4-Nitro-2,3-dihydro-1H-isoindol-1-one → 4-AMINOISOINDOLIN-1-ONE

HRID 887632Notes

Reaction equation

HRID 887632 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][NH:7][C:8]2=[O:13])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][NH:7][C:8]2=[O:13]

Participants

4

Reactant 1

HCID 219613874-Nitro-2,3-dihydro-1H-isoindol-1-one

Product 1

HCID 98555134-AMINOISOINDOLIN-1-ONE

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To the suspension of 4-nitro-2,3-dihydro-isoindol-1-one (2.40 g, 13.5 mmol) in 100 ml of MeOH was added Pd/C (10 wt %, 0.36 g). The mixture was then placed under H2 from a balloon, stirred at RT for 24 h, filtered through Celite®, and condensed to give the titled compound as a light greenish solid. MS (ES+): 149.1 (M+H)+. Calc'd for C8H8N2O—148.16.

Workup

  1. filtrationfiltered through Celite®, and condensed

Sources & evidence

ORD record
ord-ab54118cf7f84a4facae28ff0e24144b
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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