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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966945Generated: October 30, 2026

Water → 2-[(1,2,4-Oxadiazol-3-yl)methyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/966945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhthalimideHCID 6809—
ReactantCesium carbonateHCID 10796—
Reactant3-(Chloromethyl)-1,2,4-oxadiazoleHCID 2735765—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product2-[(1,2,4-Oxadiazol-3-yl)methyl]-1H-isoindole-1,3(2H)-dioneHCID 2229275483.5%

Reaction Steps

Phthalimide (892 mg, 6.01 mmol) was dissolved in DMF (10 mL) followed by addition of 3-(chloromethyl)-1,2,4-oxadiazole (713 mg, 6.01 mmol), cesium carbonate (2.95 g, 9.02 mmol) and tetrabutylammonium iodide (3.35 g, 8.02 mmol), and then the mixture was stirred at room temperature for 2.5 hours. Water was added to the reaction mixture, and the resulting precipitate was collected by filtration and dried under reduced pressure to give N-(1,2,4-oxadiazol-3-ylmethyl)phthalimide (1.15 g; yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953785B2
Source datasetuspto-grants-2005_10
ORD IDord-527e9d2a07ea4bd6ae36a2330f1c799b
Source noteuspto-grants-2005_10