Acetic Acid → 2-Imidazolecarbaldehyde-(5-nitro-2-pyridyl)hydrazone

HRID 866027Notes

Reaction equation

HRID 866027 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][NH2:11])=[N:8][CH:9]=1)([O-:3])=[O:2].[NH:12]1[CH:16]=[CH:15][N:14]=[C:13]1[CH:17]=O.C(O)(=O)C>C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][N:11]=[CH:17][C:13]2[NH:12][CH:16]=[CH:15][N:14]=2)=[N:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 249551H-imidazole-2-carbaldehydeHCID 40319312-Hydrazinyl-5-nitropyridine

Product 1

HCID 1363335622-Imidazolecarbaldehyde-(5-nitro-2-pyridyl)hydrazone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.10 g (20.1 mmol) of 5-nitro-2-pyridylhydrazine and 2.00 g (20.8 mmol) of 2-imidazolecarbaldehyde were dissolved in 50 ml of ethanol. To this mixture, 1 ml of acetic acid was added and heated under reflux for 2 hours while being stirred. After the resultant reaction mixture was allowed to stand still overnight, coarse crystals precipitated were filtrated by the suction-filtration. The obtained coarse crystals were recrystallized from a hot ethanol solution to obtain a desired product.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. customAfter the resultant reaction mixture
  4. customcoarse crystals precipitated
  5. filtrationwere filtrated by the suction-filtration
  6. customThe obtained coarse crystals
  7. customwere recrystallized from a hot ethanol solution

Sources & evidence

ORD record
ord-7940dabf70f64392b48271243514229b
Source dataset
uspto-grants-1996_10
Patent number
US05569763

Reaction notes

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