Sulfuric Acid → HCID 12281154, compound

HRID 1288009Notes

Reaction equation

HRID 1288009 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.S(=O)(=O)(O)O>O>[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

4

Reactant 2

HCID 1118Sulfuric AcidHCID 12281144HCID 12281144, compound

Product 1

HCID 12281154HCID 12281154, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

87 g. of 5-benzoyl-4-ethoxy-1-(2-furanyl)methyl-1H-pyrazolo[3,4-b]pyridine (0.25 mol.) are dissolved in 300 ml. of conc. sulfuric acid within 15 to 20 minutes with vigorous stirring. The temperature rises to 40°-45°. Stirring is continued for 1 hour. The dark colored mixture is then added to 3700 ml. of cold water. Stirring is continued for 2 hours and the dark by-products are filtered off. The filtrate is made alkaline with 25% aqueous ammonia. The white precipitate of 5-benzoyl-4-ethoxy-1H-pyrazolo[3,4-b]pyridine is filtered off, yield 44.8 g. (66%), m.p. 202°-203° (butanol).

Workup

  1. customrises to 40°-45°
  2. additionThe dark colored mixture is then added to 3700 ml
  3. stirringStirring
  4. waitis continued for 2 hours
  5. filtrationthe dark by-products are filtered off
  6. filtrationThe white precipitate of 5-benzoyl-4-ethoxy-1H-pyrazolo[3,4-b]pyridine is filtered off

Sources & evidence

ORD record
ord-5df7d9ef47694a258db77d4ebe7a5117
Source dataset
uspto-grants-1976_10
Patent number
US03987051

Reaction notes

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