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

HRID 1032936Notes

Reaction equation

HRID 1032936 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. M+, 20%), 2gl (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-8305b1dffa5445b28b54ba2134b3e3bc
Source dataset
uspto-grants-1994_05
Patent number
US05308845

Reaction notes

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