Diethyl (ethoxymethylene)malonate → diethyl (3-methoxy-N-methylanilino)methylenemalonate

HRID 1722249Notes

Reaction equation

HRID 1722249 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[NH:6][CH3:7].C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[N:6]([CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH3:7]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 84349N-Methyl-m-anisidine

Product 1

HCID 53844589diethyl (3-methoxy-N-methylanilino)methylenemalonate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-methoxy-N-methylaniline (44 g) and diethyl ethoxymethylenemalonate (69 ml) was heated on a steam bath for 2 hours, the ethanol formed being removed by distillation. The residue was cooled to ambient temperature to give the novel compound diethyl (3-methoxy-N-methylanilino)methylenemalonate as an oil.

Workup

  1. temperaturewas heated on a steam bath for 2 hours
  2. custombeing removed by distillation

Sources & evidence

ORD record
ord-383ba9a3a7be47bc97a0e6cbd365f689
Source dataset
uspto-grants-1989_08
Patent number
US04855291

Reaction notes

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