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HRID 274396Erstellt: 25. Oktober 2026

Methoxyacetic Acid → alpha,alpha-Dimethyl-2-methoxymethyl-1H-imidazo[4,5-c]quinoline-1-ethanol

https://huagongshe.com/reaction/274396

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethoxyacetic AcidHCID 12251—
Edukt1-((3-Aminoquinolin-4-yl)amino)-2-methylpropan-2-olHCID 14986941—
LösungsmittelEthyl AcetateHCID 8857—
Produktalpha,alpha-Dimethyl-2-methoxymethyl-1H-imidazo[4,5-c]quinoline-1-ethanolHCID 152244479,9%

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

3-Amino-4-(2-hydroxy-2-methylpropylamino)quinoline (7.5 g, 32 mmol) was combined with methoxyacetic acid (7.5 mL, 97 mmol) and heated at about 170° C. for about 3 hours. The resulting solid residue was dissolved in ethyl acetate (150 mL). The ethyl acetate solution was extracted twice with 0.2N sodium hydroxide, washed with water, dried over magnesium sulfate, treated with activated charcoal and then concentrated to a volume of about 50 mL. Hexane was added to the ethyl acetate and the resulting precipitate was collected and dried to provide 0.9 g of the desired product as a crystalline solid, m.p. 145°-148° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05389640
Quelldatensatzuspto-grants-1995_02
ORD IDord-3d10098f09b04188a27c419d4b6f03fd
Quellennotizuspto-grants-1995_02