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Sodium Hydroxide → 4-Ethoxypyrazolo[1,5-a]quinoxaline-3-carboxylic acid

HRID 65773
Notes
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Reaction equation

HRID 65773 reaction equation
[CH2:1]([O:3][C:4]1[C:5]2[N:6]([N:14]=[CH:15][C:16]=2[C:17]([O:19]CC)=[O:18])[C:7]2[C:12]([N:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]1[C:5]2[N:6]([N:14]=[CH:15][C:16]=2[C:17]([OH:19])=[O:18])[C:7]2[C:12]([N:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71390466Ethyl 4-ethoxypyrazolo[1,5-A]quinoxaline-3-carboxylate

Product 1

HCID 227577314-Ethoxypyrazolo[1,5-a]quinoxaline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2.85 g. of 4-ethoxypyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester in 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 4-ethoxypyrazolo[1,5-a]quinoxaline-3-carboxylic acid is filtered and washed with a small amount of cold water. The product is crystallized from ethanol.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. dissolutionthe residue dissolved in water
  3. filtrationThe solution is filtered
  4. filtrationThe precipitated 4-ethoxypyrazolo[1,5-a]quinoxaline-3-carboxylic acid is filtered
  5. washwashed with a small amount of cold water
  6. customThe product is crystallized from ethanol

Sources & evidence

ORD record
ord-4c1a67ea08d446d7b50458dc42251a71
Source dataset
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04128716

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes