Réaction #324369

ord-934bc97a98874649a165d5e8a6cf5c39

Équation de réaction

C=C(C)C(=O)NCCCN(C)C
N-[3-(dimethylamino)propyl]methacrylamide
O=S1(=O)CCCCO1
butanesultone
CC(C)=O
acetone
CO
methanol
C=C(C)C(=O)NCCC[N+](C)(C)CCCCS(=O)(=O)[O-]
4-sulfonatobutyl[3-(methacryloylamino)propyl]dimethylammonium
Rendement 85.5%

Solvants

Conditions de réaction

Température
70°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureto cooling, to the reaction mixture
  2. 2
    FiltrationThe crystals deposited were collected by filtration
  3. 3
    Lavagethoroughly washed with acetone

Mode opératoire

In 380 ml of acetonitrile were dissolved 130 g (0.764 mol) of N-[3-(dimethylamino)propyl]methacrylamide, 104 g of butanesultone and 234 mg of 4-hydroxy-2,2,6,6-tetramethylpiperidinoxy and the solution was heated at 70° C. for 6 hours. After allowing to cooling, to the reaction mixture were added 1,350 ml of acetone and 150 ml of methanol and the mixture was stirred at room temperature for one hour. The crystals deposited were collected by filtration and thoroughly washed with acetone to obtain 200.0 g (yield: 85%) of 4-sulfonatobutyl[3-(methacryloylamino)propyl]dimethylammonium.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08642243B2uspto-grants-2014_02