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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354293Generated: October 26, 2026

Dimethylformamide → 4-Chloro-2-(2-fluorophenyl)thieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/1354293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-oneHCID 21104303—
SolventChloroformHCID 6212—
Product4-Chloro-2-(2-fluorophenyl)thieno[2,3-d]pyrimidineHCID 2110433645.3%

Reaction Steps

2-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-one (900 mg, 3.65 mmole) was dissolved in chloroform and thionyl chloride (0.532 ml, 7.30 mmole) was added to the mixture followed by 1 ml dimethylformamide. Heated the reaction mixture to reflux for 2.5 hours, the cooled mixture was washed with 10% sodium carbonate, dried the chloroform solution over sodium sulfate (anh) and removed solvent. The crude product was chromatographed on silica gel, eluting with chloroform. Upon removal of solvent obtained 438 mg product (yield: 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223766B2
Source datasetuspto-grants-2007_05
ORD IDord-05e905e18cfe408ca7e901b66950d7b5
Source noteuspto-grants-2007_05