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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 393664Erstellt: 24. Oktober 2026

Carbon Dioxide → Methyl 1,4-dihydro-7-methoxy-4-oxo-6-quinolinecarboxylate

https://huagongshe.com/de/reaction/393664

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon DioxideHCID 280—
EduktMethyl 4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)-2-methoxybenzoateHCID 22646557—
Lösungsmittel1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ProduktMethyl 1,4-dihydro-7-methoxy-4-oxo-6-quinolinecarboxylateHCID 2264662380%

Reaktionsbedingungen

Temperatur185 °C

Reaktionsschritte

5-((3-Methoxy-4-methoxycarbonylanilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (10 g, 29.8 mmol) was suspended in DOWTHERM A, (trade mark of Fluka Chemie AG), (125 ml) and heated to 180-190° C. over 30 minutes. The starting material dissolved at 100° C. and carbon dioxide came off at approximately 180° C. The heating was stopped after a further 30 minutes and the product precipitated out as the temperature dropped. Upon reaching 40° C. ether was added and the mixture was stirred for 30 minutes. The solid was collected by filtration, washed with ether and dried under vacuum to give 7-methoxy-6-methoxycarbonyl-1,4-dihydroquinolin-4-one (5.56 g, 80%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06809097B1
Quelldatensatzuspto-grants-2004_10
ORD IDord-241da655c37841408a9984bf1f2e178f
Quellennotizuspto-grants-2004_10