Water → Dazoquinast

HRID 126767Notes

Reaction equation

HRID 126767 reaction equation
[OH-].[Na+].[CH:3]1[N:7]2[C:8]3[C:13]([N:14]=[CH:15][C:6]2=[N:5][C:4]=1[C:16]([O:18]CC)=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=3.O>C(O)C>[CH:3]1[N:7]2[C:8]3[C:13]([N:14]=[CH:15][C:6]2=[N:5][C:4]=1[C:16]([OH:18])=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=3

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 13228325Ethyl imidazo[1,2-a]quinoxaline-2-carboxylate

Product 1

HCID 71146Dazoquinast

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 ml of 1 N sodium hydroxide solution were added to a suspension of 0.63 g of the product of Step B, 30 ml of water and 10 ml of ethanol and the mixture was refluxed for one hour to obtain a clear yellow solution. The ethanol was distilled under reduced pressure and the aqueous solution was acidified with concentrated hydrochloric acid. The mixture was filtered to recover 0.6 g of imidazo-[1,2-a]-quinoxaline-2-carboxylic acid in the form of a buff crystalline solid melting at 274°-275° C.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. customto obtain a clear yellow solution
  3. distillationThe ethanol was distilled under reduced pressure
  4. filtrationThe mixture was filtered
  5. customto recover 0.6 g of imidazo-[1,2-a]-quinoxaline-2-carboxylic acid in the form of a buff crystalline solid melting at 274°-275° C.

Sources & evidence

ORD record
ord-a969ccff79d74982810c5f405d1f018b
Source dataset
uspto-grants-1981_03
Patent number
US04254123

Reaction notes

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