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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086811Generated: October 31, 2026

1-(3-Nitrophenyl)-1H-pyrrole-2,5-dione → 1-(3-Aminophenyl)-2,5-pyrrolidinedione

https://huagongshe.com/reaction/2086811

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Nitrophenyl)-1H-pyrrole-2,5-dioneHCID 236790—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product1-(3-Aminophenyl)-2,5-pyrrolidinedioneHCID 1760785755%

Reaction Steps

To a solution of N-(3-nitrophenyl)maleimide (26.3 g) in methanol-dioxane (1:1) was added suspension of palladium on carbon (2 g) in water. The reaction mixture was hydrogenated for 4 hours at 3 atm. (White crystal was precipitated.) The mixture was added 1N hydrochloric acid (ca. 300 ml) to dissolve the crude product. The mixture was filtrated and evaporated. Obtained residue was dissolved in water and basified by aqueous sodium hydrogencarbonate. Precipitate was collected by suction to give N-(3-aminophenyl)succinimide (12.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727245B2
Source datasetuspto-grants-2004_04
ORD IDord-be67f824bc8548d0882ae297897c7bbb
Source noteuspto-grants-2004_04