Sulfuric Acid → HCID 23719466, compound

HRID 1604347Notes

Reaction equation

HRID 1604347 reaction equation
[S:1](=[O:5])(=O)([OH:3])[OH:2].[S:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH:8]=[CH:7]1.[Cl-].[K+:16]>C(OC(=O)C)(=O)C>[K+:16].[S:6]1[CH:7]=[C:8]([S:1]([O-:3])(=[O:5])=[O:2])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 4873Potassium ChlorideHCID 7221Benzo(B)Thiophene

Product 1

HCID 23719466HCID 23719466, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Concentrated sulphuric acid (0.43 ml) was added to a cooled, stirred mixture of benzothiophene (1 g) in acetic anhydride (0.93 ml), giving a brown viscous oil, which was left to stir for 50 mins under nitrogen. The mixture was then diluted with ice to give 20 ml, extracted with ether (2×10 ml) and the aqueous phase concentrated in vacuo to give 5 ml. This was then treated with a hot saturated solution of potassium chloride (2 g), cooled and filtered to give the title compound as a pale brown solid (3.935 g).

Workup

  1. customgiving a brown viscous oil, which
  2. waitwas left
  3. stirringto stir for 50 mins under nitrogen
  4. additionThe mixture was then diluted with ice
  5. customto give 20 ml
  6. extractionextracted with ether (2×10 ml)
  7. concentrationthe aqueous phase concentrated in vacuo
  8. customto give 5 ml
  9. temperaturecooled
  10. filtrationfiltered

Sources & evidence

ORD record
ord-f98389cc333348b6ad152fd0925cdae4
Source dataset
uspto-grants-1999_11
Patent number
US05994344

Reaction notes

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