Sodium Hydroxide → HCID 18998588, compound

HRID 2260569Notes

Reaction equation

HRID 2260569 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[CH2:7]([N:14]1[C:18]2=[N:19][CH:20]=[CH:21][C:22](O)=[C:17]2[CH:16]=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+]>P(Cl)(Cl)(Cl)=O>[CH2:7]([N:14]1[C:18]2=[N:19][CH:20]=[CH:21][C:22]([Cl:2])=[C:17]2[CH:16]=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24819Phosphorus pentachlorideHCID 178516360HCID 178516360, compound

Product 1

HCID 18998588HCID 18998588, compoundYield 57,679.898%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent2×

Procedure

Phosphorus oxychloride (60 ml) and phosphorus pentachloride (20 mg) were added to 1-benzyl-4-hydroxy-1H-pyrazolo[3,4-b]pyridine (13.8 g) and the mixture was refluxed under heating for 2 hours. After completion of the reaction, phosphorus oxychloride was distilled away under reduced pressure and the residue obtained was poured into ice water. The mixture was neutralized with 2N aqueous solution of sodium hydroxide and the resultant crystals were collected by filtration. After drying, the crystals were recrystallized from ethyl acetate-hexane to give 13.5 g of 1-benzyl-4-chloro-1H-pyrazolo[3,4-b]pyridine.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationwas distilled away under reduced pressure
  4. customthe residue obtained
  5. filtrationthe resultant crystals were collected by filtration
  6. customAfter drying
  7. customthe crystals were recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-0066b8bc6ec245a29c7e613254b161aa
Source dataset
uspto-grants-1995_12
Patent number
US05478838

Reaction notes

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