Hydrazine → 3-Amino-5-phenylpyrazole

HRID 1450398Notes

Reaction equation

HRID 1450398 reaction equation
O=[C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][C:4]#[N:5].[NH2:12][NH2:13].O=C(CC)CC(OC)=O>C(O)(=O)C>[NH2:5][C:4]1[CH:3]=[C:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:13][N:12]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 64799BenzoylacetonitrileHCID 121699Methyl 3-oxovalerate

Product 1

HCID 1366553-Amino-5-phenylpyrazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4.9 g (30.8 mmol) 3-amino-5-phenylpyrazole, which was prepared from 3-oxo-3-phenylpropionitrile and hydrazine (M. H. Elnagall, M. R. H. Elmoghayar, G. E. H. Elgemeie, Synthesis 1984, 1), and 4.0 g (30.7 mmol) methyl 3-oxovalerate were heated for 70 min in 10 ml acetic acid. The title compound precipitated in colorless needles from the mixture upon cooling, which were filtered by suction, washed with water, and recrystallized from ethanol,

Workup

  1. customThe title compound precipitated in colorless needles from the mixture
  2. temperatureupon cooling
  3. filtrationwhich were filtered by suction
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c6c099bef30c42ac9c69d265f63ec787
Source dataset
uspto-grants-1997_02
Patent number
US05602136

Reaction notes

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