2-Methyl-5-nitrophthalazin-1-one → 5-Amino-2-methylphthalazin-1-one

HRID 420627Notes

Reaction equation

HRID 420627 reaction equation
[CH3:1][N:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-])=O)[C:3]1=[O:15].[H][H]>[Pd].C(OCC)(=O)C>[NH2:12][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[N:11][N:2]([CH3:1])[C:3]2=[O:15]

Participants

5

Reactant 2

HCID 179891252-Methyl-5-nitrophthalazin-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 179850455-Amino-2-methylphthalazin-1-oneYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.57 g of 2-methyl-5-nitro-phthalazin-1-one and 130 mg of palladium on activated carbon are suspended in 45 ml of ethyl acetate and hydrogenated with hydrogen under normal pressure. It is filtered through diatomaceous earth, and the solvent is removed in a vacuum. 1.26 g of 5-amino-2-methyl-phthalazin-1-one is obtained as a yellow solid.

Workup

  1. filtrationIt is filtered through diatomaceous earth
  2. customthe solvent is removed in a vacuum

Sources & evidence

ORD record
ord-9cd130f40a63452b89d514ecc6a81af4
Source dataset
uspto-grants-2012_01
Patent number
US08097627B2

Reaction notes

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