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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496978Generated: October 30, 2026

Thionyl Chloride → Methyl 5-hydroxypyridine-3-carboxylate

https://huagongshe.com/reaction/1496978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Hydroxynicotinic acidHCID 34037—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
ProductMethyl 5-hydroxypyridine-3-carboxylateHCID 354317—

Reaction Steps

To a stirred solution of 5-hydroxynicotinic acid (10 g, 71.9 mmol) in MeOH (100 mL) was added sulfurous dichloride (1 mL) drop wise over 5 min. The resulting mixture was stirred at room temperature overnight. The resulted solution was added 100 mL of NaHCO3. The precipitate was filtrated and washed with MeOH for several cycles to give 8.5 g of A031-2 (75% yields), which was used for the nest step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199947B2
Source datasetuspto-grants-2015_12
ORD IDord-f0d60d23922c453f97329eff6f7c8133
Source noteuspto-grants-2015_12