes. The reaction mixture was stirred at RT for 18 h and evaporated to dryness in vacuo. The residue was purified by flash chromatography on silica gel (15% hexanes in CH2Cl2 then 0 to 5% EtOAc in 15% hexanes in CH2Cl2). During evaporation of the solvents the product crashed out. The resultant slurry was diluted with hexanes, filtered and dried under vacuum to give the title compound (2.89 g, 34%) as a white solid. MS (ES) m/e 346.7 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07592342B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-3afc9affb6774934b835188b36274753 |
| Quellennotiz | uspto-grants-2009_09 |