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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274723Generated: October 26, 2026

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

https://huagongshe.com/reaction/274723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantQuinazolinedioneHCID 64048—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-(4-Chlorobutylthio)pyridineHCID 19079186—
SolventDimethylformamideHCID 6228—
Product1,3-bis[4-(2-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dioneHCID 190792329%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1.62 g (10 mmol) of benzoylene urea and 2.02 g (10 mmol) of 2-(4-chlorobutylthio)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: hexane/ethyl acetate=2:1 to 1:2). First, 221 mg of the desired product was obtained (4.6% yield, yellow oil), and then, 292 mg of 3-[4-(2-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dione was obtained (8.9% yield, white crystals).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389658
Source datasetuspto-grants-1995_02
ORD IDord-4e5491567a1d47698ca87d7f0297994e
Source noteuspto-grants-1995_02