Methane → Deferiprone

HRID 1003593Notes

Reaction equation

HRID 1003593 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-736f74b19f0246bcbff4b17292d4b883
Source dataset
uspto-grants-2000_04
Patent number
US06046219

Reaction notes

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