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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 964154Generated: October 26, 2026

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

https://huagongshe.com/reaction/964154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantQuinazolinedioneHCID 64048—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-[(3-Chloropropyl)sulfanyl]pyridineHCID 15816984—
SolventDimethylformamideHCID 6228—
Product3-[3-(4-pyridylthio)propyl]quinazoline-2,4(1H,3H)-dioneHCID 1907909231.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05767121
Source datasetuspto-grants-1998_06
ORD IDord-2a60e905e6634232966327b2633ccb82
Source noteuspto-grants-1998_06