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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 263952Erstellt: 25. Oktober 2026

3-Chlorophenol → 6,7-Dimethoxyquinazoline

https://huagongshe.com/reaction/263952

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-ChlorophenolHCID 7933—
EduktEthyl AcetateHCID 8857—
EduktSodium hydrideHCID 24758—
Edukt4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6,7-DimethoxyquinazolineHCID 3031661—

Reaktionsschritte

THF (5 ml) and NaH (60% disp in oil, approx. 28 mg) is added to a dry flask maintained under inert atmosphere at room temperature. m-Chlorophenol (0.09 g) is added as a soin. In THF (1 mL) and stirring Is continued until the solution became clear. 4-Chloro-6,7-dimethoxyquinazoline is added all at once (as the solid) and stirring was maintained overnight at RT. The solution is partitioned between CH2CL2 and 5% NaOH. The organic layer is washed with brine, dried (Na2SO4) and concentrated. Flash column chromatography (40% EtOAc/Hex) provided the pure compound. An analytical sample is obtained by recrystallization from EtOAc/Hex to provide 4-m-chlorophenoxy)-6,7-dimethoxyquinazoline (0.05 g, white needles, m.p. 152°-153° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05646153
Quelldatensatzuspto-grants-1997_07
ORD IDord-933dd18018cd41ea86500644dee26b38
Quellennotizuspto-grants-1997_07