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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821431Generated: November 3, 2026

Water → (E)-3-(2-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}ethyl)imidazolidine 2,4-dione

https://huagongshe.com/reaction/1821431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[2-(2,5-Dioxoimidazolidin-1-yl)ethoxy]-3-methoxy-2-nitrobenzaldehydeHCID 86628220—
ReactantHCID 178419401HCID 178419401—
SolventMethanolHCID 887—
Product(E)-3-(2-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}ethyl)imidazolidine 2,4-dioneHCID 6899990432%

Reaction Steps

(1H-indazol-3-ylmethyl)triphenylphosphonium bromide (0.12 g, 0.26 mmol), 4-[2-(2,5-dioxoimidazolidin-1-yl)ethoxy]-3-methoxy-2-nitrobenzaldehyde (0.08 g, 0.24 mmol) obtained in Step 1 and potassium carbonate (0.07 g, 0.47 mmol) were dissolved in methanol (3.0 mL), followed by stirring at room temperature for 1.0 hour. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=9/1) to obtain (E)-3-(2-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}ethyl)imidazolidine 2,4-dione (0.03 g, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-2c385d7573f24af69fbc97c8f1a59bd0
Source noteuspto-grants-2009_10