Sodium Hydroxide → N-[3-(dimethylamino)phenyl]methanesulphonamide

HRID 244524

Reaktionsgleichung

Reaktionsgleichung von HRID 244524
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][N:7]([CH3:15])[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=1.[OH-].[Na+]>O>[CH3:6][N:7]([CH3:15])[C:8]1[CH:9]=[C:10]([NH:14][S:2]([CH3:1])(=[O:4])=[O:3])[CH:11]=[CH:12][CH:13]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chlorideHCID 76084N,N-dimethyl-m-phenylenediamine

Produkt 1

HCID 13796402N-[3-(dimethylamino)phenyl]methanesulphonamideAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Methanesulphonyl chloride (838 mg, 7.35 mmol) was added slowly to a cooled solution (5° C.) of N,N-dimethyl-1,3-phenylenediamine (1.00 g, 7.35 mmol) and sodium hydroxide (5M, 1.5 cm3) in water (10 cm3). The reaction was allowed to warm to room temperature overnight. The mixture was extracted with chloroform (3×15 cm3). The combined extracts were dried over sodium sulphate, filtered and the solvent removed under reduced pressure. Column chromatography (1:20 methanol/dichloromethane) gave the target material as a brown oil (1.24 g, 79%).

Aufarbeitung

  1. extractionThe mixture was extracted with chloroform (3×15 cm3)
  2. dry with materialThe combined extracts were dried over sodium sulphate
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b8fd1201b5654d798122c4747976812a
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658665B2

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