4-Bromo-2-(4-nitro-phenyl)-2H-phthalazin-1-one → 2-(4-amino-phenyl)-4-bromo-2H-phthalazin-1-one
Reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[N:4]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)[N:3]=1>C(OCC)(=O)C.O=[Pt]=O>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([N:4]2[N:3]=[C:2]([Br:1])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]2=[O:12])=[CH:14][CH:15]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
4-Bromo-2-(4-nitro-phenyl)-2H-phthalazin-1-one (see Method B) (1.0 g, 2.9 mmol) and PtO2 (0.13 g, 0.58 mmol) were dissolved in ethyl acetate (40 ml) at room temperature. The mixture was hydrogenated at ambient pressure for 2 h, before the catalyst was filtered off to yield title compound (0.61 g, 67% yield). 1H-NMR: (400 MHz, D6-DMSO) 8.34 (1H, d), 8.07 (1H, t), 7.99 (2H, t), 7.18 (2H, d), 6.63 (2H, d), 5.35 (2H, s); MS (ESI+)=318.42 (M+H)+.