HCID 22125122, compound → 2-(3-(3-Aminophenyl)propyl)isoindoline-1,3-dione

HRID 1858336Notes

Reaction equation

HRID 1858336 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][CH2:12][N:13]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]2=[O:23])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][CH2:12][N:13]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]2=[O:23])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 22125122HCID 22125122, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 221249642-(3-(3-Aminophenyl)propyl)isoindoline-1,3-dioneYield 71.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 190 mg (0.6 mmol) of 2-[3-(3-nitrophenyl)-propyl]-isoindole-1,3-dione in 20 ml of ethanol was treated with 50 mg of 10% palladium on charcoal and shaken in an atmosphere of hydrogen for 2 hours. The mixture was filtered and the filtrate evaporated to give 120 mg (71%) of 2-[3-(3-aminophenyl)-propyl]-isoindole-1,3-dione as a yellow oil. [Mass spectrum (ESI) MH+ =281].

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-636deee4567c4d1d84014232d09930a5
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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