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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007511Generated: October 25, 2026

Ethanol → 5-{4-[(3-Isopropyl-1H-indol-5-yl)oxy]-3,5-bis-trifluoromethylphenyl}-imidazolidin-2,4-dione

https://huagongshe.com/reaction/1007511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CyanideHCID 8929—
ReactantAmmonium CarbonateHCID 517111—
Reactant4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-benzaldehydeHCID 22669805—
SolventWaterHCID 962—
Product5-{4-[(3-Isopropyl-1H-indol-5-yl)oxy]-3,5-bis-trifluoromethylphenyl}-imidazolidin-2,4-dioneHCID 22669696—

Reaction Conditions

Temperature60 °C

Reaction Steps

3.0 g (7.22 mmol) of aldehyde from Example V dissolved in 30 ml of ethanol are added to a solution of 0.581 g (14.4 mmol) of sodium cyanide and 3.63 g (36.1 mmol) of ammonium carbonate in 30 ml of water and the mixture is stirred for 24 hours at 60° C. Ethanol is then distilled off from the reaction solution, it is diluted with water, acidified to pH 2 with 1N hydrochloric acid with ice-cooling and extracted twice with ethyl acetate. After drying and distilling off the solvent, the crude product (4.03 g) is chromatographed on silica gel 60 using methylene chloride with addition of a little methanol in the ratio 20:1 to 20:2.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794406B2
Source datasetuspto-grants-2004_09
ORD IDord-4a5ea915a5a34698882c09cd6dfeef0a
Source noteuspto-grants-2004_09