Water → HCID 22401455, compound

HRID 260351Notes

Reaction equation

HRID 260351 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[O:6][S:7]([C:10]1[N:14]=[CH:13][NH:12][N:11]=1)(=[O:9])=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH3:26][N:27]([CH3:32])[S:28](Cl)(=[O:30])=[O:29].O>C(#N)C>[CH3:26][N:27]([CH3:32])[S:28]([N:12]1[CH:13]=[N:14][C:10]([S:7]([O:6][C:5]2[CH:15]=[CH:16][CH:17]=[C:3]([C:2]([F:18])([F:1])[F:19])[CH:4]=2)(=[O:8])=[O:9])=[N:11]1)(=[O:30])=[O:29]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 83372Dimethylsulphamoyl chlorideHCID 178527614HCID 178527614, compound

Product 1

HCID 22401455HCID 22401455, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.0 g of 3-(3-trifluoromethylphenoxysulfonyl)-1,2,4-triazole synthesized by a method similar to that employed to prepare the precursor according to Reference Example 1 was dissolved in 10 ml of acetonitrile. Then, 0.57 g of potassium carbonate was added, and 0.59 g of dimethylsulfamoylchloride was gradually added at room temperature while stirring them. Then, they were 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, 1.33 g of the titled compound was obtained.

Workup

  1. customto prepare the precursor
  2. temperatureThen, they were 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-e891eac5032c49e7a1e1a5ed77c4dcc2
Source dataset
uspto-grants-1996_06
Patent number
US05527818

Reaction notes

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