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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274724Generated: October 27, 2026

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

https://huagongshe.com/reaction/274724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-[(Chloromethyl)sulfanyl]pyridineHCID 13703981—
Reactant3-[4-(4-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dioneHCID 15231503—
SolventDimethylformamideHCID 6228—
Product1-(4-pyridylthio)methyl-3-[4-(4-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dioneHCID 1907911046.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 491 mg (1.5 mmol) of 3-[4-(4-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dione and 287 mg (1.8 mmol) of 4-chloromethylthiopyridine in 15 ml of dimethylformamide, 0.27 ml (1.8 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/hexane=2:1 to 4:1 to ethyl acetate) to give 0.315 g of the desired product (46.7% yield, colorless oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389658
Source datasetuspto-grants-1995_02
ORD IDord-30a805dd774c45b9a174870ed8d3313f
Source noteuspto-grants-1995_02