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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288131Generated: November 2, 2026

3-Nitrophthalimide → 1H-Isoindole-1,3(2H)-dione, 4-amino-

https://huagongshe.com/reaction/2288131

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrophthalimideHCID 11779—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
CatalystAmmonium metavanadate [UN2859] [Poison]HCID 62684—
CatalystTitanium oxide (Ti3O)HCID 162651—
SolventWaterHCID 962—
Product1H-Isoindole-1,3(2H)-dione, 4-amino-HCID 7291474.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

0.001 g of ammonium vanadate and 0.5 g of titanium dioxide extrudate containing 1% by weight of metallic palladium and having a particle size of 3 mm (from Johnson Matthey) are added to a suspension consisting of 50 ml of water and 1.9 g of 3-nitrophthalimide. After displacing the air with nitrogen, the latter is replaced by hydrogen at atmospheric pressure and the suspension is stirred at 60° C. for 17 hours. During this time, 102% of the theoretical amount of hydrogen, based on the 3-nitrophthalimide, is adsorbed. The resulting suspension is then sieved through a sieve having a mesh width of 1 mm. The material remaining on the sieve is washed with 50 ml of water and the combined aqueous phases are then filtered through a paper filter and washed with 250 ml of water. Drying at 80° C. under reduced pressure (125 mbar) gives 1.2 g (74%) of 3-aminophthalimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06087480
Source datasetuspto-grants-2000_07
ORD IDord-223783c60ff543bc9dfb35eaa2bb489b
Source noteuspto-grants-2000_07