1-methanesulfonyl-3-methyl-6-nitro-1H-indole → 1-methanesulfonyl-3-methyl-6-amino-1H-indole

HRID 618277Notes

Reaction equation

HRID 618277 reaction equation
[CH3:1][S:2]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=2)[C:7]([CH3:17])=[CH:6]1)(=[O:4])=[O:3]>C(O)C.[Pt]=O>[CH3:1][S:2]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[C:7]([CH3:17])=[CH:6]1)(=[O:4])=[O:3]

Participants

4

Reactant 1

HCID 187896701-methanesulfonyl-3-methyl-6-nitro-1H-indole

Product 1

HCID 187897291-methanesulfonyl-3-methyl-6-amino-1H-indole

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-methanesulfonyl-3-methyl-6-nitro-1H-indole (1.17 g, 4.60 mmol) and platinum oxide (52 mg, 0.23 mmol) in 20 ml of absolute ethanol was stirred at room temperature under an atmosphere of hydrogen gas for 12 hr. The mixture was filtered through a fine Whatman glass fiber filter to remove the catalyst. A quantitative amount of 1-methanesulfonyl-3-methyl-6-amino-1H-indole was obtained after removing the ethanol at reduced pressure.

Workup

  1. filtrationThe mixture was filtered through a fine Whatman glass fiber
  2. filtrationfilter
  3. customto remove the catalyst

Sources & evidence

ORD record
ord-92379c8546ed4fa1928c92a7f3c39071
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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