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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468284Generated: November 1, 2026

Ethanol → Ethyl 2-amino-6-chloropyridine-4-carboxylate

https://huagongshe.com/reaction/1468284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Amino-6-chloropyridine-4-carboxylic acidHCID 236986—
ProductEthyl 2-amino-6-chloropyridine-4-carboxylateHCID 26958788%

Reaction Steps

2-Amino-6-chloroisonicotinic acid (500 mg, 2.90 mmol) was dissolved in ethanol (29.0 mL), and the solution was stirred under heat and reflux for 3 hours after adding thionyl chloride (1.06 mL, 14.5 mmol). The solvent was then evaporated under reduced pressure. The residue was extracted with chloroform after adding a sodium hydrogen carbonate aqueous solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give ethyl 2-amino-6-chloroisonicotinate (510 mg, yield 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000186B2
Source datasetuspto-grants-2015_04
ORD IDord-b7dfe67725cc407ab9cbcb9e4dc29368
Source noteuspto-grants-2015_04