Reaktion #2404
ord-a389d63ceeae4459863ae17f76d2bba8
Reaktionsgleichung
4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide
sodium hydride
ethylene glycol
hydrochloric acid
→
4-tert-butyl-N-{6-(2-hydroxyethoxy)pyrimidin-4-yl}benzenesulfonamide
Edukte
Reagenzien
Keine
Reaktionsbedingungen
Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturAfter cooling
- 2Extraktionextracted with ethyl acetate
- 3WaschenThe ethyl acetate layer is washed
- 4Sonstigedried
- 5Sonstigeevaporated
- 6Sonstigeto remove the solvent
- 7SonstigeThe residue is crystallized from ethyl acetate
Vorschrift
To ethylene glycol (20 ml) is added sodium hydride (60% dispersion-type, 1.03 g), and thereto is added 4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide (1.66 g). The mixture is stirred at 60° C. for 20 hours. After cooling, the mixture is acidified with 10% hydrochloric acid, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from ethyl acetate to give 4-tert-butyl-N-{6-(2-hydroxyethoxy)pyrimidin-4-yl}benzenesulfonamide (1.58 g).