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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4189Generated: October 27, 2026

1-Chloro-4-[(3-chloropropyl)sulfonyl]benzene → 2-[3-[(4-Chlorophenyl)sulfonyl]propyl]-1,3-dihydro-2H-isoindole-1,3-dione

https://huagongshe.com/reaction/4189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-[(3-chloropropyl)sulfonyl]benzeneHCID 16784262—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-[3-[(4-Chlorophenyl)sulfonyl]propyl]-1,3-dihydro-2H-isoindole-1,3-dioneHCID 13655157—

Reaction Steps

A solution of 17.8 g (0.07 mole) of 1-chloro-3-(p-chlorophenylsulfonyl)propane and 15.2 g (0.082 mole) of potassium phthalimide in 300 ml of dimethylformamide was stirred at 90°-110° C. for 2 hr and then quenched in water. The mixture was extracted with methylene chloride and the methylene chloride layer dried over magnesium sulfate. Diethylether and hexane were added and the solution stored at 0° C. overnight. The crystalline product was recrystallized from methylene chloride diethyl ether to give a white crystalline product, m.p. 187.5°-188.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04724235
Source datasetuspto-grants-1988_02
ORD IDord-a8eb42d4c700427bb2f6aedd4d4b659d
Source noteuspto-grants-1988_02