3,4-Dinitrophenol → 4-(3,4-Dinitrophenoxy)-6,7-dimethoxyquinoline
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2Cl.[N+:16]([C:19]1[CH:20]=[C:21]([OH:28])[CH:22]=[CH:23][C:24]=1[N+:25]([O-:27])=[O:26])([O-:18])=[O:17]>CO>[N+:16]([C:19]1[CH:20]=[C:21]([CH:22]=[CH:23][C:24]=1[N+:25]([O-:27])=[O:26])[O:28][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][CH:7]=1)([O-:18])=[O:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
A mixture of 6,7-dimethoxy-4-chloroquinoline (0.35 g, 1.6 mmol) and 3,4-dinitrophenol (0.85 g, 4.6 mmol) was heated to 150° C. for 4 h. The mixture was cooled at RT and MeOH added. The reaction was stirred for 3 h. The precipitate filtered out and was washed with MeOH to afford 4-(3,4-dinitrophenoxy)-6,7-dimethoxyquinoline.