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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 66774Erstellt: 24. Oktober 2026

O-Toluidine → Ethyl 8-Methoxy-4-[(2-methylphenyl)amino]-3-quinolinecarboxylate Hydrochloride

https://huagongshe.com/de/reaction/66774

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
Edukt3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl esterHCID 304557—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl 8-Methoxy-4-[(2-methylphenyl)amino]-3-quinolinecarboxylate HydrochlorideHCID 20529026—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 5.31 g (19.98 mmoles) of ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate dissolved in 40 ml of tetrahydrofuran was added 2.15 g (20.06 mmoles) of o-toluidine dissolved in 40 ml of tetrahydrofuran. The solution was stirred with exclusion of moisture at 60° C. for 18 hours. The yellow solid precipitate was filtered and washed with isopropyl ether; yield 7.13 g (95.7%). The product was recrystallized three times from methylene chloride: ethyl acetate, m.p. 191°-193.5° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04343804
Quelldatensatzuspto-grants-1982_08
ORD IDord-97812384425e455ea7ccbb58d5853e9b
Quellennotizuspto-grants-1982_08