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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 244809Erstellt: 26. Oktober 2026

Ethanol → 7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinoline

https://huagongshe.com/reaction/244809

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktEthoxyacetyl chlorideHCID 84189—
Edukt7-bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamineHCID 69078733—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelTriethylamineHCID 8471—
Produkt7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinolineHCID 6738196467,1%

Reaktionsschritte

7-Bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamine (45 g) was dissolved in acetonitrile (1.3 L) and triethylamine (19.4 mL). Ethoxyacetyl chloride (18.0 g) was added dropwise to the solution and the reaction was stirred for 16 hours. The solvent was removed under reduced pressure to afford a tan solid. The solid was added to a solution of ethanol (1 L) and triethylamine (77.5 mL) and heated at reflux for 4 hours. The solvent was removed under reduced pressure. Water was added to the solid residue and the crude product was recovered by filtration. Recrystallization from acetonitrile yielded 36.25 g of 7-bromo-2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinoline as a tan crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658666B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-eb4b544c9c1842b1a3f503a487f97aa0
Quellennotizuspto-grants-2014_02