Acrylamide → HCID 15052086, compound

HRID 374242Notes

Reaction equation

HRID 374242 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].C(N)CC.[CH2:10]([P:12](OC)(=[O:15])[O:13][CH3:14])[CH3:11]>>[CH3:14][O:13][P:12]([CH2:10][CH3:11])([CH2:3][CH2:2][C:1]([NH2:5])=[O:4])=[O:15]

Participants

4

Reactant 3

HCID 6579AcrylamideHCID 7852PropylamineHCID 521983Dimethyl ethylphosphonate

Product 1

HCID 15052086HCID 15052086, compoundYield 92.3%

Conditions

Temperature
50 °C

Procedure

71 g of acrylamide and 120 g of n-propylamine are mixed at room temperature under nitrogen and the mixture is heated to 50° C. 122 g of dimethyl ethanephosphonate are added dropwise to the reaction solution in the course of 30 minutes. The reaction mixture is then stirred for 5 hours at reflux temperature and the solvent (low-boiling solvent such as excess propylamine+N-methyl-N-propylamine) is removed by vacuum distillation. The crude product is obtained in a yield of 175 g with a 94.4% purity, which corresponds to a theoretical yield of 92.3%.

Workup

  1. temperatureat reflux temperature
  2. customthe solvent (low-boiling solvent such as excess propylamine+N-methyl-N-propylamine) is removed by vacuum distillation

Sources & evidence

ORD record
ord-2788924997084fefb3b2df5cf1a83440
Source dataset
uspto-grants-1992_11
Patent number
US05166385

Reaction notes

Loading…