1-Naphthalenesulfonyl chloride → alpha-Naphthyl-p-methylphenyldisulfone

HRID 725718Notes

Reaction equation

HRID 725718 reaction equation
[OH2:1].[OH2:2].[C:3]1([CH3:12])[CH:8]=[CH:7][C:6]([S:9]([O-:11])=[O:10])=[CH:5][CH:4]=1.[Na+].[C:14]1(S(Cl)(=O)=O)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1>O>[C:22]1([C:5]2[CH:4]=[C:3]([CH3:12])[CH:8]=[CH:7][C:6]=2[S:9](=[O:11])(=[O:10])[S:9]([C:6]2[CH:7]=[CH:8][C:3]([CH3:12])=[CH:4][C:5]=2[C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)(=[O:2])=[O:1])[C:23]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 665601-Naphthalenesulfonyl chlorideHCID 23678556Sodium toluene-4-sulphinate dihydrate

Product 1

HCID 86751875alpha-Naphthyl-p-methylphenyldisulfoneYield 46.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

11.8 g of sodium p-toluenesulfinate dihydrate were dissolved in 20 ml of water, and 11.3 g of α-naphthalenesulfonic acid chloride were added thereto and reacted for 24 hours at room temperature while stirring. 250 ml of water were added thereto, the precipitate formed were taken out by filtration, and this was recrystallized from a mixed solvent comprising benzene and ethanol. Thus, 6.5 g of α-naphthyl-p-methylphenyldisulfone (PAG 5-6) were obtained.

Workup

  1. customreacted for 24 hours at room temperature
  2. customthe precipitate formed
  3. filtrationwere taken out by filtration
  4. customthis was recrystallized from a mixed solvent comprising benzene and ethanol

Sources & evidence

ORD record
ord-d8a76e65b386458598b62f89ec27914a
Source dataset
uspto-grants-1998_01
Patent number
US05707776

Reaction notes

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