Hydrazine hydrate (1:1) → HCID 178439404, compound

HRID 1638970Notes

Reaction equation

HRID 1638970 reaction equation
[CH3:1][CH:2]([CH3:8])[C:3](=O)[CH2:4][C:5]#[N:6].O.[NH2:10][NH2:11]>C(O)C>[NH2:6][C:5]1[NH:11][N:10]=[C:3]([CH:2]([CH3:8])[CH3:1])[CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 101299214-Methyl-3-oxopentanenitrile

Product 1

HCID 178439404HCID 178439404, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Methyl-3-oxopentanonitrile (A) was dissolved in ethanol (140 ml) and stirred at room temperature. Hydrazine hydrate (15.7 g) was added and the resulting mixture was stirred for 1 hour at room temperature, followed by heating under refluxing for 5 hours. The solvent was distilled off under reduced pressure and the residue was subjected to distillation under reduced pressure (133°-153° C./0.06 mmHg) to obtain 33.3 g (87%) of 5-amino-3-(1-methylethyl)pyrazole (B).

Workup

  1. stirringthe resulting mixture was stirred for 1 hour at room temperature
  2. temperatureby heating
  3. temperatureunder refluxing for 5 hours
  4. distillationThe solvent was distilled off under reduced pressure
  5. distillationthe residue was subjected to distillation under reduced pressure (133°-153° C./0.06 mmHg)

Sources & evidence

ORD record
ord-42f420730b624437b9b831b19a7b41e4
Source dataset
uspto-grants-1989_11
Patent number
US04882266

Reaction notes

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