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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 388068Erstellt: 24. Oktober 2026

Ethyl Acetate → 4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinoline

https://huagongshe.com/de/reaction/388068

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium hydrideHCID 24758—
Edukt4-HydroxyxylidineHCID 76542—
EduktHCID 22646519HCID 22646519—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinolineHCID 2293651642,7%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

4-Amino-2,3-xylenol (2.80 g) purchased from Tokyo Chemical Industries was dissolved in dimethylsulfoxide (15 ml), and after gradually adding sodium hydride (816 mg) at room temperature, the mixture was stirred for 20 minutes. 7-Benzyloxy-4-chloro-6-cyanoquinoline (3.0 g) was added, and the mixture was heated at 100° C. for 4 hours while stirring. After cooling to room temperature, the reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with water, 1N aqueous sodium hydroxide and saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained crude product was washed with ethyl acetate to obtain the title compound (1.72 g) as light brown crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372981B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-a5b9a3d025b349dc83b7d96b0902e1fd
Quellennotizuspto-grants-2013_02