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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398076Generated: November 1, 2026

Water → 1-Methyl-3-[(4-nitrophenyl)methyl]-2,4-imidazolidinedione

https://huagongshe.com/reaction/1398076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Nitrobenzyl bromideHCID 66011—
Reactant1-MethylhydantoinHCID 69217—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-3-[(4-nitrophenyl)methyl]-2,4-imidazolidinedioneHCID 57698182—

Reaction Steps

To a mixture solution of 685 mg (6.0 mmol) of 1-methylhydantoin in 10 mL of N,N-dimethylformamide and 10 mL of tetrahydrofuran was added 240 mg (6.9 mmol) of sodium hydride (60% oily) at room temperature, and the mixture was stirred for 30 minutes at the same temperature. Then, 1.08 g (5.0 mmol) of p-nitrobenzyl bromide was added to the reaction mixture, and the mixture was stirred for over night at room temperature. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over with anhydrous sodium sulfate and the solvent was removed under reduced pressure to give 1.38 g (quantitative) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901315B2
Source datasetuspto-grants-2014_12
ORD IDord-2d58e319cb3d4a74aef241d3813e263f
Source noteuspto-grants-2014_12