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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175382Generated: October 29, 2026

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

https://huagongshe.com/reaction/2175382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,1-DichloroethaneHCID 6365—
ReactantOxalyl chlorideHCID 65578—
ReactantThieno[3,2-b]pyridin-7-olHCID 5074765—
SolventDichloromethaneHCID 6344—
Product7-Chlorothieno[3,2-b]pyridineHCID 11275251—

Reaction Steps

30 ml of dichloromethane and 20 ml of dichloroethane in 250 ml round bottom flask were added with dimethylformamide (1.8 ml, 23.28 mmol) and oxalylchloride (2.9 ml, 33.86 mmol) was slowly dropped to the mixture at 0° C. After 4H-thieno[3,2-b]pyridine-7-one (1.6 g, 10.58 mmol) was added, the mixture was refluxed for 6 hours. After lowering the temperature to room temperature, the title compound of yellowish solid (1.7 g, 90%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062066B2
Source datasetuspto-grants-2015_06
ORD IDord-6eaa8e5b99f74b469daa9b162c9a319d
Source noteuspto-grants-2015_06