Acetic Acid → HCID 66920377, compound

HRID 1880339Notes

Reaction equation

HRID 1880339 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH2:8].C(O)(=O)C.[CH:13](=O)[C:14]([CH3:16])=[O:15].C([O-])(O)=O.[Na+]>O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][N:8]=[CH:13][C:14](=[O:15])[CH3:16]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 880MethylglyoxalHCID 786452-HydrazinopyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 66920377HCID 66920377, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 2-pyridylhydrazine (10.0 g, 91.6 mmol) in water (30 mL) was added acetic acid (8.7 mL). This mixture was then added to a solution of pyruvaldehyde (16.5 g, 14.9 mL, 91.6 mmol) in water (400 mL). The mixture was stirred at room temperature for 3 days. The mixture was neutralized with NaHCO3 (solid) whereupon a yellow precipitate forms. The solid was isolated by filtration and then washed with water (30 mL). The solids were dried under high vacuum to afford 2-oxopropanal pyridin-2-ylhydrazone as a yellow solid (6.12 g, 41%).

Workup

  1. customThe solid was isolated by filtration
  2. washwashed with water (30 mL)
  3. customThe solids were dried under high vacuum

Sources & evidence

ORD record
ord-c57ae75f4bbd4827aa6ff4d80f9f7bb5
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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