Dimethyl Sulfoxide → HCID 14324548, compound

HRID 1588395Notes

Reaction equation

HRID 1588395 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](Cl)=[C:7]([S:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])(=[O:14])=[O:13])[CH:6]=1)(=[O:4])=[O:3].[C:29]([C:33]1[O:37][N:36]=[C:35]([OH:38])[CH:34]=1)([CH3:32])([CH3:31])[CH3:30].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[C:29]([C:33]1[O:37][N:36]([C:8]2[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:6][C:7]=2[S:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])(=[O:14])=[O:13])[C:35](=[O:38])[CH:34]=1)([CH3:32])([CH3:31])[CH3:30]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 19755544HCID 19755544, compoundHCID 178441207HCID 178441207, compound

Product 1

HCID 14324548HCID 14324548, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After mixing 32 g of 4-methanesulfonyl-2-tetradecylsulfonylchlorobenzene, 20 g of 5-t-butyl-3-hydroxyisoxazole, 20 g of potassium carbonate, and 140 ml of dimethyl sulfoxide, the reaction was performed for 4 hours at 80° C. After the reaction was over, the reaction mixture formed was poured into water and extracted with ethyl acetate. The organic phase obtained was purified by silica gel column chromatography and 20.0 g of the desired compound was obtained as the main product with a yield of 50.8%. The melting point thereof was 85° C. to 86° C.

Workup

  1. customformed
  2. extractionextracted with ethyl acetate
  3. customThe organic phase obtained
  4. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-aba21d283aee44178d4a4d699c949186
Source dataset
uspto-grants-1993_06
Patent number
US05221750

Reaction notes

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