Iodine → HCID 23078302, compound

HRID 228872Notes

Reaction equation

HRID 228872 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.[I:12]I>CO.O>[OH:1][C:2]1[C:3]([I:12])=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 807IodineHCID 113746-Hydroxyquinoline

Product 1

HCID 23078302HCID 23078302, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

6-Hydroxyquinoline (0.5 g) and iodine (1.24 g) were dissolved in methanol/water (15 ml/7.5 ml) to prepare a solution which was then stirred at room temperature for 2 hr. The solvent was removed by distillation under the reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was washed with ethyl acetate to give 6-hydroxy-5-iodo-quinoline (419 mg, yield 45%).

Workup

  1. customto prepare a solution which
  2. customThe solvent was removed by distillation under the reduced pressure, water
  3. additionwas added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe ethyl acetate layer was then washed with water
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation under the reduced pressure
  8. washthe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-a5ecce51d7ab4e89aee37769fd4c119e
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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