Sodium Carbonate → Ethyl 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-5-methyl-1h-imidazole-4-carboxylate
Reaktionsgleichung
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[NH:18])[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[CH:4][CH:3]=1.Br[CH:20]([CH3:28])[C:21](=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23].C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:20]([CH3:28])=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:18]=[C:9]2[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[CH:6][CH:7]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
To a magnetically stirred solution of above imidamide from step A (2.45 g, 7 mmol) in 30 mL anhydrous toluene were added ethyl 3-bromo-2-oxobutanoate (1.48 g, 7 mmol) and Na2CO3 (0.74 g, 7 mmol). The contents were stirred at 100° C. for 12 hours. The reaction was brought to RT. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, filtered and evaporated under reduced pressure. Purification by column chromatography gave the ester as pale white solid (1.5 g, 46.4%).
Aufarbeitung
- customwas brought to RT
- customThe reaction mixture was quenched with water
- extractionextracted with ethyl acetate
- dry with materialThe combined extracts were dried over anhydrous MgSO4
- filtrationfiltered
- customevaporated under reduced pressure
- customPurification by column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-50885da7d66244088b39947f56609365
- Quelldatensatz
- uspto-grants-2014_10
- Patentnummer
- US08853205B2
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