تفاعل #2404

ord-a389d63ceeae4459863ae17f76d2bba8

معادلة التفاعل

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

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    غسيلThe ethyl acetate layer is washed
  4. 4
    أخرىdried
  5. 5
    أخرىevaporated
  6. 6
    أخرىto remove the solvent
  7. 7
    أخرىThe residue is crystallized from ethyl acetate

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05728706uspto-grants-1998_03