Methylamine → Deferiprone

HRID 1977319Notes

Reaction equation

HRID 1977319 reaction equation
[CH3:1][NH2:2].[CH3:3][C:4]1O[CH:9]=[CH:8][C:6](=[O:7])[C:5]=1[OH:11]>O>[CH3:1][N:2]1[CH:9]=[CH:8][C:6](=[O:7])[C:5]([OH:11])=[C:4]1[CH3:3]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 8369Maltol

Product 1

HCID 2972Deferiprone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 40% methylamine in water is added to a solution of maltol dissolved in hot distilled water. The pH of this solution is adjusted to 9.8 by the addition of HCl solution. The mixture is kept under reflux overnight and then decolorized with activated charcoal. The solvent is removed under reduced pressure. The white product is obtained upon recrystallization from hot water.

Workup

  1. dissolutiondissolved
  2. distillationin hot distilled water
  3. additionThe pH of this solution is adjusted to 9.8 by the addition of HCl solution
  4. temperatureunder reflux overnight
  5. customThe solvent is removed under reduced pressure
  6. customThe white product is obtained upon recrystallization from hot water

Sources & evidence

ORD record
ord-bbae1f27af214625986a2943a198ce9c
Source dataset
uspto-grants-2001_05
Patent number
US06232340B1

Reaction notes

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