Sulfuric Acid → diphenylthiosulfinate

HRID 1109526Notes

Reaction equation

HRID 1109526 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]1([S:14](Cl)=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S(=O)(=O)(O)O>CCOCC.N1C=CC=CC=1>[C:1]1([S:7][S:14]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 7969ThiophenolHCID 4190003Benzenesulfinyl chloride

Product 1

HCID 71019diphenylthiosulfinate

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 2.2 g. (20 mmol) thiophenol in 30 ml. dry ether one adds 1.8 g. pyridine and adds dropwise thereto, with cooling, a solution of 3.2 g. (20 mmol) benzenesulphinic acid chloride in 20 ml. dry ether. One allows to stir further for 10 min., pours into dil. sulphuric acid, separates off the organic phase, dries and evaporates. There remain 3.2 g. of the title compound (68% of theory) of the m.p. 69°-70° C. (from ligroin).

Workup

  1. temperaturewith cooling
  2. customevaporates

Sources & evidence

ORD record
ord-3641b7fb3a744b47b3f6017e31b11d1f
Source dataset
uspto-grants-1994_06
Patent number
US05321045

Reaction notes

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