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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905660Generated: October 30, 2026

Methylurea → NZ-419,5-HYDROXY-1-METHYLIMIDAZOLIDINE-2,4-DIONE

https://huagongshe.com/reaction/1905660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylureaHCID 11719—
ReactantHCID 18369960HCID 18369960—
SolventAcetic AcidHCID 176—
ProductNZ-419,5-HYDROXY-1-METHYLIMIDAZOLIDINE-2,4-DIONEHCID 303624780%

Reaction Steps

15.0 g of glyoxylic acid n-butyl ester monohydrate and 7.4 g of N-methylurea were refluxed in an 80% aqueous solution of acetic acid for 1 hour. After the solvent was removed by distillation, a small amount of methanol was added to the residue and the insoluble matter was filtered off. The filtrate was then evaporated to dryness under reduced pressure. The resulting crude crystals were recrystallized from ethyl acetate to give 10.4 g of 5-hydroxy-1-methylhydantoin (compound 1) in the form of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04647574
Source datasetuspto-grants-1987_03
ORD IDord-708161d77fa4431b84e73ac3b28550c2
Source noteuspto-grants-1987_03