Reacción #2404

ord-a389d63ceeae4459863ae17f76d2bba8

Ecuación de reacción

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

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling
  2. 2
    Extracciónextracted with ethyl acetate
  3. 3
    LavadoThe ethyl acetate layer is washed
  4. 4
    Otrodried
  5. 5
    Otroevaporated
  6. 6
    Otroto remove the solvent
  7. 7
    OtroThe residue is crystallized from ethyl acetate

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728706uspto-grants-1998_03