Water → HCID 22401445, compound

HRID 260352Notes

Reaction equation

HRID 260352 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:17]=[CH:16][C:6]([O:7][S:8]([C:11]2[N:15]=[CH:14][NH:13][N:12]=2)(=[O:10])=[O:9])=[CH:5][CH:4]=1.[CH3:20][N:21]([CH3:26])[S:22](Cl)(=[O:24])=[O:23].O>C(#N)C>[CH3:20][N:21]([CH3:26])[S:22]([N:13]1[CH:14]=[N:15][C:11]([S:8]([O:7][C:6]2[CH:16]=[CH:17][C:3]([C:2]([F:18])([F:1])[F:19])=[CH:4][CH:5]=2)(=[O:10])=[O:9])=[N:12]1)(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 962WaterHCID 83372Dimethylsulphamoyl chlorideHCID 178527615HCID 178527615, compound

Product 1

HCID 22401445HCID 22401445, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.0 g of 3-(4-trifluoromethylphenoxysulfonyl)-1,2,4-triazole synthesized by a method similar to that employed to prepare the precursor according to Reference Example 3 was dissolved in 10 ml of acetonitrile. Then, 0.57 g of potassium carbonate anhydride was added, and 0.59 g of dimethylsulfamoyl chloride was gradually added at room temperature while stirring the solution. The solution was then refluxed for one hour, and the reactant solution was poured into water and extracted with ethyl acetate. The organic layer was washed with brine and dried with magnesium sulfate, and then the solvent was removed by distillation and the residue was purified by silica gel chromatography. As a result, 1.18 g of the titled compound was obtained.

Workup

  1. customto prepare the precursor
  2. temperatureThe solution was then refluxed for one hour
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried with magnesium sulfate
  6. customthe solvent was removed by distillation
  7. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-77ff1f4b63674395802a294e1d8d382a
Source dataset
uspto-grants-1996_06
Patent number
US05527818

Reaction notes

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