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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989789Generated: October 30, 2026

p-Toluenesulfonic acid → 4-Nitro-2-(5-hydroxy-2,6-dioxopiperid-3-yl)isoindoline-1-one

https://huagongshe.com/reaction/989789

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-(4-Nitro-1-oxoisoindolin-2-yl)-2,6-dioxo-5-acetoxypiperidineHCID 22241195—
SolventMethanolHCID 887—
Product4-Nitro-2-(5-hydroxy-2,6-dioxopiperid-3-yl)isoindoline-1-oneHCID 22241200—

Reaction Steps

A solution of 3-(4-nitro-1-oxoisoindolin-2-yl)-2,6-dioxo-5-acetoxypiperidine (0.96 g, 3.5 mmol) and p-toluenesulfonic acid (0.33 g, 1.8 mmol) in methanol (10 mL) is heated at reflux for 5 hours. The solvent is removed in vacuo to give 4-nitro-2-(5-hydroxy-2,6-dioxopiperid-3-yl)isoindoline-1-one which is further purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458810B1
Source datasetuspto-grants-2002_10
ORD IDord-9308243272c64de7aa5863d4eb2fc48a
Source noteuspto-grants-2002_10