N-[4,5-Dihydro-5-oxo-1-(2,4,6-trichlorophenyl)-1H-pyrazol-3-yl]-N-propyl-3-nitrobenzamide → N-[4,5-Dihydro-5-oxo-1-(2,4,6-trichlorophenyl)-1H-pyrazol-3-yl]-N-propyl-3-aminobenzamide
Reaktionsgleichung
[O:1]=[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([N:16]([CH2:28][CH2:29][CH3:30])[C:17](=[O:27])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-])=O)[CH:19]=2)[CH2:3]1>C(O)(=O)C.[Pd]>[O:1]=[C:2]1[N:6]([C:7]2[C:8]([Cl:15])=[CH:9][C:10]([Cl:14])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([N:16]([CH2:28][CH2:29][CH3:30])[C:17](=[O:27])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[CH:19]=2)[CH2:3]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
N-[4,5-Dihydro-5-oxo-1-(2,4,6-trichlorophenyl)-1H-pyrazol-3-yl]-N-propyl-3-nitrobenzamide (33.0 g, 68.3 mmol) was dissolved in glacial acetic acid (300 ml) and 10% palladium on charcoal (3.2 g) was added. The mixture was hydrogenated under pressure (30 atms) for 4 hrs, then the catalyst was removed by filtration through Kieselguhr. The solvent was removed by evaporation and the product was dried under vacuum to give a white glass, 32.5 g, ca 100%. The product was used in the next stage without purification.