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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 972830Generated: October 29, 2026

2,3-Dibromo-N-[(4-ethoxyphenyl)carbamoyl]propanamide → 1-(4-Ethoxyphenyl)-5-methylideneimidazolidine-2,4-dione

https://huagongshe.com/reaction/972830

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dibromo-N-[(4-ethoxyphenyl)carbamoyl]propanamideHCID 21405610—
Solventtert-ButanolHCID 6386—
Product1-(4-Ethoxyphenyl)-5-methylideneimidazolidine-2,4-dioneHCID 2140560672.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

70 g (0.178 mole) of N-(4-ethoxyphenyl)-N'-(2,3-dibromopropionyl)-urea and 72 g of potassium tert. -butylate (90% strength, about 0.58 mole) in 400 ml of tert.-butanol were heated under reflux for 30 minutes, the solvent was distilled off and the residue was warmed to 120° C. in vacuo for 20 minutes. The batch was then taken up in 500 ml of hot water, the mixture was filtered and the filtrate was acidified with dilute hydrochloric acid. The product which had precipitated was filtered off and dried. 30 g of 1-(4-ethoxyphenyl)-5-methylene-2,4-dioxo-imidazolidine were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04053620
Source datasetuspto-grants-1977_10
ORD IDord-81872d80b1e44c3daaeccc1dfed56d7c
Source noteuspto-grants-1977_10