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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1582976Erstellt: 25. Oktober 2026

Hydrochloric Acid → Ethyl 4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-carboxylate

https://huagongshe.com/reaction/1582976

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt3-(3-Chlorobenzoyl)-2-ethylamino-6-methylpyridineHCID 11054902—
EduktMonoethyl chloromalonateHCID 86592122—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Lösungsmittel1,1-DichloroethaneHCID 6365—
ProduktEthyl 4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-carboxylateHCID 12042351—

Reaktionsschritte

To a 50 ml dichloroethane solution containing 7.5 g of 3-(3-chlorobenzoyl)-2-ethylamino-6-methylpyridine were added 5 ml of monoethyl chloromalonate and 6.5 g of 4-dimethylaminopyridine. The whole was stirred at room temperature for 30 minutes, and then further under heating at an oil bath temperature of 80° C. for 30 minutes. The reaction mixture was cooled to room temperature and, after adding 1M hydrochloric acid, extracted with chloroform. The organic layer was washed with saturated brine and then the solvent was evaporated. The resulting residue was purified by a silica gel column chromatography (hexane-ethyl acetate to chloroform-ethyl acetate) to obtain 7.10 g of ethyl 4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-carboxylate as colorless crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06740662B1
Quelldatensatzuspto-grants-2004_05
ORD IDord-348f6d01df784eb98ea8f2c47d02a903
Quellennotizuspto-grants-2004_05