Sodium hydride → 4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide

HRID 1082303

Reaktionsgleichung

Reaktionsgleichung von HRID 1082303
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[C:9]([C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10].[H-].[Na+]>CN(C)C=O.Cl.O>[C:9]([C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:22][C:6]2[CH:7]=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=2)(=[O:20])=[O:21])=[CH:15][CH:14]=1)([CH3:12])([CH3:10])[CH3:11]

Komponenten

7

Edukt 3

HCID 24758Sodium hydrideHCID 709434,6-DichloropyrimidineHCID 2228724-tert-Butylbenzenesulfonamide

Produkt 1

HCID 108710784-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamideAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4,6-dichloropyrimidine (1.33 g) and 4-tertbutylbenzenesulfonamide (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).

Aufarbeitung

  1. extractionThe mixture is extracted with ethyl acetate
  2. washthe ethyl acetate layer is washed
  3. customdried
  4. customevaporated
  5. customto remove the solvent
  6. customThe residue is recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-31127bca4c4c420e81a16e253c1c48ea
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05589478

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