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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233122Generated: October 30, 2026

Phthalic Anhydride → 2-[[(3-Methyl-1H-indol-1-yl)amino]carbonyl]benzoic acid

https://huagongshe.com/reaction/233122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
Reactant3-Methyl-1H-indol-1-amineHCID 12427292—
SolventChloroformHCID 6212—
Product2-[[(3-Methyl-1H-indol-1-yl)amino]carbonyl]benzoic acidHCID 19036965105.6%

Reaction Steps

A suspension of 2.0 g of N-amino-3-methylindole, 140 ml of dry chloroform and 2.74 g of phthalic anhydride was stirred at reflux for 4 hours. The suspension was allowed to cool to room temperature, concentrated to approximately 50 ml, filtered and the residue washed with chloroform to provide 4.25 g of a white solid. Recrystallization from ethyl acetate provided 3.18 g (79.0%) of 2-[[(3-methyl(indol-1-yl)amino]carbonyl]benzoic acid, m.p. 191°-193° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05591866
Source datasetuspto-grants-1997_01
ORD IDord-e49f0e776a1c43d9989b2c5fb673821c
Source noteuspto-grants-1997_01