Sulfuric Acid → HCID 15538329, compound

HRID 844386Notes

Reaction equation

HRID 844386 reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][N:5]([CH3:9])[CH2:6][CH2:7][OH:8].[H-].[Na+].[C:13]([NH2:17])(=[O:16])[CH:14]=[CH2:15].S(=O)(=O)(O)O>>[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][N:5]([CH3:9])[CH2:6][CH2:7][O:8][CH2:15][CH2:14][C:13]([NH2:17])=[O:16]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 6579Acrylamide2×HCID 24758Sodium hydrideHCID 751712-{[2-(Dimethylamino)ethyl](methyl)amino}ethanol2×

Product 1

HCID 15538329HCID 15538329, 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 7.3 g of 2-{[2-(dimethylamino)ethyl]methylamino}ethanol. Sodium hydride, 0.014 g, was then added carefully to the of 2-{[2-(dimethylamino)ethyl]methylamino}ethanol with stirring. The mixture was stirred at a constant rate for two minutes before 3.55 g of acrylamide was added. After the addition of acrylamide, the reaction mixture was stirred at 50° C. for 6 hours. The mixture was cooled to ambient temperature. Concentrated sulfuric acid, 0.034 g, then was added to neutralize the product mixture. The resulting mixture was filtered through a Celite layer. The filtrate was collected for foam application. Quantitative 1H NMR showed that the product was 94% pure.

Workup

  1. temperaturereflux condenser
  2. additionwas added
  3. stirringthe reaction mixture was stirred at 50° C. for 6 hours
  4. filtrationThe resulting mixture was filtered through a Celite layer
  5. customThe filtrate was collected for foam application

Sources & evidence

ORD record
ord-3f21d7c6b70e44728ce94e55f659199a
Source dataset
uspto-grants-2002_04
Patent number
US06380274B1

Reaction notes

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