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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 247080Erstellt: 25. Oktober 2026

Triethylamine → 1-(3-Methylphenylthio)methyl-5-fluoropyrimidin-2-one

https://huagongshe.com/reaction/247080

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-Fluoropyrimidin-2-oneHCID 101498—
EduktPotassium BromideHCID 253877—
Edukt3-Methylphenyl chloromethyl sulfideHCID 12840894—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(3-Methylphenylthio)methyl-5-fluoropyrimidin-2-oneHCID 15650500—

Reaktionsschritte

3-(Chloromethylthio)toluene (6.5 mmol) was added to a solution of 5-fluoropyrimidin-2-one (6.5 mmol) and triethylamine (6.5 mmol) in dichloromethane (75 ml) and the resultant mixture heated under reflux for 2 days. The solvent was then distilled off, the residue triturated with water and the residual material extracted with CCl4. Evaporation of the extracts and crystallisation of the residue from ethyl acetate gave the pure product; 0.40 g (25%), m.p. 124° C. (Found: C57.42; H4.63. Calc. for C12H11FN2OS: C57.59; H4.43) 1H NMR (DMSO d6); δ 2.28 (Me), 5.17(CH2), 7.2 (Ph), 8.05 (H-4), 8.70 (H-6). IR (KBr): 1670 cm-1 (CO), MS [70 eV, m/z (% rel. int.)]: 250 (8,M), 137(11), 136(36), 135(10), 128(7), 127(100), 100(34), 91(9).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04705791
Quelldatensatzuspto-grants-1987_11
ORD IDord-be950a6fa23d444c879577fb33e2a1e5
Quellennotizuspto-grants-1987_11