Acrylamide → Methyl 2-hydroxy-2-(1-oxo-2-propenylamino)acetate

HRID 542334Notes

Reaction equation

HRID 542334 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].C[C:7](=[O:11])[C:8]([O-:10])=[O:9].[CH:12]1C2NC3C(=CC=CC=3)SC=2C=CC=1>CC(C)=O>[C:1]([NH:5][CH:7]([OH:11])[C:8]([O:10][CH3:12])=[O:9])(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 7108PhenothiazineHCID 107735Pyruvate

Product 1

HCID 157058Methyl 2-hydroxy-2-(1-oxo-2-propenylamino)acetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Acrylamide (141.7 parts), methylglyoxylate (144 parts), acetone (1200 ml) and phenothiazine (0.05 parts) were mixed and heated to reflux for 6 hours. After filtration and crystallization 180 parts MAG were received as confirmed by chemical analysis.

Workup

  1. temperatureheated
  2. temperatureto reflux for 6 hours
  3. filtrationAfter filtration and crystallization 180 parts MAG

Sources & evidence

ORD record
ord-de147820d35d48f790e3e830afb93185
Source dataset
uspto-grants-1987_04
Patent number
US04656308

Reaction notes

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