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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263097Generated: October 25, 2026

O-Cresol → 1,3-Dimethyl-5-(phenylaminocarbonyl methylene)-hydantoin

https://huagongshe.com/reaction/263097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-CresolHCID 335—
ReactantN,N'-DimethylureaHCID 7293—
ReactantMaleic acid anilideHCID 1550938—
Product1,3-Dimethyl-5-(phenylaminocarbonyl methylene)-hydantoinHCID 54089272—

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 19.1 parts of N-phenyl maleic acid monoamide 8.8 parts of N,N'-dimethyl urea and 100 parts of cresol is stirred for 2.5 hours at 165° C. The solvent is distilled off in vacuo and the residue fractionated. An oily liquid distills over at a boiling point of from 220° to 223° C./0.1 Torr and solidifies after a while. Recrystallisation from n-propanol gives the compound confirmed by IR- (bands characteristic of hydantoins at 1705 and 1765 cm-1 and of amide at 1690 cm-1) and NMR-spectra.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04156074
Source datasetuspto-grants-1979_05
ORD IDord-0aac9f2dd7fc4702b97da29a8053b702
Source noteuspto-grants-1979_05