3-Pyridinecarboxaldehyde → HCID 4132236, compound

HRID 2057743Notes

Reaction equation

HRID 2057743 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.Cl.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][NH2:18])=[CH:13][CH:12]=1.C([O-])(=O)C.[Na+]>C(O)C>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][N:18]=[CH:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 103713-PyridinecarboxaldehydeHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 517045Sodium Acetate

Product 1

HCID 4132236HCID 4132236, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2.2 g of 3-pyridinecarbaldehyde was dissolved in 100 ml of ethanol. The solution was added to a filtered solution of 3.6 g of p-chlorophenylhydrazine hydrochloride and 9.8 g of sodium acetate in 60 ml of 50% by volume aqueous ethanol. The resulting precipitated solid was collected and recrystallized from ethanol to give 1, as a pale yellow prisms, mp 186° C.

Workup

  1. customThe resulting precipitated solid
  2. customwas collected
  3. customrecrystallized from ethanol
  4. customto give 1

Sources & evidence

ORD record
ord-e64edd9e17f34ace9d9517938a685158
Source dataset
uspto-grants-1980_07
Patent number
US04212868

Reaction notes

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