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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372164Generated: October 26, 2026

Methanol → 1-Methyl-5-(methoxycarbonyl-methylene)-hydantoin

https://huagongshe.com/reaction/372164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylureaHCID 11719—
ReactantDimethylmaleateHCID 5459894—
SolventO-CresolHCID 335—
Product1-Methyl-5-(methoxycarbonyl-methylene)-hydantoinHCID 54266276—

Reaction Steps

Proceeding in a similar manner to Example 3, 222 g of methyl urea were dissolved in 1000 g of cresol, and 432 g of dimethylmaleate were added. After termination of the reaction during which 92 g of methanol were liberated, and after gas chromatographic analysis showed 95% conversion of the reactants, the cresol was distilled off and the residue fractionated under vacuum. The main fraction distilling over at 140° to 143° C/0.06 Torr was recrystallised from ethyl acetate. The identity of the pure substance obtained, which melted at 100° C, could be confirmed 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-45034e2b8cfd43faa420eb9f88703e39
Source noteuspto-grants-1978_05