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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 901695Erstellt: 25. Oktober 2026

Dimethylformamide → [3-(4-{2-butyl-1-[4-(2,4-dichloro-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine

https://huagongshe.com/reaction/901695

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-(2,4-Dichlorophenoxy)benzenamineHCID 26940—
Edukt2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanoneHCID 86591969—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt[3-(4-{2-butyl-1-[4-(2,4-dichloro-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amineHCID 59699284—

Reaktionsschritte

To a stirred solution of 4-(2,4-dichloro-phenoxy)aniline described above (1.2 eq., 5.2 mmol) in anhydrous DMF (20 mL) DIEA (3 eq. 15 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (4.4 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 isolated 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 ˜5%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07361678B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-5dccb1a85b994bc1876d0bc079acf50c
Quellennotizuspto-grants-2008_04