Hydrochloric Acid → HCID 15010020, compound

HRID 654583Notes

Reaction equation

HRID 654583 reaction equation
Cl.[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+].Cl>O>[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86745223HCID 86745223, compound

Product 1

HCID 15010020HCID 15010020, compoundYield 64.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of methyl N-dimethylaminoethyl-N-methyloxamate hydrochloride (500 mg) in water (20 ml) was cooled on an ice bath under stirring, and to the solution was added dropwise a solution of sodium hydroxide (356 mg) in water (10 ml). After the completion of the addition, the reaction solution was further stirred at room temperature for 2 hours and then adjusted the pH thereof to 4 with the addition of 1N aqueous HCl. After the removal of the solvent by distillation under a reduced pressure, methanol (20 ml) was added to the distillation residue and solid matters which remain undissolved were removed by filtration. The filtrate was concentrated and then purified by chromatography on a resin "Sephadex LH-20" using a 1:1 (by volume) mixture of methylene chloride-methanol as eluent, affording N-dimethylaminoethyl-N-methyloxamic acid (250 mg) as a white solid.

Workup

  1. additionAfter the completion of the addition
  2. stirringthe reaction solution was further stirred at room temperature for 2 hours
  3. customAfter the removal of the solvent
  4. distillationby distillation under a reduced pressure, methanol (20 ml)
  5. additionwas added to the distillation residue and solid matters which
  6. customremain undissolved were removed by filtration
  7. concentrationThe filtrate was concentrated
  8. custompurified by chromatography on a resin "Sephadex
  9. additiona 1:1 (by volume) mixture of methylene chloride-methanol as eluent

Sources & evidence

ORD record
ord-9c3a2c6c557741a2985e0fcc3d40a3d6
Source dataset
uspto-grants-1992_07
Patent number
US05132454

Reaction notes

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