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

HRID 1156376Notes

Reaction equation

HRID 1156376 reaction equation
[CH:1]([S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:5])=[O:4])=[CH2:2].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]Cl)=[CH:15][CH:14]=1.C(Cl)(Cl)(Cl)[Cl:22]>C(O)(=O)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH:1]([S:3]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)(=[O:4])=[O:5])[CH2:2][Cl:22])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 79664Phenyl vinyl sulfoneHCID 11746248Benzenesulfenyl chloride, 4-bromo-

Product 1

HCID 130447982-CHLORO-1-(PHENYLSULFONYL)ETHYL p-BROMOPHENYL SULFIDE

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 24.8 g (0.147 mole) of phenyl vinyl sulfone in 50 ml of carbon tetrachloride and 25 ml of glacial acetic acid at 28° was treated with 32.8 g (0.146 mole) of p-bromobenzenesulfenyl chloride. A 4° exotherm occurred. The reaction mixture was allowed to stand for 72 hours. The solvent was removed by evaporation at reduced pressure. The residue was recrystallized from 50 ml of benzene to give colorless needles, m.p. 97.5°-98.5°.

Workup

  1. customA 4°
  2. customThe solvent was removed by evaporation at reduced pressure
  3. customThe residue was recrystallized from 50 ml of benzene
  4. customto give colorless needles, m.p. 97.5°-98.5°

Sources & evidence

ORD record
ord-19000674233748c59ed3c02bd7ac48e6
Source dataset
uspto-grants-1982_06
Patent number
US04335142

Reaction notes

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