Sodium Hydroxide → HCID 86745222, compound

HRID 973966Notes

Reaction equation

HRID 973966 reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][N:7]([CH3:14])[C:8](=[O:13])[C:9]([O:11]C)=[O:10])[CH3:4].[OH-].[Na+]>O>[ClH:1].[CH3:4][N:3]([CH2:5][CH2:6][N:7]([CH3:14])[C:8](=[O:13])[C:9]([OH:11])=[O:10])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86745223HCID 86745223, compound

Product 1

HCID 86745222HCID 86745222, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Methyl N-dimethylaminoethyl-N-methyloxamate hydrochloride (500 mg) was dissolved in water (20 ml) and the resulting solution was cooled on an ice bath under stirring. To this cooled solution was added dropwise a solution of sodium hydroxide (356 mg) in water (10 ml). After the completion of the addition, the ice bath was removed and the reaction solution was stirred at room temperature for further 1 hour and then adjusted the pH thereof to 4 with the addition of 1N aqueous HCl. The solvent was distilled off under a reduced pressure and the residue was dissolved in a small amount of water and subjected to chromatographic separation and purification on a resin,"Diaion IRA-400" ion-exchange resin using water 1N aqueous NCl as eluent. The eluates are distilled under a reduced pressure to remove the solvent, yielding N-dimethylaminoethyl-N-methyloxamic acid hydrochloride (395 mg) as a white power.

Workup

  1. temperaturethe resulting solution was cooled on an ice bath
  2. additionAfter the completion of the addition
  3. customthe ice bath was removed
  4. stirringthe reaction solution was stirred at room temperature for further 1 hour
  5. additionto 4 with the addition of 1N aqueous HCl
  6. distillationThe solvent was distilled off under a reduced pressure
  7. dissolutionthe residue was dissolved in a small amount of water
  8. customsubjected to chromatographic separation and purification on a resin,"Diaion
  9. distillationThe eluates are distilled under a reduced pressure
  10. customto remove the solvent

Sources & evidence

ORD record
ord-152fcc4c27994501a89fef707c3f9779
Source dataset
uspto-grants-1991_11
Patent number
US05066677

Reaction notes

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