Methyl 2-(2,4-dinitrophenyl)acetate → 6-Amino-1,3-dihydro-2H-indol-2-one

HRID 887596Notes

Reaction equation

HRID 887596 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[N+:14]([O-])=O>[Pd].CCO>[NH2:11][C:8]1[CH:7]=[C:6]2[C:5]([CH2:4][C:3](=[O:2])[NH:14]2)=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 286146Methyl 2-(2,4-dinitrophenyl)acetate

Product 1

HCID 5905386-Amino-1,3-dihydro-2H-indol-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

An EtOH solution of (2,4-dinitro-phenyl)-acetic acid methyl ester was treated with H2 balloon and catalyzed with Pd/c (10%, 500 mg) at RT. The resulting mixture was filtered through a layer of Celite® and concentrated in vacuum to afford the desired compound.

Workup

  1. filtrationThe resulting mixture was filtered through a layer of Celite®
  2. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-3139dab6d7b34d719cb04065f1825039
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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