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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032469Generated: October 31, 2026

Methyl iodide → 5-Benzyl-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dione

https://huagongshe.com/reaction/1032469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5-Benzyl-3-(2,5-difluorophenyl)imidazolidine-2,4-dioneHCID 14650505—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Benzyl-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dioneHCID 1465050956.8%

Reaction Steps

5-Benzyl-3-(2,5-difluorophenyl)imidazolidine-2,4-dione (2.0 g, 6.62 mmol) in DMF (10 mL) was added dropwise to a suspension of sodium hydride (166 mg, 6.95 mmol) in DMF (5 mL) at 0° C. The solution was stirred for 1 hour; then methyl iodide (0.62 mL, 9.9 mmol) was added and the mixture was stirred for 5 hours, then diluted with water and extracted with ethyl acetate (3×). The combined extracts were washed with brine (saturated). dried (over MgSO4). filtered and concentrated to give 1.19 grams of 5-benzyl-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dione, as an oil (compound 1 under Table A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04958028
Source datasetuspto-grants-1990_09
ORD IDord-b2f631daad7b492982cd8901c7fd80a0
Source noteuspto-grants-1990_09