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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262262Generated: November 3, 2026

N-3-Bromopropylphthalimide → 2-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2262262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-3-BromopropylphthalimideHCID 21611—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dioneHCID 13458997—

Reaction Steps

To a mixture of N-(3-bromopropyl)phthalimide (500 mg) in DMSO (8 mL) was added sodium thiomethoxide (144 mg) and the reaction stirred at room temperature for 16 h. Then with water (2 mL) was added and the mixture stirred at room temperature for 10 min. The reaction was diluted with water (20 mL) and extracted into ethyl acetate (2×20 mL). The combined organics were washed with aqueous brine solution (2×20 mL), dried (MgSO4) and reduced in vacuo to give 2-(3-methylsulfanyl-propyl)-isoindole-1,3-dione as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-4729a27f5bf1481bb4cf6a9c8ff2f493
Source noteuspto-grants-2010_12