Acetic Acid → 4-(6,7-Dimethoxyquinolin-4-yloxy)-benzene-1,2-diamine
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[N+:25]([O-])=O)[O:7][C:8]1[C:17]2[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=2)[N:11]=[CH:10][CH:9]=1)([O-])=O.CC(O)=O>C1COCC1.[Zn]>[CH3:19][O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][C:14]=1[O:20][CH3:21])[N:11]=[CH:10][CH:9]=[C:8]2[O:7][C:6]1[CH:5]=[C:4]([NH2:1])[C:24]([NH2:25])=[CH:23][CH:22]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
4-(3,4-Dinitrophenoxy)-6,7-dimethoxyquinoline (Step a, 0.256 g) was dissolved in THF (40 mL) and HOAc (1 mL) was added followed by zinc dust (1.3 g). Mixture was stirred at RT for 3 h and filtered through a Celite® pad. Solvent was evaporated and residue was washed with NaOH 1 M and extracted with EtOAc. The organic phase was dried, filtered and evaporated to give the title compound.