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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464648Generated: October 31, 2026

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

https://huagongshe.com/reaction/1464648

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 l), 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 numberUS05306822
Source datasetuspto-grants-1994_04
ORD IDord-ae991b3d39bf440793e8a25a8fb79989
Source noteuspto-grants-1994_04