Acetic Acid → 5-amino-2,4-dihydro-4-methyl-2-phenyl-3H-pyrazol-3-one

HRID 1974047Notes

Reaction equation

HRID 1974047 reaction equation
[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([CH3:13])[C:9]([NH:14]C(OCC)=O)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.C(O)(=O)C>[OH-].[Na+]>[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([CH3:13])[C:9]([NH2:14])=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 22755148HCID 22755148, compound

Product 1

HCID 938805-amino-2,4-dihydro-4-methyl-2-phenyl-3H-pyrazol-3-one

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 261 g (1 mole) of 1-phenyl-3-carbethoxyamino-4-methyl-2-pyrazolin-5-one in 1600 ml of 2.5 N sodium hydroxide was refluxed for 30 min. The solution was cooled and neutralized by addition of 250 ml of concentrated hydrochlorid acid and 50 ml of glacial acetic acid. The precipitate was separated and dried. Yield: 160 g (84%). Melting point: 147° C.

Workup

  1. temperatureThe solution was cooled
  2. customThe precipitate was separated
  3. customdried

Sources & evidence

ORD record
ord-be51c15903364dcc9c236a49bd109af3
Source dataset
uspto-grants-1976_12
Patent number
US04000156

Reaction notes

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