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

HRID 1448116Notes

Reaction equation

HRID 1448116 reaction equation
[CH3:1][C:2]([C:4]([O:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])=[O:5])=[CH2:3].[C:12]([NH2:16])(=[O:15])[CH:13]=[CH2:14]>>[C:12]([NH2:16])(=[O:15])[CH:13]=[CH2:14].[CH3:3][C:2]([C:4]([O:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])=[O:5])=[CH2:1]

Participants

3

Reactant 2

HCID 6579AcrylamideHCID 17869(Dimethylamino)ethyl methacrylate2×

Product 1

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

Procedure

As can be seen from the Table, after 7 hours g.l.c. shows only 3.5% residual DMAEMA but 35.7% acrylamide, indicating an approximate quat content of 35% (based on the DMAEMA in the copolymer). The percentage quaternization as determined by g.l.c. is generally in good agreement with the values obtained on similar systems by Nmr analysis.

Workup

  1. customobtained on similar systems by Nmr analysis

Sources & evidence

ORD record
ord-6a129a62444d4df9807e3cc0a210d7cd
Source dataset
uspto-grants-1979_12
Patent number
US04179549

Reaction notes

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