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

HRID 1156375Notes

Reaction equation

HRID 1156375 reaction equation
[CH:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[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]([CH3:12])=[CH:8][CH:7]=2)(=[O:5])=[O:4])[CH2:2][Cl:23])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 79665Benzene, 1-(ethenylsulfonyl)-4-methyl-HCID 11746248Benzenesulfenyl chloride, 4-bromo-

Product 1

HCID 130447972-CHLORO-1-(p-TOLYLSULFONYL)ETHYL p-BROMOPHENYL SULFIDE

Procedure

A solution of 26.8 g (0.147 mole) of p-tolyl vinyl sulfone in 50 ml of carbon tetrachloride was treated with 32.8 g (0.146 mole) of p-bromobenzenesulfenyl chloride. There was an exotherm from 25° to 29° in one hour. The mixture was allowed to stand 72 hours. The solvent was removed at reduced pressure and the residue recrystallized from ethyl acetate-petroleum ether (1:1) to give colorless needles, m.p. 82.5°-84.0°.

Workup

  1. customfrom 25° to 29°
  2. customin one hour
  3. customThe solvent was removed at reduced pressure
  4. customthe residue recrystallized from ethyl acetate-petroleum ether (1:1)
  5. customto give colorless needles, m.p. 82.5°-84.0°

Sources & evidence

ORD record
ord-eb26364a24b944e88812e0b7138a17b5
Source dataset
uspto-grants-1982_06
Patent number
US04335142

Reaction notes

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