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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359955Generated: October 26, 2026

Sodium Bicarbonate → 2-{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2359955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Bromo-1-phenyl-2-(phenylthio)ethanoneHCID 15651235—
Reactant2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamideHCID 24696128—
SolventDimethylformamideHCID 6228—
Product2-{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dioneHCID 5768772671%

Reaction Steps

To a solution of 2-bromo-1-phenyl-2-(phenylthio)ethanone (3.2 g) in N,N-dimethylformamide (25 mL) was added 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide (2.3 g), and the mixture was stirred at room temperature for 3 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound as white crystals (yield 3.0 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686010B2
Source datasetuspto-grants-2014_04
ORD IDord-0aac234a79914cd6af32d5a279c5dbf0
Source noteuspto-grants-2014_04