Methane → Deferiprone

HRID 1738926Notes

Reaction equation

HRID 1738926 reaction equation
[OH:1][C:2]1[C:7](=[O:8])[CH:6]=[CH:5]O[C:3]=1[CH3:9].[CH3:10][NH2:11].C>O>[CH3:10][N:11]1[CH:5]=[CH:6][C:7](=[O:8])[C:2]([OH:1])=[C:3]1[CH3:9]

Participants

5

Reactant 3

HCID 297MethaneHCID 6329MethylamineHCID 8369Maltol

Product 1

HCID 2972Deferiprone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In particular, 3-hydroxy-2-methyl-4-pyrone (10 g) was refluxed for 6.5 hours with three equivalents of aqueous methylamine (40%) in 200 ml of water. The reaction mixture was allowed to cool after which decolorizing charcoal was added to the solution, and the mixture was stirred for 0.5 hours. After filtration, the solvent was evaporated under reduced pressure, and the solid residue recrystallized three times from water to yield 1,2-dimethyl-3-hydroxypyrid-4-one (HK-1, L1, CP20, DMHP) as fine white needles.

Workup

  1. temperatureto cool after which
  2. additionwas added to the solution
  3. filtrationAfter filtration
  4. customthe solvent was evaporated under reduced pressure
  5. customthe solid residue recrystallized three times from water

Sources & evidence

ORD record
ord-5eb3ec4cddeb4dac99a9fbaa781fa493
Source dataset
uspto-grants-1999_10
Patent number
US05965585

Reaction notes

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