Pyruvic Acid → 2-[2-(4-Chlorophenyl)hydrazinylidene]propanoic acid

HRID 235616

Reaction equation

HRID 235616 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[C:10]([OH:15])(=[O:14])[C:11]([CH3:13])=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:11]([CH3:13])[C:10]([OH:15])=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1060Pyruvic AcidHCID 70624(4-Chlorophenyl)hydrazine

Product 1

HCID 2284632-[2-(4-Chlorophenyl)hydrazinylidene]propanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

75.7 g of hydrochloric salt of parachlorophenylhydrazine was dissolved into 350 ml of water. 37.2 g of pyruvic acid was added into the solution. After stirring for 30 minutes at 70° C. while heating, and then cooling, precipitated crystals were filtered out, washed, and dried. These crystals were recrystallized from isopropyl acohol to obtain 57 g of 2-(p-chlorophenylhydrazono)propionic acid having a melting point of 196° to 197° C. (decomposed).

Workup

  1. temperaturewhile heating
  2. temperaturecooling
  3. customprecipitated crystals
  4. filtrationwere filtered out
  5. washwashed
  6. customdried
  7. customThese crystals were recrystallized from isopropyl acohol

Sources & evidence

ORD record
ord-e983d2b21ed74c50872c53dbc60acdb2
Source dataset
uspto-grants-1987_02
Patent number
US04640892

Linked notes

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