Water → 3,5-dimethyl-N-phenyl-1H-pyrazole-4-carboxamide

HRID 2163520Notes

Reaction equation

HRID 2163520 reaction equation
[C:1]([CH:4]([C:14](=O)[CH3:15])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6])(=O)[CH3:2].O.[NH2:18][NH2:19].O>C(O)(=O)C>[CH3:2][C:1]1[C:4]([C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])=[C:14]([CH3:15])[NH:19][N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 22033802HCID 22033802, compound

Product 1

HCID 107038853,5-dimethyl-N-phenyl-1H-pyrazole-4-carboxamideYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The foregoing diacetyl acetanilide (2.2 g) in glacial acetic acid (30 ml) was treated with hydrazine hydrate (1.5 g) and the mixture boiled under reflux for 30 min. The mixture was then poured into water and the product collected and crystallised from ethanol. 3,5-dimethyl-N-phenyl-4-pyrazolecarboxamide (1.9 g, 86%) was obtained as colourless plates, m.p. 244-5° C (Found: C, 66.8 H, 6.0 N, 19.3 C12H13N3O requires C, 66.9; H, 6.1; N, 19.5%).

Workup

  1. temperatureunder reflux for 30 min
  2. customthe product collected
  3. customcrystallised from ethanol

Sources & evidence

ORD record
ord-fafb41a2053543a0be3cc30d3ef182a7
Source dataset
uspto-grants-1979_01
Patent number
US04134987

Reaction notes

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