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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210192Generated: October 30, 2026

Water → 1,3-bis[4-(4-pyridylthio)butyl]quinazoline-2(1H)-thion-4(3H)-one

https://huagongshe.com/reaction/2210192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-(4-Chlorobutylthio)pyridineHCID 15816978—
Reactant3-[4-(4-pyridylthio)butyl]quinazoline-2(1H)-thion-4(3H)-oneHCID 131718180—
SolventDimethylformamideHCID 6228—
Product1,3-bis[4-(4-pyridylthio)butyl]quinazoline-2(1H)-thion-4(3H)-oneHCID 13171817997.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 515 mg (1.5 mmol) of 3-[4-(4-pyridylthio)butyl] quinazoline-2(1H)-thion-4(3H)-one and 332 mg (1.65 mmol) of 4-(4-chlorobutylthio)pyridine in 15 ml of dimethylformamide, 0.25 ml (1.65 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 flash column chromatography (eluent: ethyl acetate/ethanol=25:1 to 10:1) to give 0.694 mg of the desired product (97.1% yield; colorless oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05457106
Source datasetuspto-grants-1995_10
ORD IDord-3fa83c2f0f49483ba17bccd3c23132ee
Source noteuspto-grants-1995_10