Imidazole → Ethyl p-(1-imidazolyl)acetylaminobenzoate
Reaktionsgleichung
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.Cl[CH2:9][C:10]([NH:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=1)=[O:11]>CN(C)C=O>[N:3]1([CH2:9][C:10]([NH:12][C:13]2[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=2)=[O:11])[CH:7]=[CH:6][N:5]=[CH:4]1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a suspension of 2.4 g of 50% sodium hydride in 100 ml of dry dimethylformamide was added slowly 3.4 g of imidazole at room temperature, and the mixture was heated to 80° C. A solution of 12.1 g of ethyl p-chloroacetylaminobenzoate in 45 ml of dry dimethylformamide was added to the mixture over a period of 30 minutes at 80° C., and then the reaction mixture was heated at 100° C. for 1.5 hours. After removal of the solvent under reduced pressure, the residue was dissolved in chloroform and washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residual solid was recrystallized from ethanol-n-hexane to give 10.5 g of ethyl p-(1-imidazolyl)acetylaminobenzoate as colorless needles. M.P.: 185°-187° C.
Aufarbeitung
- temperaturethe reaction mixture was heated at 100° C. for 1.5 hours
- customAfter removal of the solvent under reduced pressure
- dissolutionthe residue was dissolved in chloroform
- washwashed with water
- dry with materialdried over anhydrous magnesium sulfate
- customThe solvent was evaporated
- customthe residual solid was recrystallized from ethanol-n-hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-021e87cfb686432f98787d2382cc3edb
- Quelldatensatz
- uspto-grants-1986_12
- Patentnummer
- US04632934
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