Reaktion #331706

ord-b8fd1201b5654d798122c4747976812a

Reaktionsgleichung

CS(=O)(=O)Cl
Methanesulphonyl chloride
CN(C)c1cccc(N)c1
N,N-dimethyl-1,3-phenylenediamine
[Na+].[OH-]
sodium hydroxide
CN(C)c1cccc(NS(C)(=O)=O)c1
material
Ausbeute 79.0%
CN(C)c1cccc(NS(C)(=O)=O)c1
N-[3-(dimethylamino)phenyl]methanesulphonamide
Ausbeute 79.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe mixture was extracted with chloroform (3×15 cm3)
  2. 2
    TrocknenThe combined extracts were dried over sodium sulphate
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigethe solvent removed under reduced pressure

Vorschrift

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%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08658665B2uspto-grants-2014_02