Hydrogen Bromide → HCID 136375561, compound

HRID 2260304Notes

Reaction equation

HRID 2260304 reaction equation
[OH:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]2[C:20]([C:21]([C:23]3[C:24]([C:33]4[CH:38]=[C:37]([N+:39]([O-:41])=[O:40])[C:36]([OH:42])=[C:35]([O:43]C)[CH:34]=4)=[N:25][C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:22])=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)=[CH:4][C:3]=1[O:45]C.[BrH:47]>>[BrH:47].[OH:45][C:3]1[CH:4]=[C:5]([C:11]2[C:20]([C:21]([C:23]3[C:24]([C:33]4[CH:38]=[C:37]([N+:39]([O-:41])=[O:40])[C:36]([OH:42])=[C:35]([OH:43])[CH:34]=4)=[N:25][C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:22])=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[OH:1]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 136375563HCID 136375563, compound

Product 1

HCID 136375561HCID 136375561, compound

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-9773e16f8d1841c2927acceed486f879
Source dataset
uspto-grants-1995_12
Patent number
US05476875

Reaction notes

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