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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420139Generated: October 28, 2026

Acetaminophen → N-{4-[(2-Methylprop-2-enoyl)oxy]phenyl}ethanimidic acid

https://huagongshe.com/reaction/1420139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetaminophenHCID 1983—
ReactantMethacrylic AcidHCID 4093—
ReactantAcrylic AcidHCID 6581—
SolventMethacryloyl chlorideHCID 13528—
ProductN-{4-[(2-Methylprop-2-enoyl)oxy]phenyl}ethanimidic acidHCID 216863—

Reaction Steps

In order to obtain the polymeric drug of the present invention, it is firstly required to obtain a monomer of acrylic acid or methacrylic acid derivatives by reacting a low molecular physiological active substance with acrylic acid or methacrylic acid. The above-mentioned monomer may be obtained in the manner as stated below, in case of using acetaminophen, for example. That is, acetaminophen is dissolved in an acetonitrile anhydride, and methacryloyl chloride is added drop by drop to the solution. The resulting reaction solution is stirred for 30 minutes at a room temperature, followed by the removal of a reaction solvent by distillation. The residue is dissolved in chloroform, and dried, followed by recrystallization from benzene to obtain p-methacryloyloxyacetanilide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889078
Source datasetuspto-grants-1999_03
ORD IDord-8f540346a8cb4c9696be495df7f685a0
Source noteuspto-grants-1999_03