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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395698Generated: October 25, 2026

4-tert-Butylphthalic anhydride → N-(4-Methoxybenzoyl)-2-(5-tert-butyl-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)benzeneamine

https://huagongshe.com/reaction/395698

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-tert-Butylphthalic anhydrideHCID 122930—
ReactantN-(2-Aminophenyl)-4-methoxybenzamideHCID 785232—
SolventTolueneHCID 1140—
ProductN-(4-Methoxybenzoyl)-2-(5-tert-butyl-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)benzeneamineHCID 1817444585%

Reaction Conditions

Temperature110 °C

Reaction Steps

A slurry of N1-(4-methoxybenzoyl)-1,2-benzenediamine (100 mg, 0.413 mmol) and 4-tert-butylphthalic anhydride (84.3 mg, 0.413 mmol) in toluene (1.5 mL) was placed in a bath heated to 110° C. After 16 h, the mixture was concentrated in vacuo and the residue purified by flash chromatography (silica gel, hexanes/ethyl acetate) to afford 149 mg (85%) of the title compound. The material was further purified by recrystallization from hexanes/ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605626B2
Source datasetuspto-grants-2003_08
ORD IDord-c3af8869ce2247c6a49644eac12626b4
Source noteuspto-grants-2003_08