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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 127368Erstellt: 24. Oktober 2026

Acetic Acid → 8-Ethyl-7,8-dihydro-5-hydroxy-7-oxo-2-phenylpyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/127368

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodiumHCID 5360545—
Edukt2-Ethylpropanedioyl dichlorideHCID 10920924—
Edukt4-Ethylamino-2-phenyl-5-pyrimidine-carboxylic acid ethyl esterHCID 12784072—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
Produkt8-Ethyl-7,8-dihydro-5-hydroxy-7-oxo-2-phenylpyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl esterHCID 54731864—

Reaktionsschritte

To 9.2 g. (0.034 mole) of 4-ethylamino-2-phenyl-5-pyrimidine-carboxylic acid ethyl ester in diethyl ether was added to 2.6 g. (0.017 mole) of ethyl malonyl chloride and then stirred 3 hours at room temperature. The reaction was then filtered and the filtrate stripped to dryness. This residue was dissolved in ethanol and added to a solution of 0.78 g. of sodium (0.034 mole) in ethanol and stirred at room temperature for 10 minutes. Acidification with acetic acid followed by the slow addition of water resulted in the formation of a precipitate. The crude product was removed by filtration and recrystallized from hexane m.p. 175°-177° C.--to give 1.0 g. of the title product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04255568
Quelldatensatzuspto-grants-1981_03
ORD IDord-7a839cecf3a847daa7fceadecd52a48a
Quellennotizuspto-grants-1981_03