Sodium hydride → 4-Bromo-N,N-dimethyl-1H-imidazole-1-sulfonamide

HRID 1180626Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1180626
[H-].[Na+].[Br:3][C:4]1[N:5]=[CH:6][NH:7][CH:8]=1.[CH3:9][N:10]([CH3:15])[S:11](Cl)(=[O:13])=[O:12]>O1CCCC1.[Cl-].[NH4+]>[CH3:9][N:10]([CH3:15])[S:11]([N:7]1[CH:8]=[C:4]([Br:3])[N:5]=[CH:6]1)(=[O:13])=[O:12]

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 83372Dimethylsulphamoyl chlorideHCID 178418934HCID 178418934, Verbindung

Produkt 1

HCID 221479874-Bromo-N,N-dimethyl-1H-imidazole-1-sulfonamideAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 25517Ammonium ChlorideLösungsmittel

Versuchsvorschrift

Sodium hydride (55% in oil, 0.31 g) was added to a stirred solution of 4-bromo-1H imidazole (1.02 g) in dry tetrahydrofuran (20 mL) at room temperature under N2. After 10 minutes, dimethylsulfamoyl chloride (0.81 mL) was added. After stirring for 5 hours, the mixture was diluted with saturated aqueous ammonium chloride (20 mL) and extracted with ethyl acetate (20 mL). The extract was dried over Na2SO4, filtered and concentrated. The white solid was rinsed with diethyl ether and dried to give 1-(dimethylaminosulfonyl)-4-bromoimidazole (1.53 g, 87%). MS (ES+) 256, 254 ([MH]+). Step 2: 1-(Dimethylaminosulfonyl)-4-(4-fluorophenyl)imidazole

Aufarbeitung

  1. extractionextracted with ethyl acetate (20 mL)
  2. dry with materialThe extract was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe white solid was rinsed with diethyl ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b750ecc6ac3f443ba9a0587299c49ef0
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07282513B2

Notizen zur Reaktion

Wird geladen…