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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023622Generated: October 26, 2026

Diethyl Ether → HCID 53240508, compound

https://huagongshe.com/reaction/1023622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 67235281HCID 67235281—
Reactant3-Ethyl-4-hydroxybenzonitrileHCID 68322517—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 53240508HCID 5324050833.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

3-ethyl-4-hydroxybenzonitrile (Intermediate 115, 70 mg) was dissolved in 2 mL of dimethylformamide. 3-(6-fluoro-3-pyridinyl)-5,5-dimethyl-2,4-imidazolidinedione (Intermediate 106, 102 mg) and potassium carbonate (126 mg, 0.915 mmol) were added. The reaction mixture was stirred at 120° C. during 96 hours. Some diethyl ether (4 mL) and water (4 mL) were added. The aqueous layer was extracted 4 times with diethyl ether. The gathered organic layers were dried over sodium sulphate and evaporated giving a residue which was purified by flash chromatography on silica gel (companion system, 12 g Si cartridge) using as eluent a gradient cyclohexane/ethyl acetate 100/0, then from 100/0 to 55/45. Evaporation afforded the title compound (54 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722695B2
Source datasetuspto-grants-2014_05
ORD IDord-2921ffb6e28c40cb9cbb407af36585ed
Source noteuspto-grants-2014_05