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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406728Generated: October 31, 2026

Acetic Acid → 2-(2,4-Dimethoxy-benzyl)-4-hydroxy-isoindole-1,3-dione

https://huagongshe.com/reaction/1406728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Hydroxyphthalic anhydrideHCID 96580—
Reactant2,4-DimethoxybenzylamineHCID 597250—
SolventWaterHCID 962—
Product2-(2,4-Dimethoxy-benzyl)-4-hydroxy-isoindole-1,3-dioneHCID 5926312873%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-hydroxyphthalic anhydride (1.24 g, 7.6 mmol), 2,4-dimethoxybenzylamine (1.14 mL, 7.6 mmol) and acetic acid (5 mL) was heated at 80° C. for 24 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (1.73 g, 73%). 1H NMR (DMSO-d6) 11.00 (1H, s), 7.62 (1H, dd), 7.29 (1H, d), 7.21 (1H, d), 6.90 (1H, d), 6.56 (1H, d), 6.43 (1H, dd), 4.59 (2H, s), 3.79 (3H, s), 3.72 (3H, s). MS: [M−H+] 314.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916552B2
Source datasetuspto-grants-2014_12
ORD IDord-a770d47581094b709aaf5e4f784660cc
Source noteuspto-grants-2014_12