Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1194954Generated: November 4, 2026

2-Aminophenol → 1-(2-Hydroxyphenyl)-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/1194954

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantDimethylformamideHCID 6228—
ReactantMaleic AnhydrideHCID 7923—
Reactant(Z)-4-((2-Hydroxyphenyl)amino)-4-oxobut-2-enoic acidHCID 1550203—
SolventTolueneHCID 1140—
SolventO-XyleneHCID 7237—
Product1-(2-Hydroxyphenyl)-1H-pyrrole-2,5-dioneHCID 793226—

Reaction Steps

A maleic anhydride copolymer and an aminophenol are heated in an organic solvent such as dimethylformamide to 0°-150° C., preferably 10°-100° C., more preferably 50°-100° C. for 1-20 hours to convert a portion or whole of the maleic anhydride units into N-(hydroxyphenyl)maleamic acid unit. To the reaction mixture is added a tertiary amine catalyst, and is further added an azeotropic agent (i.e., azeotropic solvent) such as toluene or xylene for removing water produced upon cyclization-dehydration reaction. The resulting mixture is then heated to 80°-200° C., preferably 100°-150° C., for 1-20 hours for performing a cyclization-dehydration reaction, to obtain the desired N-(hydroxyphenyl)maleimide copolymer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04816523
Source datasetuspto-grants-1989_03
ORD IDord-60a53bd195b2488fa6ab545e0010c7b2
Source noteuspto-grants-1989_03