Ammonium Hydroxide → 5-methyl-6-phenyl-3(2H)-Pyridazinone

HRID 372711Notes

Reaction equation

HRID 372711 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=[O:15])[CH:3]=1.[OH-].[NH4+].[H][H]>[Pd].C(O)C>[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=[O:15])[CH:3]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 233336686-(p-bromophenyl)-5-methyl-3(2H)-pyridazinoneHCID 178418361HCID 178418361, compound

Product 1

HCID 27838415-methyl-6-phenyl-3(2H)-Pyridazinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A 10.0 g. portion of 5-methyl-6-p-bromophenyl-3(2H)-pyridazinone and 1.0 g. of 10% palladium on carbon catalyst in 150 ml. of ethanol and 50 ml. of ammonium hydroxide is shaken under 40 lb. of hydrogen pressure for 4 hours in a Parr bottle, heated to 50° C. with an outside jacket. The reaction mixture is suction filtered and the filtrate concentrated to a white solid which is washed with water and air dried to afford 5-methyl-6-phenyl-3(2H)-pyridazinone as white crystals.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated to a white solid which
  3. washis washed with water and air
  4. customdried

Sources & evidence

ORD record
ord-d49d3470fa454469ba9a7803968e1111
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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