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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2419190Generated: October 26, 2026

Chlorotrimethylsilane → N,N'-bis-trimethylsilyl-N,N'-methylene-bis-acrylamide

https://huagongshe.com/reaction/2419190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantMethylenebisacrylamideHCID 8041—
ReactantSulfurHCID 5362487—
SolventTriethylamineHCID 8471—
ProductN,N'-bis-trimethylsilyl-N,N'-methylene-bis-acrylamideHCID 2031505260.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

850 ml of anhydrous triethylamine and 92.5 g (0.6 mol) of N,N'-methylene-bis-acrylamide are initially introduced into a 2.5 liter sulphonation flask equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel. 220 g (approximately 2 mols) of trimethylchlorosilane are then added dropwise, whilst cooling occasionally with an ice bath, in such a way that the temperature of the reaction mixture does not exceed 15°-25° C. A little sulphur is then added, as a polymerisation inhibitor, to the reaction mixture, which is stirred overnight at 60° C. The following day, the triethylamine hydrochloride which has precipitated is filtered off, the filter cake is washed with approximately 300 ml of triethylamine, and the filtrates are finally combined and distilled in vacuo. 108 g of N,N'-bis-trimethylsilyl-N,N'-methylene-bis-acrylamide are obtained as a fraction distilling at 120° C/0.8 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04105648
Source datasetuspto-grants-1978_08
ORD IDord-42f85e4ec27247d683166b9eca06d641
Source noteuspto-grants-1978_08