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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 274722Erstellt: 25. Oktober 2026

Water → 3-[3-(4-pyridylthio)propyl]quinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/274722

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktQuinazolinedioneHCID 64048—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt4-[(3-Chloropropyl)sulfanyl]pyridineHCID 15816984—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-[3-(4-pyridylthio)propyl]quinazoline-2,4(1H,3H)-dioneHCID 1907909231,1%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 1.62 g (10 mmol) of benzoylene urea and 1.88 g (10 mmol) of 4-(3-chloropropylthio)pyridine in 50 ml of dimethylformamide, 1.65 ml (11 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, and the mixture was stirred at 80° C. for 16 hours. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate/ethanol=25:1 to 10:1 to 2:1). First, 0.973 g of 3-[3-(4-pyridylthio)propyl]quinazoline-2,4-(1H,3H)-dione (31.1% yield, pale yellow crystals) was obtained, and then, 0.487 of the desired product was obtained (10.4% yield, yellow oil).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05389658
Quelldatensatzuspto-grants-1995_02
ORD IDord-c1a66e78774b4757adf3b1f2bf316a4b
Quellennotizuspto-grants-1995_02