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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9448Erstellt: 24. Oktober 2026

Imiquimod → 8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

https://huagongshe.com/de/reaction/9448

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImiquimodHCID 57469—
EduktN-bromobutanimideHCID 67184—
LösungsmittelChloroformHCID 6212—
Produkt8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amineHCID 1117459722,6%

Reaktionsschritte

A solution of 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine (30.0 g, 125 mmol) in chloroform (620 mL) was heated to 50° C., and N-bromosuccinimide (28.8 g, 162 mmol) was added in five portions over a period of five minutes. The resulting dark red solution was heated at reflux for 45 minutes, allowed to cool to ambient temperature, and stirred for one hour. A precipitate formed, was isolated by filtration, and was washed with water and diethyl ether to provide 9.0 g of 8-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]-quinolin-4-amine as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091214B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-a0aab8bc0b124b31a57accf5057cc740
Quellennotizuspto-grants-2006_08