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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032474Generated: November 1, 2026

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

https://huagongshe.com/reaction/1032474

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 numberUS04958028
Source datasetuspto-grants-1990_09
ORD IDord-dcab1a77d6b845f1b7b0cbc4920ae65d
Source noteuspto-grants-1990_09