Hydrogen Bromide → 3,4-Dihydroxy-5-nitrophenyl (3-quinolinyl) ketone hydrobromide

HRID 725405Notes

Reaction equation

HRID 725405 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([C:13]2[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[C:16]([OH:22])=[C:15]([O:23]C)[CH:14]=2)=[O:12])[CH:2]=1.[BrH:25]>>[BrH:25].[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([C:13]2[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[C:16]([OH:22])=[C:15]([OH:23])[CH:14]=2)=[O:12])[CH:2]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 190001534-Hydroxy-3-methoxy-5-nitrophenyl (3-quinolinyl) ketone

Product 1

HCID 190001633,4-Dihydroxy-5-nitrophenyl (3-quinolinyl) ketone hydrobromide

Procedure

820 mg of 4-hydroxy-3-methoxy-5-nitrophenyl (3-quinolinyl) ketone are treated with 50 ml of 48 percent hydrobromic acid and held at the reflux temperature for 3 hours. After distillation of the hydrobromic acid at 50°, the residue is treated with 70 ml of hot water and the insoluble constituent is filtered under suction. There is obtained 3,4-dihydroxy-5-nitrophenyl (3-quinolinyl) ketone hydrobromide in the form of yellow crystals of m.p. 270° (dec.).

Workup

  1. distillationAfter distillation of the hydrobromic acid at 50°
  2. additionthe residue is treated with 70 ml of hot water
  3. filtrationthe insoluble constituent is filtered under suction

Sources & evidence

ORD record
ord-ebedc7bf08934707a1753ce878e22a18
Source dataset
uspto-grants-1998_01
Patent number
US05705703

Reaction notes

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