Sodium Hydroxide → HCID 178524704, compound

HRID 1720257Notes

Reaction equation

HRID 1720257 reaction equation
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[OH:16])=[C:13]1[NH:17][N:18]=[CH:19][C:12]1=[CH:11][CH:10]=2)([O:3]CC)=[O:2].[OH-].[Na+]>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[OH:16])=[C:13]1[NH:17][N:18]=[CH:19][C:12]1=[CH:11][CH:10]=2)([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178469492HCID 178469492, compound

Product 1

HCID 178524704HCID 178524704, compoundYield 92%

Procedure

A mixture of 8-carboethoxy-9-hydroxy-1H-pyrazolo[3,4-f]quinoline (12.31 g, 47.8 mmol) and 10% aqueous sodium hydroxide (96 ml) was refluxed for 8 hours, at which time the dark-colored solution was treated with decolorizing carbon and filtered through diatomaceous earth (Celite™). The filtrate was neutralized with 6M HCl and the resulting precipitate isolated by filtration. The light brown solid was air dried to give 8-carboxy-9-hydroxy-1H-pyrazolo[3,4-f]quinoline (10.08 g, 92%).

Workup

  1. temperaturewas refluxed for 8 hours, at which time the dark-colored solution
  2. additionwas treated with decolorizing carbon
  3. filtrationfiltered through diatomaceous earth (Celite™)
  4. customthe resulting precipitate isolated by filtration
  5. customdried

Sources & evidence

ORD record
ord-51916ed5a5814500b2923c3189df361f
Source dataset
uspto-grants-1996_04
Patent number
US05506235

Reaction notes

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