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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160485Generated: November 1, 2026

5-Chloro-salicylaldehyde → 5-Chloro-2-hydroxybenzonitrile

https://huagongshe.com/reaction/1160485

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-salicylaldehydeHCID 12481—
Reactanthydroxylamine-O-sulfonic acidHCID 76284—
SolventWaterHCID 962—
Product5-Chloro-2-hydroxybenzonitrileHCID 277742093%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-chloro-2-hydroxybenzaldehyde (300 g, 1.92 mol) and hydroxylamine-O-sulfonic acid (260 g, 2.30 mol) were suspended in water (4.5 L) at room temperature, which was then stirred at 60° C. for 7 hours. Water (3 L) was added to the reaction mixture, which was then cooled with ice, followed by filtering a crystal before further washing with water (1.5 L). The precipitated crystal was suspended in water (1.5 L), filtered, washed with water, and subjected to tray drying at 50° C. for 22 hours to obtain 272 g of the title compound (white crystal, yield: 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816405B2
Source datasetuspto-grants-2010_10
ORD IDord-29d112564158463bad720072bdd0bc0d
Source noteuspto-grants-2010_10