Phenylhydrazine → 1-(3-Pyridinyl)ethanone 2-phenylhydrazone

HRID 1980878Notes

Reaction equation

HRID 1980878 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)(=O)[CH3:10].C(=O)(O)[O-].[Na+]>C(O)(=O)C>[C:1]1([NH:7][N:8]=[C:9]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7516PhenylhydrazineHCID 95893-AcetylpyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 36125761-(3-Pyridinyl)ethanone 2-phenylhydrazone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 19.7 of phenylhydrazine (21.63 g) and 22 ml of 3-acetylpyridine (24.23 g) in glacial acetic acid (100 ml) is stirred and refluxed for 4.5 hours. The solution is cooled in an ice-water bath and neutralized with a saturated sodium bicarbonate solution (180 ml). The precipitate is collected, washed and dried to give 3-acetylpyridine phenylhydrazone.

Workup

  1. temperaturerefluxed for 4.5 hours
  2. temperatureThe solution is cooled in an ice-water bath
  3. customThe precipitate is collected
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-9edef54adfa64d608e44529413a11723
Source dataset
uspto-grants-1985_04
Patent number
US04511573

Reaction notes

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