2-methyl-4-(4-nitrophenyl)-1-(2H)-phthalazinone → HCID 19957100, compound

HRID 1769137Notes

Reaction equation

HRID 1769137 reaction equation
[CH3:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:21]>C(O)C.[Pd]>[CH3:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:21]

Participants

4

Reactant 1

HCID 199571322-methyl-4-(4-nitrophenyl)-1-(2H)-phthalazinone

Product 1

HCID 19957100HCID 19957100, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 2-methyl-4-(4-nitrophenyl)-1-(2H)-phthalazinone (3.0 g, 10.7 mmol) in ethanol (150 mL) under N2 was added 10% Pd/C (0.75 g). The mixture was hydrogenated on a Parr hydrogenator at 50 psi for 2 hours, the catalyst was removed by filtration and the solvent was removed in vacuo to afford 2.67 g (97%) of 2-methyl-4-(4-aminophenyl)-1-(2H)-phthalazinone as a yellow solid.

Workup

  1. customthe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-f8527562aacb4cd7800a4c0c47fdb7da
Source dataset
uspto-grants-1995_01
Patent number
US05380721

Reaction notes

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