HCID 178492217, Verbindung → N-(4-Methoxyphenyl)-4-methyl-1-phenyl-1H-pyrazol-3-amine
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:14]([CH3:15])[CH2:13][N:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:11]=2)=[CH:5][CH:4]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[C:14]([CH3:15])=[CH:13][N:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:11]=2)=[CH:7][CH:8]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A 200 ml round bottom flask, under nitrogen, was charged with N-(4-methoxyphenyl)-4-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-3-amine (0.85 g, 3.02 mmol) and DCM (60.42 ml, 0.05 M). To this solution was added slowly manganese dioxide (0.58 g, 6.65 mmol). Reaction stirred at RT under a nitrogen atmosphere for 16 h. The reaction mixture was diluted with DCM and filtered over Celite®. The filtrate was concentrated to afford brown oil, which was purified by ISCO silica gel chromatography (20-40% EtOAc/hexanes) to afford N-(4-methoxyphenyl)-4-methyl-1-phenyl-1H-pyrazol-3-amine. MS m/z=280.2 [M+H]+. Calc'd for C17H17N3O: 279.34.