Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 230427Erstellt: 25. Oktober 2026

Sodium hydride → 3-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzonitrile

https://huagongshe.com/reaction/230427

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
EduktBenzonitrile, 3-(bromomethyl)-HCID 97249—
Edukt5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indoleHCID 66968833—
Eduktdichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 66968977—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzonitrileHCID 44430205—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

NaH (60%) (60 mg, 1.5 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (269 mg, 1 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. α-bromo-m-tolunitrile (294 mg, 1.5 mmol) was then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07566733B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-3dd0c9d6c76c4aa695e66e4c93d9d1e5
Quellennotizuspto-grants-2009_07