Carbon Tetrachloride → HCID 13044809, compound

HRID 1156384Notes

Reaction equation

HRID 1156384 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].[Cl: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(Cl)Cl>[Cl: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 110844654-Chlorobenzenesulfenylchloride

Product 1

HCID 13044809HCID 13044809, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 42 g (0.286 mole) of phenyl vinyl sulfone in 200 ml of carbon tetrachloride and 100 ml of methylene chloride was treated with 45 g (0.252 mole) of p-chlorobenzenesulfenyl chloride. The reaction mixture was allowed to stand seven days at 23° C. Filtration through a thin layer of clay removed a small amount of flocculent solid. Evaporation of the filtrate at reduced pressure gave 51.5 g (60%) of crude product, m.p. 60°. Recrystallization from a mixture of 100 ml of ethyl acetate and 30 ml of pentane gave pure product m.p. 79°-81°.

Workup

  1. filtrationFiltration through a thin layer of clay
  2. customremoved a small amount of flocculent solid
  3. customEvaporation of the filtrate at reduced pressure
  4. customgave 51.5 g (60%) of crude product, m.p. 60°
  5. customRecrystallization
  6. additionfrom a mixture of 100 ml of ethyl acetate and 30 ml of pentane

Sources & evidence

ORD record
ord-94c4824f9cb6480c962113223521a4b2
Source dataset
uspto-grants-1982_06
Patent number
US04335142

Reaction notes

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