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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369419Generated: October 31, 2026

4-Chloro-2-iodophenol → 5-Chloro-2-hydroxybenzonitrile

https://huagongshe.com/reaction/369419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-iodophenolHCID 620234—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-hydroxybenzonitrileHCID 277742080%

Reaction Steps

4-Chloro-2-iodophenol (85 g, 0.33 mol) was dissolved in 150 ml of DMF, followed by the addition of 32.5 g (0.36 mol) of copper cyanide. The resulting mixture was refluxed for 2 hours and then concentrated under reduced pressure. The residue was dissolved in ethyl acetate, and the thus-prepared solution was washed with water. Subsequent to elimination of an undissolved salt, the solution was concentrated under reduced pressure, whereby 40.4 g of 5-chloro-2-hydroxybenzonitrile were obtained (yield: 80%). Without purification, it was provided for use in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136848
Source datasetuspto-grants-2000_10
ORD IDord-f3352d88e25148b4acc039e8361129c1
Source noteuspto-grants-2000_10