Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210190Generated: October 26, 2026

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

https://huagongshe.com/reaction/2210190

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 numberUS05457106
Source datasetuspto-grants-1995_10
ORD IDord-0808ed055632497ca21e2b2e445c50a0
Source noteuspto-grants-1995_10