Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620739Generated: October 29, 2026

((2-Bromoethyl)thio)benzene → 2-[2-(phenylthio)ethyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/620739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant((2-Bromoethyl)thio)benzeneHCID 78553—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-[2-(phenylthio)ethyl]-1H-isoindole-1,3(2H)-dioneHCID 93445369.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

Potassium phthalimide (5.43 g, 25 mmol) was added to a DMF (50 ml) solution of [(2-bromoethyl)thio]benzene (5,43 g, 25 mmol) and this stirred mixture under N2 was heated at 90° C. for 2 h. After cooling to room temperature, the reaction was filtered. The solvent was stripped from the filtrate under reduced pressure. The residue, dissolved in CH2Cl2 (100 ml), was filtered, concentrated, and flash chromotographed on a 4 inch column eluting with 1 to 6% EtOAc/toluene to produce 4.9 g of the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04822775
Source datasetuspto-grants-1989_04
ORD IDord-602a4eaf64cc4358b571028e60174ac2
Source noteuspto-grants-1989_04