2-Bromo-1,1-difluoroethane → 2-(2,2-Difluoroethylthio)-phenylsulfonamide

HRID 374351Notes

Reaction equation

HRID 374351 reaction equation
C(N(CC)CC)C.[SH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH2:18])(=[O:17])=[O:16].Br[CH2:20][CH:21]([F:23])[F:22]>CO>[F:22][CH:21]([F:23])[CH2:20][S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH2:18])(=[O:17])=[O:16]

Participants

4

Reactant 2

HCID 1361862-Bromo-1,1-difluoroethaneHCID 198097532-Mercaptophenylsulfonamide triethylamine salt

Product 1

HCID 109560712-(2,2-Difluoroethylthio)-phenylsulfonamideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 145.2 g of the 2-mercaptophenylsulfonamide triethylamine salt obtained in accordance with Example H6 and 79.7 g of 2-bromo-1,1-difluoroethane in 600 ml of methanol is stirred for 16 hours at a temperature of +55° C. to +60° C. The reaction mixture is then evaporated. Triturating the residue with ice water and filtering the suspension thus obtained gives 120 g (95% of theory) of 2-(2,2-difluoroethylthio)-phenylsulfonamide having a melting point of +111° C. to +112° C.

Workup

  1. customThe reaction mixture is then evaporated
  2. customTriturating the residue with ice water
  3. filtrationfiltering the suspension
  4. customthus obtained

Sources & evidence

ORD record
ord-d7d9ba48c28648bd9d2d3389621a4b46
Source dataset
uspto-grants-1992_11
Patent number
US05166430

Reaction notes

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