Trifluoroacetic acid → HCID 178506065, compound

HRID 1528544Notes

Reaction equation

HRID 1528544 reaction equation
[Br:1][C:2]1[N:6](S(N(C)C)(=O)=O)[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1.FC(F)(F)C(O)=O>O.[OH-].[Na+]>[Br:1][C:2]1[NH:6][N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 687456085-bromo-N,N-dimethyl-3-(trifluoromethyl)-1H-pyrazole-1-sulfonamide2×

Product 1

HCID 178506065HCID 178506065, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 5-bromo-N,N-dimethyl-3-(trifluoromethyl)-1H-pyrazole-1-sulfonamide (i.e. the product of Example 11, Step A) (4.50 g, 14.0 mmol) and trifluoroacetic acid (2.0 mL, 26 mmol) was stirred at 25° C. for 4 h. The reaction mixture was diluted with water (20 mL), and sodium hydroxide was added to raise the pH to 12. The solution was extracted with chloroform, dried (MgSO4), and concentrated under reduced pressure to give 2.73 g of the title compound as a yellow light oil. This compound was of sufficient purity to use in subsequent reactions.

Workup

  1. additionwas added
  2. temperatureto raise the pH to 12
  3. extractionThe solution was extracted with chloroform
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c1bbbdadc5184a28b5eb5515a333c375
Source dataset
uspto-grants-2015_07
Patent number
US09090604B2

Reaction notes

Loading…