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

HRID 616147Notes

Reaction equation

HRID 616147 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 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-33100607a0bd458f8e2655cc97409d6a
Source dataset
uspto-grants-1978_02
Patent number
US04072674

Reaction notes

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