5-Nitrophthalazin-1(2H)-one → 5-amino-1(2H)-phthalazinone

HRID 1443209Notes

Reaction equation

HRID 1443209 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[N:7][NH:8][C:9]2=[O:14])([O-])=O.[H][H]>[Pd].C(OCC)(=O)C.C(N(CC)CC)C>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[N:7][NH:8][C:9]2=[O:14]

Participants

6

Reactant 2

HCID 203231905-Nitrophthalazin-1(2H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 123410025-amino-1(2H)-phthalazinoneYield 100,450.602%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolvent

Procedure

980 mg of 5-nitro-phthalazin-1-one (Example 66) and 100 mg of palladium on activated carbon are suspended in 50 ml of ethyl acetate and 1 ml of triethylamine, and it is hydrogenated with hydrogen under normal pressure. It is filtered through diatomaceous earth, and the solvent is removed in a vacuum. 830 g of 5-amino-phthalazin-1-one as a solid is obtained as a crude product.

Workup

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

Sources & evidence

ORD record
ord-c5cdcc1f9f1a46028191b565dee87293
Source dataset
uspto-grants-2010_02
Patent number
US07659297B2

Reaction notes

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