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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427549Generated: October 26, 2026

4-Bromophthalic anhydride → N-(4-Methoxybenzoyl)-2-(5-bromo-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)benzeneamine

https://huagongshe.com/reaction/427549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromophthalic anhydrideHCID 66590—
ReactantN-(2-Aminophenyl)-4-methoxybenzamideHCID 785232—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Methoxybenzoyl)-2-(5-bromo-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)benzeneamineHCID 1835702093.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

A pressure tube was charged with N1-(4-methoxybenzoyl)-1,2-benzenediamine (2.00 g, 8.26 mmol), 4-bromophthalic anhydride (1.88 g, 8.26 mmol), and tetrahydrofuran (8 mL). The resultant slurry was then placed in a bath heated to 110° C. for 16 h. After cooling to ambient temperature, the product was triturated with ethyl acetate/hexanes and collected by filtration. Recrystallization from ethyl acetate/hexanes yielded 3.48 g (93%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313122B1
Source datasetuspto-grants-2001_11
ORD IDord-53309fa63af242a193d60febcc4eee7d
Source noteuspto-grants-2001_11