5-Bromo-8-ethoxalylamino-7-nitroquinoline → HCID 19027062, compound
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([N+:12]([O-])=[O:13])[C:9]([NH:15][C:16]([C:18]([O:20]CC)=O)=[O:17])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2>C(O)C>[Br:1][C:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[N:7][C:8]=2[C:9]2[NH:15][C:16](=[O:17])[C:18](=[O:20])[N:12]([OH:13])[C:10]=2[CH:11]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
0.5 g (1.4 mmol) 5-Bromo-8-ethoxalylamino-7-nitroquinoline in 30 ml ethanol was hydrogenated at atm. pressure by using 100 mg (5%) Pt/c as a catalyst. The reaction mixture was filtered and the filtrate was evaporated in vacuo. The residue was stirred with water and the precipitate was filtered off. The crude product was washed with ethanol to give 0.3 g (72%) of 6-Bromo-4-hydroxypyrido[2,3-f]quinoxaline-2,3(1H,4H)-dione. M.p. decomp. MS m/z: 307 (M 20%), 291 (70%), 156 (100%), 128 (70%).
Workup
- filtration