HCID 178468488, compound → HCID 178524024, compound

HRID 1461309Notes

Reaction equation

HRID 1461309 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-a074495d7ed441eca4bcc5938929f132
Source dataset
uspto-grants-1991_12
Patent number
US05075306

Reaction notes

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