Selenium Dioxide → HCID 12281154, compound

HRID 1576824Notes

Reaction equation

HRID 1576824 reaction equation
[C:1]([C:9]1[C:10]([O:24][CH2:25][CH3:26])=[C:11]2[CH:17]=[N:16][N:15](CC3OC=CC=3)[C:12]2=[N:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Se](=O)=O>O.COCCOCCOC>[C:1]([C:9]1[C:10]([O:24][CH2:25][CH3:26])=[C:11]2[CH:17]=[N:16][NH:15][C:12]2=[N:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24007Selenium DioxideHCID 12281144HCID 12281144, compound

Product 1

HCID 12281154HCID 12281154, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 8150DiglymeSolvent

Procedure

1.7 g. of 5-Benzoyl-4-ethoxy-1-(2-furyl)methyl-1H-pyrazolo[3,4-b]pyridine (0.005 mol.) are dissolved in 5 ml. of diethyleneglycol dimethyl ether, 1.1 g. of selenium dioxide are added and the mixture is heated with stirring at 160°. After the addition of 1 drop of water, the temperature is maintained for 1 hour. The mixture is filtered hot and 5-benzoyl-4-ethoxy-1H-pyrazolo[3,4-b]pyridine precipitates on cooling. Recrystallization from butanol yields 1 g. (77%). m.p. 195°-197°.

Workup

  1. temperaturethe mixture is heated
  2. temperaturethe temperature is maintained for 1 hour
  3. filtrationThe mixture is filtered hot
  4. custom5-benzoyl-4-ethoxy-1H-pyrazolo[3,4-b]pyridine precipitates
  5. temperatureon cooling
  6. customRecrystallization from butanol
  7. customyields 1 g

Sources & evidence

ORD record
ord-756a9cd203034e078ec6dfdfc4e31eb1
Source dataset
uspto-grants-1976_09
Patent number
US03983128

Reaction notes

Loading…