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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383463Generated: October 31, 2026

Sodium Iodide → 2-[2-(4-Benzhydrylsulfanyl-piperidin-1-yl)-ethyl]-isoindole-1,3-dione

https://huagongshe.com/reaction/1383463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 10469071HCID 10469071—
SolventMethyl Ethyl KetoneHCID 6569—
Product2-[2-(4-Benzhydrylsulfanyl-piperidin-1-yl)-ethyl]-isoindole-1,3-dioneHCID 21187786—

Reaction Steps

The mixture of 4-benzhydrylsulfanyl-piperidine (12 mg, 0.0423 mmol, 1.0 eq.), N-(2-bromoethyl)phthalimide (11 mg, 0.0423 mmol, 1.0 eq.), K2CO3 (9 mg, 0.0635 mmol, 1.5 eq.), and NaI (9 mg, 0.0600 mmol, 1.4 eq.) in 2-butanone (5 ml) was refluxed for 2-3 hours. The mixture was then cooled to room temperature. The solvent was removed and the resulted residue was dissolved in CHCl3 (25 ml). The solution was washed with water (3×5 ml), then dried over anhydrous Na2SO4. After removed all solvent, the crude product 2-[2-(4-benzhydrylsulfanyl-piperidin-1-yl)-ethyl]-isoindole-1,3-dione was yielded (15 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255323B1
Source datasetuspto-grants-2001_07
ORD IDord-7579b1066a804960ad07d7df83aaa3ca
Source noteuspto-grants-2001_07