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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1165693Generated: October 30, 2026

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

https://huagongshe.com/reaction/1165693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantHCID 54007378HCID 54007378—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-(4-Methylbenzylidene)-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dioneHCID 53736767186.3%

Reaction Steps

The 5-(4-methylbenzylidene)-3-(2,5-difluorophenyl)imidazolidine-2,4-dione (2.25 g, 7.16 mmol), cesium carbonate (1.22 g, 3.76 mmol) and methyl iodide (1.5 g, 3.76 mmol) were stirred together in DMF (20 mL) overnight. The solution was 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 2.3 grams of 5-(4-methylbenzylidene)-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dione, m.p. 136°-140° C. (compound 104 under Table B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04911748
Source datasetuspto-grants-1990_03
ORD IDord-1d0f4f3c74cb40cd8079abffbee4e705
Source noteuspto-grants-1990_03