Dithiodibenzoic acid → 2,2'-Dithiobisbenzol chloride

HRID 1378784

Reaction equation

HRID 1378784 reaction equation
C(O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1C(O)=O.S(Cl)([Cl:23])=O>>[Cl-:23].[CH:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:11]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 8409Dithiodibenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 229131152,2'-Dithiobisbenzol chloride

Conditions

Temperature
30 °C

Procedure

A mixture of 2,2'-dithiobisbenzoic acid (25 g, 81.6 mmol) in 350 mL of thionyl chloride was heated at reflux for 18 hours. The resulting solution was cooled to about 30° C. and excess thionyl chloride was removed in vacuo. The crude solid was slurried in hexane and the title compound was recovered by filtration to yield 21.2 g. This compound was used without further purification, mp 150°-151° C.;

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. customexcess thionyl chloride was removed in vacuo
  4. filtrationthe title compound was recovered by filtration
  5. customto yield 21.2 g
  6. customThis compound was used without further purification, mp 150°-151° C.

Sources & evidence

ORD record
ord-50baf349400f4df898a7ae20efc2629e
Source dataset
uspto-grants-1997_09
Patent number
US05668291

Linked notes

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