Hydrogen Peroxide → HCID 178463020, compound

HRID 1448147Notes

Reaction equation

HRID 1448147 reaction equation
Cl.[CH2:2]([N:4]1[C:8]2=[N:9][C:10]([CH:22]=[O:23])=[C:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:12]([OH:13])=[C:7]2[CH:6]=[N:5]1)[CH3:3].[OH:24]O>C(O)(=O)C>[CH2:2]([N:4]1[C:8]2=[N:9][C:10]([C:22]([OH:24])=[O:23])=[C:11]([CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:12]([OH:13])=[C:7]2[CH:6]=[N:5]1)[CH3:3]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 1784630191-ethyl-4-hydroxy-5-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-6-carboxaldehyde, hydrochloride

Product 1

HCID 178463020HCID 178463020, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

16.5 g. of 1-ethyl-4-hydroxy-5-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-6-carboxaldehyde, hydrochloride (1:1) (0.05 mol.) are dissolved in 150 ml. of boiling glacial acetic acid. To the filtered solution, cooled to about 30°, 10 g. of H2O2 (35%) (0.1 mol.) are added in two portions and the mixture is allowed to stand for 20 hours at room temperature. The crystallized 1-ethyl-4-hydroxy-5-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-6-carboxylic acid is filtered off, washed with acetic acid and ether, yield: 10.1 g. (65%); m.p. 250°-251° (ethanol).

Workup

  1. temperatureTo the filtered solution, cooled to about 30°
  2. filtrationThe crystallized 1-ethyl-4-hydroxy-5-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-6-carboxylic acid is filtered off
  3. washwashed with acetic acid and ether, yield: 10.1 g

Sources & evidence

ORD record
ord-29750526ce8842f89d3408529473ae33
Source dataset
uspto-grants-1979_12
Patent number
US04179564

Reaction notes

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