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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1660516Generated: October 26, 2026

Hydantoin → 5-[(3-Phenylmethoxy-4-methoxyphenyl)methylene]-2,4-imidazolidinedione

https://huagongshe.com/reaction/1660516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydantoinHCID 10006—
Reactant3-Benzyloxy-4-methoxybenzaldehydeHCID 80671—
ReactantSodium AcetateHCID 517045—
SolventAcetic AcidHCID 176—
Product5-[(3-Phenylmethoxy-4-methoxyphenyl)methylene]-2,4-imidazolidinedioneHCID 5382903245.5%

Reaction Steps

A mixture of 24.43 g (100 moles) of 3-phenylmethoxy-4-methoxybenzaldehyde (Berichte 67, 1214/1934/), 10.01 g. (100 mmoles) of hydantoin, 38 ml of anhydrous acetic acid and 19.5 g of anhydrous sodium acetate is heated to 140° C. with shaking and the solution obtained is refluxed at 158°-162° C. for 2.5 hours, then cooled and poured into 250 ml of ice-water. The gum obtained becomes crystalline after 30 minutes. The crystals are filtered, washed successively with water, ethanol and ether and dried to give 14.75 g (45.5%) of the title compound, m.p. 249°-251° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04308278
Source datasetuspto-grants-1981_12
ORD IDord-73f09316f329441bbe70c2b8ab689d4c
Source noteuspto-grants-1981_12