Sulfuric acid magnesium salt (1:1) → Methyl (2E)-{[(2,4-dimethoxyphenyl)methyl]imino}acetate

HRID 2050393Notes

Reaction equation

HRID 2050393 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH2:5][NH2:6].S([O-])([O-])(=O)=O.[Mg+2].[C:19]([O:23][CH3:24])(=[O:22])[CH:20]=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH2:5][N:6]=[CH:20][C:19]([O:23][CH3:24])=[O:22]

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 70205Acetic acid, 2-oxo-, methyl esterHCID 5972502,4-Dimethoxybenzylamine

Product 1

HCID 23470137Methyl (2E)-{[(2,4-dimethoxyphenyl)methyl]imino}acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture containing 16.82 g (0.101 mole) of 2,4-dimethoxybenzylamine and anhydrous magnesium sulfate in 150 ml of methylene chloride at 25° is added a solution of 10.05 g (0.114 mole) of methyl glyoxalate in 20 ml of methylene chloride. The reaction mixture is stirred at room temperature overnight (15 hours) and then is filtered. The solvents are removed in vacuo to afford methyl N-(2,4-dimethoxybenzyl)iminoacetate as a dark orange gum.

Workup

  1. filtrationis filtered
  2. customThe solvents are removed in vacuo

Sources & evidence

ORD record
ord-d94b3b44bd6041098306aef76de637bd
Source dataset
uspto-grants-1980_04
Patent number
US04200572

Reaction notes

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