Water → 5-Bromo-8-hydroxyquinoline-7-carboxylic acid

HRID 2301410Notes

Reaction equation

HRID 2301410 reaction equation
[OH:1][C:2]1[C:3]([C:12]([OH:14])=[O:13])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[Br:15]Br.O>C(O)(=O)C>[Br:15][C:5]1[CH:4]=[C:3]([C:12]([OH:14])=[O:13])[C:2]([OH:1])=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[N:10]2

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2313638-Hydroxyquinoline-7-carboxylic Acid

Product 1

HCID 145347685-Bromo-8-hydroxyquinoline-7-carboxylic acidYield 100.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

8-Hydroxyquinoline-7-carboxylic acid (1.00 g) is suspended in 25 mL acetic acid. To this is added bromine (0.845 g) dropwise. The mixture is heated to reflux for 1 h, then poured into cold water. The resulting solid is collected, washed with water and dried to yield 1.43 g of the title product as a yellow solid.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 1 h
  3. customThe resulting solid is collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-97ea5eb9b01c4dd294e66517e84b006f
Source dataset
uspto-grants-2002_12
Patent number
US06500842B1

Reaction notes

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