Reaktion #2404

ord-a389d63ceeae4459863ae17f76d2bba8

Reaktionsgleichung

CC(C)(C)c1ccc(S(=O)(=O)Nc2cc(Cl)ncn2)cc1
4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide
[H-].[Na+]
sodium hydride
OCCO
ethylene glycol
Cl
hydrochloric acid
CC(C)(C)c1ccc(S(=O)(=O)Nc2cc(OCCO)ncn2)cc1
4-tert-butyl-N-{6-(2-hydroxyethoxy)pyrimidin-4-yl}benzenesulfonamide

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Extraktionextracted with ethyl acetate
  3. 3
    WaschenThe ethyl acetate layer is washed
  4. 4
    Sonstigedried
  5. 5
    Sonstigeevaporated
  6. 6
    Sonstigeto remove the solvent
  7. 7
    SonstigeThe 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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728706uspto-grants-1998_03