3-Butyryl-4-chloro-8-methoxyquinoline → 3-Butyryl-4-(2-methoxymethyl-phenylamino)-8-methoxyquinoline

HRID 1090628Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090628
[CH3:1][O:2][CH2:3][C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6].[C:11]([C:16]1[CH:17]=[N:18][C:19]2[C:24]([C:25]=1Cl)=[CH:23][CH:22]=[CH:21][C:20]=2[O:27][CH3:28])(=[O:15])[CH2:12][CH2:13][CH3:14]>O1CCOCC1>[C:11]([C:16]1[CH:17]=[N:18][C:19]2[C:24]([C:25]=1[NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=1[CH2:3][O:2][CH3:1])=[CH:23][CH:22]=[CH:21][C:20]=2[O:27][CH3:28])(=[O:15])[CH2:12][CH2:13][CH3:14]

Komponenten

4

Edukt 2

HCID 117775673-Butyryl-4-chloro-8-methoxyquinolineHCID 123343062-(Methoxymethyl)aniline

Produkt 1

HCID 100216853-Butyryl-4-(2-methoxymethyl-phenylamino)-8-methoxyquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Methoxymethylaniline (1.0 g, 7.2 mmol) and 3-butyryl-4-chloro-8-methoxyquinoline (1.9 g, 7.2 mmol) were heated together under reflux in 1,4-dioxan (50 ml) for 2 hours. The solvent was evaporated and the residue dissolved in dichloromethane, washed with water, sodium hydrogen carbonate solution and brine, dried and evaporated. Recrystallisation from ethanol-water afforded 3-butyryl-4-(2-methoxymethyl-phenylamino)-8-methoxyquinoline, m.p. 128°-30°.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in dichloromethane
  3. washwashed with water, sodium hydrogen carbonate solution and brine
  4. customdried
  5. customevaporated
  6. customRecrystallisation from ethanol-water

Quellen und Nachweise

ORD-Eintrag
ord-62966c1cbce7478ba66021e699c3f43f
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082848

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