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

HRID 614447Notes

Reaction equation

HRID 614447 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 mol) 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 mol) of methyl glyoxylate in 20 ml of methylene chloride. The reaction mixture is stirred at room temperature overnight (15 hours) and then is filtered and the solvents are removed in vacuo to afford the imine as a dark orange gum.

Workup

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

Sources & evidence

ORD record
ord-eeabdca4c471455285ef5bda729ad734
Source dataset
uspto-grants-1979_03
Patent number
US04144333

Reaction notes

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