Diethyl (ethoxymethylene)malonate → Ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 47877

Reaktionsgleichung

Reaktionsgleichung von HRID 47877
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].CC[O:12][CH:13]=[C:14]([C:20](OCC)=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[CH2:18]([O:17][C:15]([C:14]1[CH:20]=[N:5][C:4]2[C:6]([C:13]=1[OH:12])=[CH:7][C:8]([F:9])=[C:2]([Cl:1])[CH:3]=2)=[O:16])[CH3:19]

Komponenten

4

Edukt 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 97083-Chloro-4-fluoroaniline

Produkt 1

HCID 3018009Ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Lösungsmittel

Versuchsvorschrift

A mixture of 3-chloro-4-fluoroaniline (1) (87.3 g) and diethyl ethoxymethylene malonate (129.7 g) and Dowtherm (700 mL) (diphenyl ether) was refluxed for 4 h. It was cooled and the resulting solid was removed by filtration. The solid was recrystallized from DMF to give 55.O g (4). m.p.=>300° C.

Aufarbeitung

  1. temperaturewas refluxed for 4 h
  2. temperatureIt was cooled
  3. customthe resulting solid was removed by filtration
  4. customThe solid was recrystallized from DMF

Quellen und Nachweise

ORD-Eintrag
ord-d039189b184e4c6c9444621fea33de2b
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699989B1

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