Methacrylamide → Ethyl [(2-methylacryloyl)amino](oxo)acetate

HRID 1073661Notes

Reaction equation

HRID 1073661 reaction equation
[C:1]([NH2:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7](Cl)([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:8]>O1CCCC1>[C:7]([NH:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:8]

Participants

4

Reactant 2

HCID 6595MethacrylamideHCID 20884Ethoxalyl chloride

Product 1

HCID 14298183Ethyl [(2-methylacryloyl)amino](oxo)acetateYield 70.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into the same reaction vessel as used in Example 1, tetrahydrofuran (50 ml), methacrylamide (4.26 g; 50 mmol) and ethoxalyl chloride (6.83 g; 50 mmol) were charged, and refluxing was continued for 4 hours. Removal of the organic solvent by distillation under reduced pressure gave N-ethoxalylmethacrylamide (6.5 g). Yield, 70.6%.

Workup

  1. additionwere charged
  2. temperaturerefluxing
  3. customRemoval of the organic solvent
  4. distillationby distillation under reduced pressure

Sources & evidence

ORD record
ord-84f4b6827f6e408c9142287bb2f966df
Source dataset
uspto-grants-1990_11
Patent number
US04970281

Reaction notes

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