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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2117250Generated: October 30, 2026

Formaldehyde → 3-(Hydroxymethyl)-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/2117250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantMaleimideHCID 10935—
ReactantSodium HydroxideHCID 14798—
Product3-(Hydroxymethyl)-1H-pyrrole-2,5-dioneHCID 21981751—

Reaction Steps

A mixture of 24 parts of maleimide (manufactured by Aldrich), 21 parts of an aqueous 35 wt % formaldehyde solution (manufactured by Wako Pure Chemical Industries), and 0.7 part of an aqueous 5 wt % sodium hydroxide solution is allow to react at 40° C. for 2 hours, to give white crystalline hydroxymethyl maleimide. The crystals are filtered under reduced pressure and dried under reduced pressure at room temperature. The crude crystalline hydroxymethyl maleimide is recrystallized in ethyl acetate, to give 22 parts of hydroxymethyl maleimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07442553B2
Source datasetuspto-grants-2008_10
ORD IDord-ae70263a5b234b06b747ed194e831730
Source noteuspto-grants-2008_10