Sodium Hydroxide → 5,6-Dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid

HRID 443497Notes

Reaction equation

HRID 443497 reaction equation
[O:1]=[C:2]1[N:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[N:5]2[CH:4]=[C:3]1[C:16]([O:18]CC)=[O:17].[OH-].[Na+]>C(O)C>[O:1]=[C:2]1[N:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[N:5]2[CH:4]=[C:3]1[C:16]([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 867376765,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid, ethyl ester

Product 1

HCID 234675545,6-Dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3 g of 5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid, ethyl ester of hot ethanol, there is added 10 ml of 10% aqueous sodium hydroxide and the mixture refluxed for 2 hours. The mixture is concentrated under reduced pressure and the residue dissolved in water. The solution is filtered and neutralized with dilute hydrochloric acid. The precipitated 5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid is filtered and washed with a small amount of cold water. The product is crystallized from ethanol.

Workup

  1. temperaturethe mixture refluxed for 2 hours
  2. concentrationThe mixture is concentrated under reduced pressure
  3. dissolutionthe residue dissolved in water
  4. filtrationThe solution is filtered
  5. filtrationThe precipitated 5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid is filtered
  6. washwashed with a small amount of cold water
  7. customThe product is crystallized from ethanol

Sources & evidence

ORD record
ord-29d83c4f85cd4ab88a84079eaecb378b
Source dataset
uspto-grants-1981_04
Patent number
US04260751

Reaction notes

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