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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372161Generated: October 26, 2026

1-Benzyl-3-methylurea → 1-Methyl[benzyl]-3-benzyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

https://huagongshe.com/reaction/372161

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Benzyl-3-methylureaHCID 250252—
ReactantDimethylmaleateHCID 5459894—
Reactant1-Methyl-3-benzyl-hydantoinHCID 10798228—
ReactantHCID 13572165HCID 13572165—
SolventO-CresolHCID 335—
SolventMethanolHCID 887—
Product1-Methyl[benzyl]-3-benzyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoinHCID 70628657—

Reaction Steps

82 of N-methyl-N'-benzyl urea were dissolved in 230 g of cresol and 72 g of dimethylmaleate were added. After the reaction had continued for 11/2 hours at 200° C, during which 13 g of methanol were liberated, the cresol had to be distilled off. After fractional distillation, a viscous liquid with a boiling point of 193° C/0.25 Torr was obtained as the main fraction. According to gas chromatographic analysis, it consisted of an isomeric mixture of about 80% of 1-methyl-3-benzyl-hydantoin and about 20% of 1-benzyl-3-methyl-hydantoin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04089860
Source datasetuspto-grants-1978_05
ORD IDord-488570f7007046b38321e7332eabe4cf
Source noteuspto-grants-1978_05