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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76333Generated: October 26, 2026

Methylurea → 1-Methylimidazolidine-2,4,5-trione

https://huagongshe.com/reaction/76333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylureaHCID 11719—
ReactantOxalyl chlorideHCID 65578—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-Methylimidazolidine-2,4,5-trioneHCID 12319694.3%

Reaction Steps

To an ice-cold solution of 1-methylurea (200 mg, 2.70 mmol) in dry tetrahydrofuran (6 mL) was added oxalyl chloride (0.26 mL, 2.97 mmol) dropwise, under a nitrogen atmosphere. The reaction mixture was stirred at 0-5° for 2 h and then allowed to warm to room temperature for 1 h before being diluted with water. The product was extracted with ethyl acetate, and the extracts were washed with water, dried and evaporated to give the product as an off-white solid (326 mg, 94%), mp 146-149° C. (lit. 145-148° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835629B2
Source datasetuspto-grants-2014_09
ORD IDord-5270f0fd388c4422b4413078322e13df
Source noteuspto-grants-2014_09