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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 720965Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-methoxyaniline

https://huagongshe.com/reaction/720965

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
Edukt4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
Edukt4-Amino-3-methoxyphenolHCID 19818056—
LösungsmittelWaterHCID 962—
Produkt4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-methoxyanilineHCID 2188999172%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Sodium hydride (60 wt %, 3.2 g) was added to dimethyl sulfoxide (50 ml), and the mixture was stirred at 50° C. for 20 min. 4-Amino-3-methoxyphenol (5.6 g) was added thereto, and the mixture was stirred at room temperature for 10 min. Next, 4-chloro-6,7-dimethoxyquinazoline (7.0 g) was added thereto, and the mixture was stirred at 100° C. overnight. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was then washed with a saturated aqueous sodium hydrogencarbonate solution and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. Methanol was added to the residue, and the precipitated crystal was collected by suction filtration to give the title compound (7.3 g, yield 72%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07135466B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-956effa2774b4046b38c6256d81a26bc
Quellennotizuspto-grants-2006_11