Carbon Tetrachloride → HCID 13044804, compound

HRID 1156380Notes

Reaction equation

HRID 1156380 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]Cl)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH:12]([S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)(=[O:16])=[O:15])=[CH2:13].C(Cl)(Cl)(Cl)[Cl:27]>>[N+:1]([C:4]1[CH:5]=[C:6]([S:10][CH:12]([S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)(=[O:15])=[O:16])[CH2:13][Cl:27])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 156206861-(Chlorosulfanyl)-3-nitrobenzeneHCID 20535994HCID 20535994, compound

Product 1

HCID 13044804HCID 13044804, compoundYield 36%

Procedure

To a solution of 0.161 mole of m-nitrobenzenesulfenyl chloride in enough carbon tetrachloride to make 265 ml was added 34.1 g (0.160 mole) of m-nitrophenyl vinyl sulfone. The reaction mixture was allowed to stand at room temperature in a closed flask for several weeks. Evaporation of the solvent under reduced pressure gave 44 g (68%) of crude product m.p. 98°-110°. Recrystallization from 120 ml of toluene gave 23 g (36%) of pure product, m.p. 105.0°-106.5°.

Workup

  1. waitto stand at room temperature in a closed flask for several weeks
  2. customEvaporation of the solvent under reduced pressure
  3. customgave 44 g (68%) of crude product m.p. 98°-110°
  4. customRecrystallization from 120 ml of toluene

Sources & evidence

ORD record
ord-a1ff7fdc01384bd987cf1223285e0861
Source dataset
uspto-grants-1982_06
Patent number
US04335142

Reaction notes

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