Imidazole → N,N-Dimethyl-1H-imidazole-1-sulfonamide

HRID 31542

Reaktionsgleichung

Reaktionsgleichung von HRID 31542
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.C(N(CC)CC)C.[CH3:13][N:14]([CH3:19])[S:15](Cl)(=[O:17])=[O:16]>C1(C)C=CC=CC=1>[CH3:13][N:14]([CH3:19])[S:15]([N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)(=[O:17])=[O:16]

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chloride

Produkt 1

HCID 395751N,N-Dimethyl-1H-imidazole-1-sulfonamideAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Imidazole (5.00 g, 73.6 mmol) was dissolved in toluene (80 ml), and thereto were added triethylamine (9.52 ml, 68.4 mmol) and dimethylsulfamoyl chloride (6.77 ml, 63.3 mmol), and the mixture was stirred at room temperature for 8 hours. The precipitates were removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to azeotropic distillation with hexane to give the title compound (10.9 g, 98%).

Aufarbeitung

  1. customThe precipitates were removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. distillationThe resulting residue was subjected to azeotropic distillation with hexane

Quellen und Nachweise

ORD-Eintrag
ord-cdd939ed61584f64924ac03c476e701c
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425642B2

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