N-(3-(Dimethylamino)propyl)methacrylamide → 3-(Methacryloylamino)propyllauryldimethylammonium chloride

HRID 23750

Reaction equation

[CH3:1][C:2]([C:4]([NH:6][CH2:7][CH2:8][CH2:9][N:10]([CH3:12])[CH3:11])=[O:5])=[CH2:3].[Cl:13][CH:14]=[CH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>S(=O)(=O)(O)O.O>[Cl-:13].[C:4]([NH:6][CH2:7][CH2:8][CH2:9][N+:10]([CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])([CH3:12])[CH3:11])(=[O:5])[C:2]([CH3:1])=[CH2:3]

Participants

Conditions

Temperature: 95 °C

Procedure

A mixture of 350 g of DMAPMA and 280 g of chlorododecene (1.5:1) was stirred with 111.2 g of water (15%) and 6 drops of concentrated sulfuric acid. The reaction mixture was heated up to 95° C. and air was bubbled through it. The conversion was followed by chloride titration. After 24 hours the reaction was completed and the mixture was cooled off. The product is water miscible and is a mixture of 15.0% water; 69.1% MAPLDMAC and 15.9% DMAPMA. It was further used in polymerization without purification.

Workup

customair was bubbled through it
temperaturethe mixture was cooled off
additiona mixture of 15.0% water
customIt was further used in polymerization without purification

Sources & evidence

ORD record: ord-70b2b605104c4848a1c57342c1d97ab6
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06852815B1

Linked notes

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