Dimethyl Sulfoxide → 5-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde
Reaktionsgleichung
[Na+].[C:2]1([S:8]([O-:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:12]1[N:16]([CH3:17])[CH:15]=[N:14][C:13]=1[CH:18]=[O:19].CS(C)=O>C(OCC)(=O)C>[C:2]1([S:8]([C:12]2[N:16]([CH3:17])[CH:15]=[N:14][C:13]=2[CH:18]=[O:19])(=[O:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 180 °C
Versuchsvorschrift
A mixture of benzenesulfinic acid sodium salt (0.065 g), 5-bromo-1-methyl-1H-imidazole-4-carbaldehyde (0.037 g) and dimethyl sulfoxide (2.0 mL) was heated by microwave irradiation at 180° C. for 10 minutes. The mixture was treated with additional benzenesulfinic acid sodium salt (0.065 g), and heated by microwave irradiation at 180° C. for 40 minutes. The mixture was diluted with ethyl acetate, washed with water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was triturated with cyclohexane to afford a yellow solid. The solid was collected by filtration, washed with cyclohexane and dried to afford the title compound (0.030 g).
Aufarbeitung
- temperatureheated by microwave irradiation at 180° C. for 40 minutes
- washwashed with water
- dry with materialdried over magnesium sulfate
- customThe solvent was removed under reduced pressure
- customthe residue was triturated with cyclohexane
- customto afford a yellow solid
- filtrationThe solid was collected by filtration
- washwashed with cyclohexane
- customdried
Quellen und Nachweise
- ORD-Eintrag
- ord-3fbf8903b7da4cb3875cfe3b5be1b0ca
- Quelldatensatz
- uspto-grants-2013_03
- Patentnummer
- US08394836B2
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