Water → HCID 68674456, Verbindung

HRID 1927685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927685
[H-].[Na+].[I:3][C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)=[CH:13][CH:12]=2)[NH:7][CH:8]=1.[CH3:23][N:24]([CH3:29])[S:25](Cl)(=[O:27])=[O:26].O>CN(C)C=O.C(Cl)Cl.CC(C)=O>[I:3][C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)=[CH:15][CH:16]=2)[N:7]([S:25]([N:24]([CH3:29])[CH3:23])(=[O:27])=[O:26])[CH:8]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 83372Dimethylsulphamoyl chlorideHCID 178506558HCID 178506558, Verbindung

Produkt 1

HCID 68674456HCID 68674456, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 21584124Propan-2-one--dichloromethane (1/1)Lösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Sodium hydride (384 mg, 16 mmol) was added to a solution of 2-{4-[2-(4-iodo-1H-imidazol-2-yl)ethyl]phenyl}pyridine (5 g, 13.3 mmol) in dimethylformamide (100 mL) at 0° C. After stirring at 0° C. for 1 hr, dimethylsulfamoyl chloride (2.15 mL, 20 mmol) was added. After stirring at rt overnight, the reaction mixture was poured into water and extracted with ethyl acetate. The extracts were washed with brine, dried (sodium sulfate) and concentrated to give a residue. Chromatography of the residue over silica gel eluting with 0-20% acetone methylene chloride afforded 4-iodo-N,N-dimethyl-2-[2-(4-pyridin-2-ylphenyl)ethyl]-1H-imidazole-1-sulfonamide.

Aufarbeitung

  1. stirringAfter stirring at rt overnight
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated
  6. customto give a residue

Quellen und Nachweise

ORD-Eintrag
ord-adbb8d9ba11c4b7485a0d4d78bb10712
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183275B2

Notizen zur Reaktion

Wird geladen…