4-Nitro-1H-indole → 4-Aminoindole

HRID 1383327Notes

Reaction equation

HRID 1383327 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2

Participants

4

Reactant 1

HCID 1457664-Nitro-1H-indole

Product 1

HCID 5834314-AminoindoleYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of the 4-nitroindole (10.0 mmol), 10% palladium on carbon (20% by weight), and absolute ethanol (50 mL) was shaken under a hydrogen atmosphere (3 atm) for 2 hours. The resulting reaction mixture was filtered through Celite®, and the filtrate was evaporated under reduced pressure to afford the corresponding 4-aminoindole, which was used directly (assumed 100% yield) in the next step below.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas filtered through Celite®
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f129b7304a1741179bbaa058f8a3c239
Source dataset
uspto-grants-2001_07
Patent number
US06255306B1

Reaction notes

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