Sodium Acetate → N'-(4-cyanophenyl)acetohydrazide

HRID 1159641Notes

Reaction equation

HRID 1159641 reaction equation
Cl.[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)#[N:3].[C:12]([O-])(=[O:14])[CH3:13].[Na+]>C(O)(=O)C>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH:11][C:12](=[O:14])[CH3:13])=[CH:6][CH:5]=1)#[N:3]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 162129624-Cyanophenylhydrazine Hydrochloride

Product 1

HCID 15229386N'-(4-cyanophenyl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 5 g of 4-cyanophenylhydrazine hydrochloride in 40 ml of acetic acid is admixed with 2.7 g of sodium acetate and then heated at 80° C. for 20 hours. The reaction mixture is concentrated under vacuum, the residue is taken up in water and extracted with AcOEt, the organic phase is washed with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated under vacuum. The residue is triturated in a PE/AcOEt mixture (90/10; v/v) and the precipitate formed is filtered off with suction. This gives 4.8 g of the expected compound.

Workup

  1. concentrationThe reaction mixture is concentrated under vacuum
  2. extractionextracted with AcOEt
  3. washthe organic phase is washed with saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. customthe solvent is evaporated under vacuum
  6. customThe residue is triturated in a PE/AcOEt mixture (90/10; v/v)
  7. customthe precipitate formed
  8. filtrationis filtered off with suction

Sources & evidence

ORD record
ord-521157d39e6743919999ca5f5d2c7bfc
Source dataset
uspto-grants-2010_10
Patent number
US07812165B2

Reaction notes

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