Acetic Acid → Prop-2-enimidic acid--2-(dimethylamino)ethyl 2-methylprop-2-enoate (1/1)

HRID 1448118Notes

Reaction equation

HRID 1448118 reaction equation
C(O)(=O)C.[CH3:5][C:6]([C:8]([O:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[O:9])=[CH2:7].[C:16]([NH2:20])(=[O:19])[CH:17]=[CH2:18]>O>[C:16]([NH2:20])(=[O:19])[CH:17]=[CH2:18].[CH3:7][C:6]([C:8]([O:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[O:9])=[CH2:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6579Acrylamide2×HCID 17869(Dimethylamino)ethyl methacrylate2×

Product 1

HCID 160008Prop-2-enimidic acid--2-(dimethylamino)ethyl 2-methylprop-2-enoate (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 40 grams of acetic acid in 350 grams of water is added 131 grams of DMAEMA followed by 119 grams of acrylamide. The pH is 7.7. The rest of the procedure is the same or that followed in Example A. After 5 hours g.l.c. analysis showed no DMAEMA present while 49.5% of the acrylamide was recovered which indicates that ≈99% of the DMAEMA had been quaternized. A small sample of the monomer solution was stored for 24 hours at 25° C. The NMR spectrum showed that 73% of the DMAEMA had been quaternized.

Workup

  1. customwas recovered which
  2. waitA small sample of the monomer solution was stored for 24 hours at 25° C

Sources & evidence

ORD record
ord-618ec30b2fce4568a92e29deb91c7d46
Source dataset
uspto-grants-1979_12
Patent number
US04179549

Reaction notes

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