Diethyl 6-ethoxy-3-pyridylaminomethylenemalonate → Ethyl 6-ethoxy-1,4-dihydro-4-oxo-1,5-naphthyridine-3-carboxylate

HRID 479856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 479856
C(O[C:4](=[O:22])[C:5](=[CH:11][NH:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH3:21])=[N:17][CH:18]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:20]([O:19][C:16]1[N:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:4]2=[O:22])[CH3:21]

Komponenten

3

Edukt 1

HCID 621746Diethyl 6-ethoxy-3-pyridylaminomethylenemalonate

Produkt 1

HCID 604651Ethyl 6-ethoxy-1,4-dihydro-4-oxo-1,5-naphthyridine-3-carboxylateAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7583Diphenyl EtherLösungsmittel

Versuchsvorschrift

Diethyl(2-ethoxy-5-pyridylaminomethylene)malonate (6.04 g) was added to diphenyl ether (20 mL) preheated to 230° C. Heating was continued for 0.5 h, the reaction flask removed from the oil bath, and the mixture allowed to cool to ambient temperature. The product was triturated with 1:1 ether:hexanes, collected, rinsed with ether, and dried to gave 2.98 g of ethyl 6-ethoxy-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylate as a tan solid.

Aufarbeitung

  1. custompreheated to 230° C
  2. temperatureHeating
  3. customthe reaction flask removed from the oil bath
  4. customThe product was triturated with 1:1 ether
  5. customhexanes, collected
  6. washrinsed with ether
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b4fef70f71c74ef39bf1530df3e9c3dd
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06646124B2

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