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HRID 6181Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/6181

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 g of the desired product was obtained (10.4% yield, yellow oil).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246948
Quelldatensatzuspto-grants-1993_09
ORD IDord-1dd6d24ee72c4a7caa0ee1e9472a73e8
Quellennotizuspto-grants-1993_09