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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915661Generated: November 2, 2026

Phthalimide potassium salt → 2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/915661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimide potassium saltHCID 24194345—
Reactant5-(Bromomethyl)-2-methyl-1,3-thiazoleHCID 55250786—
SolventDimethylformamideHCID 6228—
Product2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dioneHCID 4694232640.1%

Reaction Steps

Add 5-bromomethyl-2-methylthiazole (390 mg, 2.03 mmol) in dimethylformamide (2 mL) dropwise to a suspension of potassium phthalimide (434 mg, 2.34 mmol) in dimethylformamide (8 mL). Stir the reaction under nitrogen at room temperature overnight. Concentrate the mixture in vacuo, dissolve in ethyl acetate (100 mL), and wash with water (100 mL). Dry the organic phase (sodium sulfate), filter, and concentrate. Perform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate, then 100% ethyl acetate to afford 210 mg of 2-(2-methylthiazol-5-ylmethyl)isoindole-1,3-dione as a tan solid. MS: m/z=259 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265246B2
Source datasetuspto-grants-2007_09
ORD IDord-a9fccd586ac842e3baf56f4f8bd03b71
Source noteuspto-grants-2007_09