Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411986Generated: October 29, 2026

Dimethylformamide → 2,4-Imidazolidinedione, 3-[(4-chlorophenyl)methyl]-

https://huagongshe.com/reaction/411986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHydantoinHCID 10006—
Reactant1-(Bromomethyl)-4-chlorobenzeneHCID 69329—
ReactantPotassiumHCID 5462222—
SolventWaterHCID 962—
Product2,4-Imidazolidinedione, 3-[(4-chlorophenyl)methyl]-HCID 1085190—

Reaction Conditions

Temperature172.5 °C

Reaction Steps

Under a nitrogen atmosphere in a flame-dried flask, with magnetic stirring, the potassium salt of imidazolidine-2,4-dione (1.382 g, 10 mmol) and 4-chlorobenzyl bromide (2.055 g, 10 mmol) were combined with 15 mL of anhydrous N,N-dimethylformamide (DMF) and heated to 170-175° C. for 5 hours. The reaction was then cooled to room temperature and poured over 50 mL of water to produce a waxy white precipitate. Recrystallization from ethyl acetate : hexanes produced the title product as a white crystalline solid, 0.775 g (34.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562813B2
Source datasetuspto-grants-2003_05
ORD IDord-d7ee9e84328c4b588f29be7df716fea4
Source noteuspto-grants-2003_05