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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109933Generated: October 30, 2026

Clopyralid → 3-Chloro-6-methoxypyridine-2-carboxylic acid

https://huagongshe.com/reaction/2109933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantClopyralidHCID 15553—
ReactantSodium MethoxideHCID 10942334—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product3-Chloro-6-methoxypyridine-2-carboxylic acidHCID 51341988—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 3,6-dichloropyridine-2-carboxylic acid (7.10 mmol 1.36 g) in dioxane (15 mL) was added sodium methoxide (21.31 mmol 1.15 g) in methanol dropwise. The mixture was stirred at 85° C. for 14 h, cooled to rt, and diluted with ethyl acetate and aqueous HCl. The organic layer was washed with water and brine, and dried (MgSO4). Removal of the solvent provided 3-chloro-6-methoxypyridine-2-carboxylic acid which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517878B2
Source datasetuspto-grants-2009_04
ORD IDord-7b9b84ca042a4f0ba39c8f2892569e0b
Source noteuspto-grants-2009_04