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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334908Generated: October 27, 2026

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

https://huagongshe.com/reaction/334908

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 numberUS08883790B2
Source datasetuspto-grants-2014_11
ORD IDord-2bddb97b340e4acaa2e44fa5cb0bb63a
Source noteuspto-grants-2014_11