HCID 178418361, compound → HCID 178481327, compound
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH:11][C:12]([N:14]([CH3:27])[C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[C:17](=[O:26])[N:18]([CH3:25])[C:19]3=[O:24])=[O:13])=[CH:6][CH:5]=1)([O-])=O.[H][H]>O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH:11][C:12]([N:14]([CH3:27])[C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[C:17](=[O:26])[N:18]([CH3:25])[C:19]3=[O:24])=[O:13])=[CH:6][CH:5]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
1-p-Nitrophenyl-4-methyl-4-(2-methyl-1,3-dioxoisoindolin-4-yl)semicarbazide (2.6 g) was dissolved in 300 ml tetrahydrofuran and a catalytic amount (about 200 mg) of 10% palladium on carbon was added. The mixture was hydrogenated on a Parr hydrogenation apparatus overnight at 40 psi hydrogen pressure. The mixture was filtered and the solvent was evaporated to give 2.0 g (87% yield).