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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058652Generated: October 27, 2026

Sodium Hydroxide → 2-[(3-Chlorophenyl)thio]-5-nitrobenzaldehyde

https://huagongshe.com/reaction/1058652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-ChlorothiophenolHCID 16257—
Reactant2-Fluoro-5-nitrobenzaldehydeHCID 2734770—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product2-[(3-Chlorophenyl)thio]-5-nitrobenzaldehydeHCID 1866896634%

Reaction Conditions

Temperature25 °C

Reaction Steps

A 2.5 mol/L sodium hydroxide aqueous solution (1.2 mL, 3.1 mmol) and tetrabutylammonium bromide (0.012 g, 0.031 mmol) were added to 3-chlorobenzenethiol (0.11 g, 0.73 mmol), followed by stirring at 25° C. for 10 minutes. A toluene (1.2 mL) solution of 2-fluoro-5-nitrobenzaldehyde (0.12 g, 0.73 mmol) was added to the reaction liquid, followed by stirring at 110° C. for 1.5 hours. After the conventional post-reaction treatment, the residue was purified by silica gel chromatography (eluted by chloroform) to give 2-[(3-chlorophenyl)thio]-5-nitrobenzaldehyde (72 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518268B1
Source datasetuspto-grants-2003_02
ORD IDord-45aa067acfe04d47854a433f8fb0f143
Source noteuspto-grants-2003_02