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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206842Generated: November 1, 2026

Thionyl Chloride → 5-Chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chloride

https://huagongshe.com/reaction/2206842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acidHCID 725711—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-Chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chlorideHCID 1406718891.7%

Reaction Steps

With stirring, 15 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid were added a little at a time to 40.8 g (25 ml, 0.34 mol) of thionyl chloride and 0.47 g (0.5 ml, 6.5 mmol) of N,N-dimethylformamide, and the reaction mixture was then heated under reflux until a marked evolution of gas was no longer noticeable. The mixture is taken up in a little methylene chloride. Concentration gives 15 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chloride, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09375002B2
Source datasetuspto-grants-2016_06
ORD IDord-cc37d3126bc34d919b8ebc0bfa65f70f
Source noteuspto-grants-2016_06