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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653232Generated: October 26, 2026

Methacrylic Acid → Methylenebisacrylamide

https://huagongshe.com/reaction/653232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
ReactantAnilineHCID 6115—
ReactantAcrylic AcidHCID 6581—
Reactant2-NaphthylamineHCID 7057—
ReactantBenzylamineHCID 7504—
ReactantN,N-Dimethyl-1,3-propanediamineHCID 7993—
ReactantDimethylaminoneopentyl amineHCID 21831704—
ProductMethylenebisacrylamideHCID 8041—

Reaction Steps

The methods according to the present invention starting the methyl, ethyl, or butyl esters of acrylic acid or of methacrylic acid (R2 =methyl, ethyl, butyl) are particularly preferred, since they can be carried out on a technical scale and the alcohols which are cleaved in both reactions (R2OH of IV) can be easily removed from the reaction mixture. The embodiment employing primary amines should be particularly mentioned, i.e. wherein R3 represents hydrogen. Further, R4 preferably stands for a substituent which imparts to the amine a boiling point of 80° C. or more. Further, reaction with an aminoalkyl amine, particularly with dialkylaminoalkyl amines such as dimethylaminopropyl amine, or with dimethylaminoneopentyl amine inter alia is of interest, as is reaction with an aralkyl amine, and an aromatic amine such as aniline, naphthylamine, and benzylamine, as well as reaction with an alkylene diamine to form a bis-acrylamide or bis-methacrylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04675442
Source datasetuspto-grants-1987_06
ORD IDord-b344cff7f29145d9a8447841f7f2ceb1
Source noteuspto-grants-1987_06