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

HRID 1443292Notes

Reaction equation

HRID 1443292 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 under normal pressure with hydrogen. 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-4e21cd9945dc486b901ac86cc95c0b48
Source dataset
uspto-grants-2010_02
Patent number
US07659297B2

Reaction notes

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