Trifluoromethanesulfonic acid → HCID 54411206, compound

HRID 1731244Notes

Reaction equation

HRID 1731244 reaction equation
[F:1][C:2]([C:9]1[CH:13]=[C:12]([Si](C)(C)C)[S:11][C:10]=1[S:18]([NH2:21])(=[O:20])=[O:19])=[C:3]([F:8])[C:4]([F:7])([F:6])[F:5].FC(F)(F)S(O)(=O)=O>O>[F:1][C:2]([C:9]1[CH:13]=[CH:12][S:11][C:10]=1[S:18]([NH2:21])(=[O:20])=[O:19])=[C:3]([F:8])[C:4]([F:7])([F:6])[F:5]

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 70455660HCID 70455660, compound

Product 1

HCID 54411206HCID 54411206, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

One gram of the 3-(1,2,3,3,3-pentafluoropropen-1-yl)-5-trimethylsilyl-2-thiophenesulfonamide prepared in (3) was treated with 4 ml of trifluoromethanesulfonic acid under stirring at room temperature for 2 hours. After completion of the reaction, the resulting product was poured into water and extracted with methylene chloride. The extracted layer was washed with water and dried. After distilling off methylene chloride, the residue was purified by column chromatography on silica gel (eluent: methylene chloride) to provide 0.67 g of 3-(1,2,3,3,3-pentafluoropropen-1-yl)-2-thiophenesulfonamide having a melting point of 108° to 111° C.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with methylene chloride
  3. washThe extracted layer was washed with water
  4. customdried
  5. distillationAfter distilling off methylene chloride
  6. customthe residue was purified by column chromatography on silica gel (eluent: methylene chloride)

Sources & evidence

ORD record
ord-5d16afd0f62b4f5487ca59457131f93b
Source dataset
uspto-grants-1986_11
Patent number
US04620868

Reaction notes

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