Dimethyl Sulfoxide → HCID 14324548, compound

HRID 1460821Notes

Reaction equation

HRID 1460821 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 was poured into water and the product was extracted with ethyl acetate. The organic phase obtained was purified by silca gel column chromatography to provide 20.0 g of the aforesaid compound with a yield of 50.8%. The melting point thereof was 97° C. to 98° C.

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. customThe organic phase obtained
  3. customwas purified by silca gel column chromatography

Sources & evidence

ORD record
ord-7513cf06bdc24b3c941bbd70dfe3ee3b
Source dataset
uspto-grants-1991_12
Patent number
US05071994

Reaction notes

Loading…