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

HRID 1105773Notes

Reaction equation

HRID 1105773 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 50.0 grams of acetic acid in 350 grams of water is added 131 grams of DMAEMA followed by 119 grams of acrylamide. The pH of the solution is 7.0 without any adjustment. The rest of the procedure is the same as followed in Example A. After 5 hours G.L.C. analysis showed there was no DMAEMA monomer remaining, while 33% of the acrylamide was recovered. This indicates that ≈66% of the DMAEMA had been quaternized.

Workup

  1. customwas recovered

Sources & evidence

ORD record
ord-cd91554988354d478cdc076b99e29086
Source dataset
uspto-grants-1982_01
Patent number
US04310472

Reaction notes

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