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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9760Generated: October 26, 2026

4-Chloro-2-methylthiopyrimidine → 4-Fluoro-2-(methylsulfanyl)pyrimidine

https://huagongshe.com/reaction/9760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
ReactantPotassium FluorideHCID 522689—
Catalyst18-Crown-6HCID 28557—
SolventTetraglymeHCID 8925—
Product4-Fluoro-2-(methylsulfanyl)pyrimidineHCID 1026124463.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 35.7 g (0.22 mol) of 4-chloro-2-methylthiopyrimidine (Aldrich Chemical Co., Milwaukee, Wis., USA) in 135 mL of tetraglyme was added 18-crown-6 (1.33 g) and potassium fluoride (Anhydrous, Aldrich Chemical Co., Milwaukee, Wis., USA, 80 g). The mixture was heated at 150° C.with stirring for 16 hours. The mixture was then cooled and distilled under reduced pressure to give 20 g (62%) of 4-fluoro-2-methylthiopyrimidine as a liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091347B2
Source datasetuspto-grants-2006_08
ORD IDord-d02271841a334ff1815f17c48731c924
Source noteuspto-grants-2006_08