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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372162Generated: October 25, 2026

O-Cresol → 1-Methyl[cyclohexyl]-3-cyclohexyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

https://huagongshe.com/reaction/372162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-CresolHCID 335—
Reactant1-Cyclohexyl-3-methylureaHCID 308344—
Reactant1-Cyclohexyl-3-methylimidazolidine-2,4-dioneHCID 1521461—
ReactantDimethyl maleateHCID 5271565—
Reactant3-Cyclohexyl-1-methylimidazolidine-2,4-dioneHCID 16093102—
Product1-Methyl[cyclohexyl]-3-cyclohexyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoinHCID 70627789—

Reaction Steps

78 g of N-methyl-N'-cyclohexyl urea, 220 g of cresol and 72 g of dimethyl maleate were stirred at 185° C for one hour and then at 200° C for one hour. 15 g of methanol distilled over during this time. After fractional distillation, a main fraction boiling at 180°-185° C/0.08 Torr could be isolated. It consisted of an isomeric mixture of 1-methyl-3-cyclohexyl-hydantoin and 1-cyclohexyl-3-methylhydantoin but its exact composition could not be determined by gas chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04089860
Source datasetuspto-grants-1978_05
ORD IDord-71f239a28a5e4e13ac7d6c3ae3967c0a
Source noteuspto-grants-1978_05