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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372163Generated: October 25, 2026

2-Ethylhexanoic Acid → 1-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoin

https://huagongshe.com/reaction/372163

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethylhexanoic AcidHCID 8697—
Reactant1-Benzyl-3-phenylureaHCID 280363—
ReactantDimethyl maleateHCID 5271565—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoinHCID 54535475—

Reaction Steps

113 g of N-phenyl-N'-benzyl-urea were dissolved in 1000 g of o-dichlorobenzene; the solution was made acid with 2-ethyl-hexanoic acid and reacted with 72 g of dimethyl maleate. After a reaction time of 6 hours at 175° C, the solvent was distilled off and the residue triturated with ether. The product separated by suction filtration can be obtained pure by recrystallisation from toluene. The white crystals obtained have a melting point of 130° C and their structure was demonstrated by the IR and NMR spectra and elementary analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04089860
Source datasetuspto-grants-1978_05
ORD IDord-90fb7d6c8dd344ceb2bd3aad678348e5
Source noteuspto-grants-1978_05