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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17701Erstellt: 24. Oktober 2026

Dimethylformamide → [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-phenethyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine

https://huagongshe.com/de/reaction/17701

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-(4-Chlorophenoxy)anilineHCID 7578—
Edukt2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanoneHCID 86591969—
LösungsmittelWaterHCID 962—
Produkt[3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-phenethyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amineHCID 59698958—

Reaktionsschritte

To a stirred solution of 4-amino-4′-chlorodiphenyl ether (1.2 eq., 6.2 mmol) in anhydrous DMF (10 mL) DIEA (3 eq. 16 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (5.2 mmol), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC or HPLC. The reaction mixture was then diluted with cold H2O and the product was extracted in EtOAc. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was purified by chromatography (Silica gel). Pure product obtained from 2-4% MeOH/DCM (yield˜22%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737285B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-28e6c96c13264bb8a1fd6caeddba1f98
Quellennotizuspto-grants-2010_06