HCID 178468488, compound → HCID 178524024, compound

HRID 1031094Notes

Reaction equation

HRID 1031094 reaction equation
C([O:3][C:4]([C:6]1[S:18][C:17]2[CH:16]=[CH:15][C:14]3[N:13]=[C:12]([OH:19])[C:11]([OH:20])=[N:10][C:9]=3[C:8]=2[CH:7]=1)=[O:5])C>[OH-].[Na+]>[C:4]([C:6]1[S:18][C:17]2[CH:16]=[CH:15][C:14]3[N:13]=[C:12]([OH:19])[C:11]([OH:20])=[N:10][C:9]=3[C:8]=2[CH:7]=1)([OH:5])=[O:3]

Participants

3

Reactant 1

HCID 178468488HCID 178468488, compound

Product 1

HCID 178524024HCID 178524024, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

8-Ethoxycarbonyl-2,3-dihydroxythieno[3,2-f]quinoxaline (2.0 g, 6.9 mmol) was stirred in 30 ml of 2N sodium hydroxide at room temperature for 2 h. The solution was filtered, and after acidification of the filtrate with 4M hydrochloric acid, the resulting precipitate was collected by filtration and washed with water. The crude product was dissolved in 2N sodium hydroxide and reprecipitated with 4M hydrochloric acid to give 0.94 g (52%) of the carboxylic acid, m.p. >350° C. dec.; IR (KBr): 3300-2200, 1690 cm-1.

Workup

  1. filtrationThe solution was filtered
  2. filtrationafter acidification of the filtrate with 4M hydrochloric acid, the resulting precipitate was collected by filtration
  3. washwashed with water
  4. dissolutionThe crude product was dissolved in 2N sodium hydroxide
  5. customreprecipitated with 4M hydrochloric acid

Sources & evidence

ORD record
ord-2fb33c39c9aa463f9811a249383d39be
Source dataset
uspto-grants-1992_04
Patent number
US05109001

Reaction notes

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