Acetic Acid → 2-Oxopropanal phenylhydrazone

HRID 1880327

Reaction equation

HRID 1880327 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C.[CH:13](=O)[C:14]([CH3:16])=[O:15]>O>[C:1]1([NH:7][N:8]=[CH:13][C:14](=[O:15])[CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 880MethylglyoxalHCID 7516Phenylhydrazine

Product 1

HCID 2204342-Oxopropanal phenylhydrazoneYield 101.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of phenylhydrazine (10.0 g, 92.5 mmol) in water (30 mL) was added acetic acid (8.8 mL) followed by the dropwise addition of pyruvaldehyde (16.7 g, 92.5 mmol) in water (400 mL) over a 15 minute period. The solution was stirred at room temperature overnight. The reaction was filtered and the resultant solid was washed with water (2×30 mL) to provide 2-oxopropanal phenylhydrazone as a yellow solid (15.2 g, 101%).

Workup

  1. filtrationThe reaction was filtered
  2. washthe resultant solid was washed with water (2×30 mL)

Sources & evidence

ORD record
ord-99eaab2cecc9412fb4dddd46791e858b
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Linked notes

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