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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 539900Erstellt: 26. Oktober 2026

Sodium methanethiolate → 2-Chloro-4-(methylthio)pyrimidine

https://huagongshe.com/reaction/539900

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium methanethiolateHCID 4378561—
Edukt2,4-Dichloro-5-ethylpyrimidineHCID 10012458—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Chloro-4-(methylthio)pyrimidineHCID 1642714853,6%

Reaktionsschritte

To a solution of ethyl 2,4-dichloropyrimidine (20.0 g, 0.13 mol) in 150 mL of anhydrous tetrahydrofurane was added sodium thiomethoxide (49.30 mL, 0.15 mol) at −10° C. The reaction mixture was allowed to warm up to room temperature and then stirred for 5 hours with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (×2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting solid was slurrified with diethyl ether and then collected by filtration to afford the desired intermediate 10 as a white solid (11.2 g, 52%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871778B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-4f1103dca1964454aec85ad23af160f0
Quellennotizuspto-grants-2014_10