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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917288Generated: October 26, 2026

m-Chloroperbenzoic acid → (+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedione

https://huagongshe.com/reaction/917288

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantBisulfiteHCID 104748—
Reactant1-(Prop-2-en-1-yl)imidazolidine-2,4-dioneHCID 22020924—
SolventDichloromethaneHCID 6344—
Product(+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedioneHCID 2202092989%

Reaction Steps

A reaction solution of 1-(2-propenyl)-2,4-imidazolidinedione (0.036 mol) and 3-chloro-benzenecarboperoxoic acid (0.043 mol, 70.75%) in DCM (25 ml) was stirred for 2 hours at room temperature. An aqueous solution of bisulfite was added (to remove excess 3-chlorobenzenecarboperoxoic acid) and the mixture was stirred for 10 minutes. Na2CO3 was added and this mixture was extracted with DCM. The separated organic layer was dried, filtered and the solvent evaporated, yielding 5 g (89%) of (±)-1-(oxiranylmethyl)-2,4-imidazolidinedione (interm. 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273862B2
Source datasetuspto-grants-2007_09
ORD IDord-7944daf78bd94ed1bbf1d811cb1457ed
Source noteuspto-grants-2007_09