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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746452Generated: November 1, 2026

Thionyl Chloride → Methyl 5-hydroxypyridine-3-carboxylate

https://huagongshe.com/reaction/1746452

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 numberUS09150526B2
Source datasetuspto-grants-2015_10
ORD IDord-efb53ed094bb4b09a9a112f797b9ab5d
Source noteuspto-grants-2015_10