Hydrazine hydrate (1:1) → HCID 178440702, compound

HRID 1382876Notes

Reaction equation

HRID 1382876 reaction equation
Cl[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.O.[NH2:26][NH2:27]>N1C=CC=CC=1>[C:12]([C:10]1[CH:11]=[C:6]([C:4]2[C:3]3[C:2](=[N:24][CH:23]=[CH:22][CH:21]=3)[NH:27][N:26]=2)[CH:7]=[C:8]([C:17]([CH3:19])([CH3:20])[CH3:18])[C:9]=1[OH:16])([CH3:13])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 143682724-(2-Chloronicotinoyl)2,6-di-tertiary butylphenol

Product 1

HCID 178440702HCID 178440702, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 69.1 g of 4-(2-chloronicotinoyl)-2,6-di-tertiary butylphenol and 45 g of hydrazine hydrate in 380 ml of pyridine is refluxed for 5 hours. After the pyridine is distilled off under reduced pressure, to the obtained residue is added water. The crude crystals precipitated are recrystallized from ethanol to give 62.5 g of 3-(3,5-di-tertiary butyl-4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridine as white crystals, melting at 216°-217° C.

Workup

  1. distillationAfter the pyridine is distilled off under reduced pressure, to the obtained residue
  2. additionis added water
  3. customThe crude crystals precipitated
  4. customare recrystallized from ethanol

Sources & evidence

ORD record
ord-9b300be2c78640e8a71d7afbf16f0a08
Source dataset
uspto-grants-1989_02
Patent number
US04808620

Reaction notes

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