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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215984Generated: October 31, 2026

4-Hydroxy-6-oxo-3-phenyl-6,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester → 4-hydroxy-3-phenyl-7H-thieno[2,3-b]pyridin-6-one

https://huagongshe.com/reaction/215984

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxy-6-oxo-3-phenyl-6,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl esterHCID 54727569—
SolventSodium HydroxideHCID 14798—
Product4-hydroxy-3-phenyl-7H-thieno[2,3-b]pyridin-6-oneHCID 54727567—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Hydroxy-6-oxo-3-phenyl-6,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester (1.5 g, 4.76 mmol) was refluxed in 2M sodium hydroxide (50 ml) for 5 hr, filtered while still hot, then cooled to 0° C. and acidified to pH 1 by addition of conc. HCl. The resultant white precipitate was filtered and dried to give 4-hydroxy-3-phenyl-7H-thieno[2,3-b]pyridin-6-one as a white solid. Yield=1.05 g (90.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193215B2
Source datasetuspto-grants-2012_06
ORD IDord-ffe4c2e9803d4e178f2a7d1e62007a43
Source noteuspto-grants-2012_06