5-Bromo-8-ethoxalylamino-7-nitroquinoline → HCID 19027062, compound

HRID 1090080Notes

Reaction equation

HRID 1090080 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]=1

Participants

3

Reactant 1

HCID 117264985-Bromo-8-ethoxalylamino-7-nitroquinoline

Product 1

HCID 19027062HCID 19027062, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. filtrationthe precipitate was filtered off
  4. washThe crude product was washed with ethanol

Sources & evidence

ORD record
ord-747df2ff3b05495a85472276ca273d47
Source dataset
uspto-grants-1992_01
Patent number
US05081123

Reaction notes

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