Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067183Generated: October 31, 2026

Thionyl Chloride → 3-Chloroisonicotinoyl chloride hydrochloride

https://huagongshe.com/reaction/2067183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-Chloropyridine-4-carboxylic acidHCID 2735816—
SolventTolueneHCID 1140—
Product3-Chloroisonicotinoyl chloride hydrochlorideHCID 86641894—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 3-chloroisonicotinic acid (750 mg, 4.76 mmol, 1.0 eq) in 25 mL of toluene was added thionyl chloride (3.0 mL, 41.6 mmol, 8.7 eq) at room temperature. The reaction mixture was stirred at 100° C. for 3 hours. The mixture was concentrated under reduced pressure, dissolved in 25 mL of toluene and concentrated again to give crude 3-chloroisonicotinoyl chloride hydrochloride salt, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293769B2
Source datasetuspto-grants-2012_10
ORD IDord-a2dcbbe64fab4a199e4686f9206545c4
Source noteuspto-grants-2012_10