Hydrazine → 3-Amino-5-phenylpyrazole

HRID 1450372Notes

Reaction equation

HRID 1450372 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. Elnagdi, 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, m.p. 316°-318° C.

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, m.p. 316°-318° C.

Sources & evidence

ORD record
ord-7db58b7aac5849c1a44549a9a9a695a7
Source dataset
uspto-grants-1997_02
Patent number
US05602137

Reaction notes

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