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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2106722Generated: October 26, 2026

Pyridine → 4-Chlorobenzaldehyde O-(2-cyano-3-pyridylcarbonyl)oxime

https://huagongshe.com/reaction/2106722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantOxalyl chlorideHCID 65578—
Reactant4-Chloro-benzaldehyde oximeHCID 219158—
ReactantPotassium 2-cyanonicotinateHCID 23690323—
SolventDichloromethaneHCID 6344—
Product4-Chlorobenzaldehyde O-(2-cyano-3-pyridylcarbonyl)oximeHCID 5441254877%

Reaction Conditions

Temperature20 °C

Reaction Steps

Oxalyl chloride (2.8 g, 0.022 mole) is added dropwise to a suspension of potassium 2-cyanonicotinate (4.1 g, 0.022 mole) in dichloromethane (40 ml). The mixture is then heated under reflux for one hour. A solution of 4-chlorobenzaldehyde oxime (3.1 g, 0.02 mole) and pyridine (1.6 g, 0.02 mole) in dichloromethane (20 ml) is then added to the mixture, at 20° C. The mixture is then stirred for 2 hours at 20° C. The solvent is evaporated off and the residue treated with water (50 ml). The solid formed is filtered off and is washed with water and then with ethyl ether. A white solid 4.4 g, 77%) corresponding to the structure 2 is thus obtained (M.p.: 160° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04931456
Source datasetuspto-grants-1990_06
ORD IDord-76b59c7518a94de0ae8fdc482899f3e1
Source noteuspto-grants-1990_06