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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890739Generated: October 29, 2026

Phthalic Anhydride → 2-(5-Methylpyridin-2-yl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1890739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
Reactant2-Amino-5-methylpyridineHCID 15348—
ReactantDiisopropylethylamineHCID 81531—
SolventTolueneHCID 1140—
Product2-(5-Methylpyridin-2-yl)isoindoline-1,3-dioneHCID 10966552—

Reaction Steps

A mixture containing 5-methylpyridin-2-amine (5.4 g, 50 mmol), phthalic anhydride (8.88 g, 60 mmol) and DIEA (19 ml, 110 mmol) in toluene (30 ml) is refluxed for 18 hours, and cooled. The solvent is removed by rotary evaporation. The crude product is purified by silica gel flash chromatography to afford 2-(5-methylpyridin-2-yl)isoindoline-1,3-dione as a dark brown oil. LC-MS m/z: 239.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507491B2
Source datasetuspto-grants-2013_08
ORD IDord-aaa858a97e9949e89a945be030ed087e
Source noteuspto-grants-2013_08