3-Fluoroaniline → 6-((3-Fluorophenyl)amino)-5,8-quinoxalinedione
Reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[N:4]=[CH:5][CH:6]=[N:7]2.[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17]>[Ag-]=O.C(O)C>[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH:17][C:10]1[C:9](=[O:12])[C:8]2[N:7]=[CH:6][CH:5]=[N:4][C:3]=2[C:2](=[O:1])[CH:11]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Approximately one gram of 5,8-dihydroxyquinoxaline was dissolved in 100 ml. of 2B ethanol. To the solution were added about 5 g. of freshly prepared silver (I) oxide and about 3 g. of 3-fluoroaniline. The reaction was stirred overnight at room temperature and worked up in the same manner as described in Example 3. Crystallization from ethyl acetate gave about 500 mg. of the title compound.