Reaktion #2403

ord-6c62f99d0fed4032b2e1262e33a10198

Reaktionsgleichung

Clc1cc(Cl)ncn1
4,6-dichloropyrimidine
CC(C)(C)c1ccc(S(N)(=O)=O)cc1
4-tert-butylbenzenesulfonamide
[H-].[Na+]
sodium hydride
CC(C)(C)c1ccc(S(=O)(=O)Nc2cc(Cl)ncn2)cc1
4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide
Ausbeute 69.4%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe mixture is extracted with ethyl acetate
  2. 2
    Waschenthe ethyl acetate layer is washed
  3. 3
    Sonstigedried
  4. 4
    Sonstigeevaporated
  5. 5
    Sonstigeto remove the solvent
  6. 6
    SonstigeThe residue is recrystallized from ethyl acetate

Vorschrift

To a solution of 4,6-dichloropyrimidine (1.33 g) and 4-tert-butylbenzenesulfonamide (1.96 g) in dimethylformamide (20 ml) is added sodium hydride (60% dispersion-type, 714 mg). The mixture is stirred at room temperature for two hours, and the reaction solution is diluted with 10% hydrochloric acid and water. The mixture is extracted with ethyl acetate, and the ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is recrystallized from ethyl acetate to give 4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide (2.02 g).

Quelle

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