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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1818115Erstellt: 25. Oktober 2026

Trimethyl orthovalerate → 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline

https://huagongshe.com/reaction/1818115

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethyl orthovalerateHCID 83755—
EduktPyridinium chlorideHCID 10176127—
EduktN4-(3-methylsulfanylpropyl)-7-phenylquinoline-3,4-diamineHCID 86593757—
LösungsmittelTolueneHCID 1140—
Produkt2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinolineHCID 2198443090,7%

Reaktionsschritte

N4-(3-Methylsulfanylpropyl)-7-phenylquinoline-3,4-diamine (2.75 g, 8.49 mmol), trimethyl orthovalerate (1.7 g, 10 mmol), and pyridine hydrochloride (0.3 g) were dissolved in toluene (28 mL) and heated to reflux for 1.5 h, collecting the volatiles in a Dean-Stark trap. Upon cooling to room temperature, the solvent was removed under vacuum. The resulting solid was slurried in hexanes (100 mL) for 1 h and then collected by filtration to afford 3.0 g of 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07598382B2
Quelldatensatzuspto-grants-2009_10
ORD IDord-c0cd15c2230a47309c6c01de86410bfe
Quellennotizuspto-grants-2009_10