Acetone → 4-((3-Methacrylamidopropyl)dimethylammonio)butane-1-sulfonate

HRID 473539

Reaktionsgleichung

Reaktionsgleichung von HRID 473539
[CH3:1][N:2]([CH3:12])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9].[CH2:13]1[S:18](=[O:20])(=[O:19])[O:17][CH2:16][CH2:15][CH2:14]1.CC(C)=O.CO>C(#N)C>[S:18]([CH2:13][CH2:14][CH2:15][CH2:16][N+:2]([CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9])([CH3:12])[CH3:1])([O-:17])(=[O:20])=[O:19]

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 887MethanolHCID 154111,4-Butane sultoneHCID 78882N-(3-(Dimethylamino)propyl)methacrylamide

Produkt 1

HCID 866625434-((3-Methacrylamidopropyl)dimethylammonio)butane-1-sulfonateAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureto cooling, to the reaction mixture
  2. filtrationThe crystals deposited were collected by filtration
  3. washthoroughly washed with acetone

Quellen und Nachweise

ORD-Eintrag
ord-d96a2ec609454e248a967f7ae9380428
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637221B2

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