Methane → Deferiprone

HRID 1457515Notes

Reaction equation

HRID 1457515 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-be3bd26999934f0992828a2d8a26a4f4
Source dataset
uspto-grants-1998_12
Patent number
US05849587

Reaction notes

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