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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098834Generated: November 3, 2026

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

https://huagongshe.com/reaction/2098834

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 numberUS08450315B2
Source datasetuspto-grants-2013_05
ORD IDord-aed7fabb239a4d39bdb612d614652686
Source noteuspto-grants-2013_05