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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1509983Erstellt: 25. Oktober 2026

Hydrochloric Acid → 6-(6,7-Dimethoxyquinazolin-4-yloxy)-1-naphthoic acid

https://huagongshe.com/reaction/1509983

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktCesium carbonateHCID 10796—
Edukt4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
Edukt6-Hydroxy-1-naphthoic acidHCID 5463800—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt6-(6,7-Dimethoxyquinazolin-4-yloxy)-1-naphthoic acidHCID 2482373459%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

6-Hydroxy-1-naphthoic acid (1.43 g, 7.6 mmol) and 38 ml of DMSO were stirred at room temperature while cesium carbonate (7.5 g, 22.9 mmol) and 4-chloro-6,7-dimethoxy-quinazoline (2.05 g, 9.14 mmol) were added. The mixture was heated at 140° C. for 3 hours. The mixture was cooled to room temperature and diluted with 40 mL of H2O. The mixture was neutralized with 2 N HCl to 6.5. The deposited solids were collected by vacuum filtration, washed with H2O, dried under vacuum and recrystallized from methanol to give the title compound (1.68 g, 59% yield) as a brown solid. LC-MS (m/z) 377 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08211901B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-371a6b1d00c446ae95c057e355967091
Quellennotizuspto-grants-2012_07