Sodium Bicarbonate → HCID 13309913, compound

HRID 325448Notes

Reaction equation

HRID 325448 reaction equation
[C:1](=O)(O)[O-:2].[Na+].[CH2:6]([O:8][C:9]([C:11]1[N:12]=[CH:13][N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16](Cl)[C:15]=12)=[O:10])C>>[CH3:6][O:8][C:9]([C:11]1[N:12]=[CH:13][N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([O:2][CH3:1])[C:15]=12)=[O:10]

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 13309912HCID 13309912, compound

Product 1

HCID 13309913HCID 13309913, compoundYield 58.9%

Procedure

To a methanolic solution (250 ml) of 4-chloroimidazo [1,5-a]quinoxaline 3-carboxylic acid ethyl ester (4 g) was added sodium bicarbonate (10 g) with stirring. The mixture was heated on steam bath for 2 hours. After removal of solvent under vacuum, the residue was taken up in water, then extracted with chloroform several times. The combined chloroform extracts were washed with water, dried by magnesium sulfate and evaporated to give the product as an off-white solid (2.2 g, 55% yield). Recrystallized from acetonitrile, m.p. 189°-191° C.

Workup

  1. temperatureThe mixture was heated on steam bath for 2 hours
  2. customAfter removal of solvent under vacuum
  3. extractionextracted with chloroform several times
  4. washThe combined chloroform extracts were washed with water
  5. dry with materialdried by magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-4afe04f51615447bb33432938c747b60
Source dataset
uspto-grants-1984_04
Patent number
US04440929

Reaction notes

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