Dimethyl Sulfoxide → HCID 14324523, compound

HRID 1588391Notes

Reaction equation

HRID 1588391 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:6]=1Cl)(=[O:4])=[O:3].[C:16]([C:20]1[O:24][N:23]=[C:22]([OH:25])[CH:21]=1)([CH3:19])([CH3:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[C:16]([C:20]1[O:24][N:23]([C:6]2[CH:7]=[CH:8][C:9]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])[C:22](=[O:25])[CH:21]=1)([CH3:19])([CH3:18])[CH3:17]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 6097651-Chloro-2,4-di(methanesulfonyl)benzeneHCID 178441207HCID 178441207, compound

Product 1

HCID 14324523HCID 14324523, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After mixing 1 g of 2,4-bismethanesulfonylchlorobenzene, 1 g of 5-t-butyl-3-hydroxyisoxazole, 1 g of potassium carbonate, and 8 ml of dimethyl sulfoxide, the reaction was performed for 4 hours at 80° C. After the reaction was over, the reaction mixture obtained was poured into water and extracted with ethyl acetate. Then, the ethyl acetate was distilled off from the extract under reduced pressure and the residue thus formed was recrystallized from a mixture of water and methanol to provide 0.85 g of the desired compound with a yield of 61.2%. The melting point thereof was 166° C. to 168° C.

Workup

  1. customobtained
  2. extractionextracted with ethyl acetate
  3. distillationThen, the ethyl acetate was distilled off from the
  4. extractionextract under reduced pressure
  5. customthe residue thus formed
  6. customwas recrystallized from a mixture of water and methanol

Sources & evidence

ORD record
ord-b2262b9a4b88416fa5818d90f2ed90e0
Source dataset
uspto-grants-1993_06
Patent number
US05221750

Reaction notes

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