2,6-bis(methylthio)-N-(1,1-dimethylethyl)benzenesulfonamide → 2,6-Bis(methylthio)benzenesulfonamide

HRID 34871Notes

Reaction equation

HRID 34871 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([S:9][CH3:10])[C:4]=1[S:11]([NH:14]C(C)(C)C)(=[O:13])=[O:12]>FC(F)(F)C(O)=O>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([S:9][CH3:10])[C:4]=1[S:11]([NH2:14])(=[O:12])=[O:13]

Participants

3

Reactant 1

HCID 136703662,6-bis(methylthio)-N-(1,1-dimethylethyl)benzenesulfonamide

Product 1

HCID 136703682,6-Bis(methylthio)benzenesulfonamideYield 84%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A brown solution of 70 g of 2,6-bis(methylthio)-N-(1,1-dimethylethyl)benzenesulfonamide in 200 ml trifluoroacetic acid was stirred at room temperature. After 10 minutes, a heavy precipitate formed, the suspension was stirred for 18 hours. The resulting solid was collected by filtration and dissolved in 10% NaOH, filtered and the filtrate acidified with 10% HCl. The precipitated solid was washed with water and air dried to provide 48 g of 2,6-bis(methylthio)benzenesulfonamide, m.p. 197°-199°.

Workup

  1. customa heavy precipitate formed
  2. filtrationThe resulting solid was collected by filtration
  3. dissolutiondissolved in 10% NaOH
  4. filtrationfiltered
  5. washThe precipitated solid was washed with water and air
  6. customdried

Sources & evidence

ORD record
ord-46fd4dc0586342f2862a88b6ff621497
Source dataset
uspto-grants-1988_08
Patent number
US04764204

Reaction notes

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