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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259485Generated: November 2, 2026

Sodium Hydroxide → Thieno[3,2-b]pyridine-5-carboxylic acid

https://huagongshe.com/reaction/2259485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-aminothiophene-2-carbaldehydeHCID 818867—
ReactantSodium pyruvateHCID 23662274—
SolventEthanolHCID 702—
ProductThieno[3,2-b]pyridine-5-carboxylic acidHCID 1221021671.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-amino-2-formylthiophene (10 g, 78 mmol) in EtOH (50 mL) was added a mixture of aqueous NaOH (50 mL, 5%) and sodium pyruvate (17.16 g, 156 mmol). The mixture was heated to 60° C. for 2 hr. The mixture was cooled and washed with Et2O: EtOAc 1:1 and then acidified with 1N HCl to pH 3 at 0° C. The mixture was filtered and the solid was air dried to give 10 g (71%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472964
Source datasetuspto-grants-1995_12
ORD IDord-a0033f074dd24f338f227a02fe18d868
Source noteuspto-grants-1995_12