Triethylamine → N,N-dimethyl-4-[2-methyl-2-(trifluoromethyl)but-3-en-1-yl]-1H-imidazole-1-sulfonamide

HRID 1881403Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881403
C(N(CC)CC)C.[CH3:8][N:9]([CH3:14])[S:10](Cl)(=[O:12])=[O:11].[CH3:15][C:16]([C:25]([F:28])([F:27])[F:26])([CH:23]=[CH2:24])[CH2:17][C:18]1[N:19]=[CH:20][NH:21][CH:22]=1>C(Cl)Cl.O>[CH3:8][N:9]([CH3:14])[S:10]([N:21]1[CH:22]=[C:18]([CH2:17][C:16]([CH3:15])([C:25]([F:26])([F:27])[F:28])[CH:23]=[CH2:24])[N:19]=[CH:20]1)(=[O:12])=[O:11]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 178442249HCID 178442249, Verbindung

Produkt 1

HCID 59140382N,N-dimethyl-4-[2-methyl-2-(trifluoromethyl)but-3-en-1-yl]-1H-imidazole-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethylamine (3 mL, 14.02 mmol) followed by dimethylsulfamoyl chloride (1.5 mL, 14.02 mmol) were added to an ambient temperature solution of 4-[2-methyl-2-(trifluoromethyl)but-3-en-1-yl]-1H-imidazole (1.43 g, 7.01 mmol) in methylene chloride (20 mL). After stirring at ambient temperature overnight, the reaction mixture was diluted with water and extracted with ethyl acetate and methylene chloride. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% ethyl acetate/hexane afforded the title compound.

Aufarbeitung

  1. extractionextracted with ethyl acetate and methylene chloride
  2. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4137f664e43e43e3a3645f2cbb3ad09c
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318767B2

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