Methyl 2-(benzyloxy)-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate → Methyl 7-(benzyloxy)-4-oxo-1,4-dihydro-6-quinolinecarboxylate

HRID 1010307Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1010307
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]([NH:19][CH:20]=[C:21]2[C:26](=[O:27])OC(C)(C)OC2=O)[CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:16]([C:26](=[O:27])[CH:21]=[CH:20][NH:19]2)=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 1

HCID 22936598Methyl 2-(benzyloxy)-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate

Produkt 1

HCID 22936245Methyl 7-(benzyloxy)-4-oxo-1,4-dihydro-6-quinolinecarboxylateAusbeute 61,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

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

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

After adding Dowtherm A (160 ml) to methyl 2-(benzyloxy)-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate (15.477 g, 37.6 mmol), the mixture was stirred at 200° C. for 1 hour. Upon cooling to room temperature, the precipitated crystals were filtered, washed with diethyl ether and blow-dried to obtain the title compound (7.19 g, 23.2 mmol, 61.80).

Aufarbeitung

  1. temperatureUpon cooling to room temperature
  2. filtrationthe precipitated crystals were filtered
  3. washwashed with diethyl ether
  4. customblow-dried

Quellen und Nachweise

ORD-Eintrag
ord-3be34298f9104174883f6925be4b5acb
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973160B2

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