Phenylhydrazine → 4-(2-Chloronicotinoyl)-2,6-di-tertiary butylphenol phenylhydrazone

HRID 1382881Notes

Reaction equation

HRID 1382881 reaction equation
[Cl:1][C:2]1[N:24]=[CH:23][CH:22]=[CH:21][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:9]([OH:16])=[C:8]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:7]=1)=O.[C:25]1([NH:31][NH2:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>N1C=CC=CC=1>[C:25]1([NH:31][N:32]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:9]([OH:16])=[C:8]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:7]=2)[C:3]2[CH:21]=[CH:22][CH:23]=[N:24][C:2]=2[Cl:1])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 143682724-(2-Chloronicotinoyl)2,6-di-tertiary butylphenol

Product 1

HCID 1363368894-(2-Chloronicotinoyl)-2,6-di-tertiary butylphenol phenylhydrazone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 7 g of 4-(2-chloronicotinoyl)-2,6-di-tertiary butylphenol and 2.4 g of phenylhydrazine in 40 ml of pyridine is refluxed for 7 hours. After the pyridine is distilled off under reduced pressure, to the residue is added water and the precipitated crystals are washed with water to give crude crystals of 4-(2-chloronicotinoyl)-2,6-di-tertiary butylphenol phenylhydrazone, melting at 181° C. with decomposition in an almost quantitative amount.

Workup

  1. distillationAfter the pyridine is distilled off under reduced pressure, to the residue
  2. additionis added water
  3. washthe precipitated crystals are washed with water

Sources & evidence

ORD record
ord-9d0ed13e5ea24b309b18589319828561
Source dataset
uspto-grants-1989_02
Patent number
US04808620

Reaction notes

Loading…