Acetic Acid → HCID 67351373, compound

HRID 910578Notes

Reaction equation

HRID 910578 reaction equation
[CH2:1]([C:8]1[C:9](=[O:14])[NH:10][NH:11][C:12]=1[CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:21](OC(=O)C)(=[O:23])[CH3:22].C(O)(=O)C>CN(C)C=O.O>[C:21]([N:11]1[C:12]([CH3:13])=[C:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9](=[O:14])[NH:10]1)(=[O:23])[CH3:22]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 69228064-Benzyl-1,2-dihydro-5-methyl-3H-pyrazol-3-one

Product 1

HCID 67351373HCID 67351373, compoundYield 75.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

4-Benzyl-1,2-dihydro-5-methyl-3H-pyrazol-3-one (1.00 g) was suspended in N,N-dimethylformamide (5 mL) at room temperature. In addition, potassium carbonate (0.441 g) was added to the suspension, and the mixture was stirred for 30 minutes. Acetic anhydride (0.570 g) was added to the mixture in a dropwise manner at room temperature. The mixture was stirred at room temperature overnight and at 50° C. for 2 hours. In addition, the mixed solution of glacial acetic acid (0.191 g) and water (5.0 g) was added to the reaction mixture under stirring at room temperature. After confirming the precipitation of the crystals, water (25 g) was added to the mixture under stirring. The crystals were collected by filtration, washed with water and dried under reduced pressure to give a white solid of 1-acetyl-4-benzyl-1,2-dihydro-5-methyl-3H-pyrazol-3-one (0.92 g).

Workup

  1. stirringThe mixture was stirred at room temperature overnight and at 50° C. for 2 hours
  2. stirringunder stirring at room temperature
  3. customthe precipitation of the crystals, water (25 g)
  4. additionwas added to the mixture
  5. stirringunder stirring
  6. filtrationThe crystals were collected by filtration
  7. washwashed with water
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-6c8919b9d9dc48b1b5205db9c9aadbc3
Source dataset
uspto-grants-2011_09
Patent number
US08022192B2

Reaction notes

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