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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2351561Generated: October 31, 2026

Phthalimide → 2-(4-Amino-2-hydroxyphenyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/2351561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantSTK266267HCID 4679558—
CatalystNickelHCID 935—
SolventDimethylformamideHCID 6228—
Product2-(4-Amino-2-hydroxyphenyl)isoindoline-1,3-dioneHCID 19846464—

Reaction Steps

40 g of Raney-Nickel (washed neutral) were added to 284 g (1 mol) of N-(4-nitro-2-hydroxyphenyl)-phthalimide in 1.75 liters of dimethyl formamide (DMF) and the phthalimide was hydrogenated under a pressure of 15-20 bar at 60° C. The filtrate was precipitated in 3.5 liters of water, suction filtered, washed and dried. Yield: 230 g=90% of theoretical yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04873338
Source datasetuspto-grants-1989_10
ORD IDord-1a7e004ecbc748c1990b3f52ade22d76
Source noteuspto-grants-1989_10