Nitric Acid → HCID 59547224, compound

HRID 1097200Notes

Reaction equation

HRID 1097200 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Se:5]1[C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=[C:6]1[C:13]([OH:15])=[O:14].S(=O)(=O)(O)O>>[N+:1]([C:7]1[CH:8]=[C:9]([C:10]([OH:12])=[O:11])[Se:5][C:6]=1[C:13]([OH:15])=[O:14])([O-:4])=[O:2]

Participants

4

Procedure

Nitric acid (5.65 mL, 125.55 mmol, 70%) was added slowly to a mixture of selenophene-2,5-dicarboxylic acid (11 g, 50.2 mmol) in sulfuric acid (21.87 mL, 401.77 mmol) at 0-5° C. for 15 min. The mixture was allowed to rt with stifling slowly for 2 h, poured into ice cold water and stirred for 30 min. The solution was extracted with ethyl acetate (3×200 mL) and the combined organic layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent to give the product as pale yellow color solid (10 g, 76%, it is a mixture of 2 compounds).

Workup

  1. customwas allowed to rt
  2. additionpoured into ice cold water
  3. extractionThe solution was extracted with ethyl acetate (3×200 mL)
  4. washthe combined organic layer was washed with water, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationThe solution was filtered
  7. customevaporated the solvent
  8. customto give the product as pale yellow color solid (10 g, 76%, it
  9. additiona mixture of 2 compounds)

Sources & evidence

ORD record
ord-bd0f86e3a7fb4e4ea7bbf74ad421eafb
Source dataset
uspto-grants-2012_03
Patent number
US08143237B2

Reaction notes

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