1-Acetyl-5-nitroindolin-2-one → 1-Acetyl-5-aminoindolin-2-one

HRID 1373134

Reaction equation

HRID 1373134 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:13]([O-])=O)=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:16])(=[O:3])[CH3:2].[H][H]>ClCCl.CO.[Pd]>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([NH2:13])=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:16])(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 28393291-Acetyl-5-nitroindolin-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 120469981-Acetyl-5-aminoindolin-2-one

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

30.0 g (136 mmol) of 1-acetyl-5-nitro-2-indolinone are dissolved in a mixture of 650 ml of dichloromethane and 650 ml of methanol and after the addition of 5 g of 10% palladium on activated charcoal the mixture is hydrogenated for 45 minutes with hydrogen. Then the catalyst is filtered off and evaporated down.

Workup

  1. filtrationThen the catalyst is filtered off
  2. customevaporated down

Sources & evidence

ORD record
ord-20d1f7e55882484bb6b38a2f3b1021d2
Source dataset
uspto-grants-2007_01
Patent number
US07160901B2

Linked notes

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