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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888046Generated: October 30, 2026

Dimethylformamide → 7-Chlorothieno[3,2-b]pyridine

https://huagongshe.com/reaction/888046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantThieno[3,2-b]pyridin-7-olHCID 5074765—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Product7-Chlorothieno[3,2-b]pyridineHCID 1127525150%

Reaction Conditions

Temperature80 °C

Reaction Steps

Thieno[3,2,b]pyridin-7-ol (200 mg; 1.32 mmol) was added to thionyl chloride (1.57 g; 13.2 mmol), followed by a drop of DMF. The solution was stirred at 80° C. for 4 hours. The cooled solution was diluted with ethyl acetate and neutralised to pH 7 with a saturated solution of sodium hydrogen carbonate (25 ml). The organic layer was washed with brine, dried and concentrated to yield the title compound (112 mg; 50%); Mass Spectrum: M+H+ 170.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247562B2
Source datasetuspto-grants-2012_08
ORD IDord-8ed9d1dd5c2a4b4db94d2db0d727b331
Source noteuspto-grants-2012_08