Sulfuric Acid → HCID 18736382, compound

HRID 844387Notes

Reaction equation

HRID 844387 reaction equation
[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][N:8]([CH3:12])[CH2:9][CH2:10][OH:11].[H-].[Na+].[C:16]([NH2:20])(=[O:19])[CH:17]=[CH2:18].S(=O)(=O)(O)O>>[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][N:8]([CH3:12])[CH2:9][CH2:10][O:11][CH2:18][CH2:17][C:16]([NH2:20])=[O:19]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 6579Acrylamide2×HCID 24758Sodium hydrideHCID 30861572-[{2-[2-(Dimethylamino)ethoxy]ethyl}(methyl)amino]ethanol2×

Product 1

HCID 18736382HCID 18736382, compound

Procedure

A 50 ml 3 neck round bottom flask was fitted with the following: magnetic stirrer, reflux condenser, air bubbler, and a temperature controlled oil bath. The flask was charged with 19.0 g of 2-{[2-(2-dimethylaminoethoxy)ethyl]methylamino}ethanol. Sodium hydride, 0.03 g, was then added carefully to the 2-{[2-(2-dimethylaminoethoxy)ethyl]methylamino}ethanol solution with stirring. The mixture was stirred at a constant rate for two minutes before 7.10 g of acrylamide was added. After the addition of acrylamide, the reaction mixture was stirred at 55° C. for 6 hours. The mixture was cooled to ambient temperature and neutralized with 0.80 g of concentrated sulfuric acid. The resulting mixture was filtered through a Celite layer. The filtrate was collected for foam application without further purification. Quantitative 1H NMR showed that the product was 94% pure.

Workup

  1. temperaturereflux condenser
  2. additionwas added
  3. stirringthe reaction mixture was stirred at 55° C. for 6 hours
  4. filtrationThe resulting mixture was filtered through a Celite layer
  5. customThe filtrate was collected for foam application without further purification

Sources & evidence

ORD record
ord-37e4beca980c479e9769de62e84659b6
Source dataset
uspto-grants-2002_04
Patent number
US06380274B1

Reaction notes

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