Glycine → (4-Hydroxy-6-methyl-2-oxo-2H-pyridin-1-yl)-acetic acid

HRID 1069423Notes

Reaction equation

HRID 1069423 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])O[C:4](=[O:9])[CH:3]=1.[NH2:10][CH2:11][C:12]([OH:14])=[O:13].[OH-].[Na+]>Cl>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:10]([CH2:11][C:12]([OH:14])=[O:13])[C:4](=[O:9])[CH:3]=1

Participants

5

Reactant 3

HCID 750GlycineHCID 14798Sodium HydroxideHCID 546757574-Hydroxy-6-methyl-2-pyrone

Product 1

HCID 54676123(4-Hydroxy-6-methyl-2-oxo-2H-pyridin-1-yl)-acetic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

178.7 g (1.4 mmol) of 4-hydroxy-6-methyl-2H-pyran-2-one are added, in portions at room temperature, to a solution of 106.4 g (1.4 mmol) of glycine in 1.4 l of a 1 N aqueous sodium hydroxide solution. The mixture is heated under reflux for 1 hour, the reaction medium is cooled and it is acidified with 500 ml of 3 N hydrochloric acid. The reaction medium is then concentrated to half the volume, the precipitate is filtered, it is washed with cold water and it is dried in an oven.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 1 hour
  3. temperaturethe reaction medium is cooled
  4. concentrationThe reaction medium is then concentrated to half the volume
  5. filtrationthe precipitate is filtered
  6. washit is washed with cold water and it
  7. customis dried in an oven

Sources & evidence

ORD record
ord-04ff471af5d5437fbbf6d541b94bf64f
Source dataset
uspto-grants-2001_06
Patent number
US06252082B1

Reaction notes

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