Carbon Tetrachloride → 2-CHLORO-1-(p-CHLOROPHENYLSULFONYL)ETHYL p-BROMOPHENYL SULFIDE

HRID 1156378Notes

Reaction equation

HRID 1156378 reaction equation
[CH:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)(=[O:5])=[O:4])=[CH2:2].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]Cl)=[CH:16][CH:15]=1.C(Cl)(Cl)(Cl)[Cl:23]>>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][CH:1]([S:3]([C:6]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=2)(=[O:4])=[O:5])[CH2:2][Cl:23])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 217031-Chloro-4-(ethenylsulfonyl)benzeneHCID 11746248Benzenesulfenyl chloride, 4-bromo-

Product 1

HCID 130448002-CHLORO-1-(p-CHLOROPHENYLSULFONYL)ETHYL p-BROMOPHENYL SULFIDE

Procedure

To a solution of 29.8 g (0.146 mole) of p-chlorophenyl vinyl sulfone in 50 ml of carbon tetrachloride at 25° C. was added 32.8 g (0.146 mole) of p-bromobenzenesulfenyl chloride. There was an exotherm of 4° within 52 minutes. The reaction mixture was allowed to stand for three days. Solvent was removed by evaporation at reduced pressure. The residue was recrystallized from 60 ml of ethyl acetate-petroleum ether (1:1) to give colorless needles, m.p. 76°-78°.

Workup

  1. customan exotherm of 4°
  2. customwithin 52 minutes
  3. customSolvent was removed by evaporation at reduced pressure
  4. customThe residue was recrystallized from 60 ml of ethyl acetate-petroleum ether (1:1)
  5. customto give colorless needles, m.p. 76°-78°

Sources & evidence

ORD record
ord-4d4ee90c0f0a46b691ee8cc610ba76e3
Source dataset
uspto-grants-1982_06
Patent number
US04335142

Reaction notes

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