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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670882Generated: October 25, 2026

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

https://huagongshe.com/reaction/1670882

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 numberUS07994205B2
Source datasetuspto-grants-2011_08
ORD IDord-f33d597c36f74c4980ceb77d1f0181d9
Source noteuspto-grants-2011_08