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

HRID 1106784Notes

Reaction equation

HRID 1106784 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-fddd6aa1a16d41cca588b2fdfebb6bbd
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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