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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128738Generated: October 30, 2026

Acetic Anhydride → 5-[(2-Methoxyphenyl)methylene]-3-methyl-2,4-imidazolidinedione

https://huagongshe.com/reaction/128738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant2-MethoxybenzaldehydeHCID 8658—
Reactant2,4-Imidazolidinedione, 3-methyl-HCID 138851—
ReactantSodium AcetateHCID 517045—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product5-[(2-Methoxyphenyl)methylene]-3-methyl-2,4-imidazolidinedioneHCID 5417704163.6%

Reaction Steps

A mixture of 2-methoxybenzaldehyde (3.4 g,25 mmoles), 3-methyl hydantoin (3.0 g, 21 mmoles ), sodium acetate (6.0 g, 73 mmoles), acetic anhydride (3 ml), and acetic acid (20 ml) is stirred under an inert atmosphere and heated to reflux. After 15 hours the mixture is poured into water (200 ml), stirred, and the precipitate filtered off, rinsed three times with water and dried. Recrystallization from acetonitrile gave the pure product (3.1 g), mp 189°-190° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464856
Source datasetuspto-grants-1995_11
ORD IDord-bc56d6805cce4995b3c7d986cd6874f3
Source noteuspto-grants-1995_11