Thiophenol → HCID 9931300, compound

HRID 2181286Notes

Reaction equation

HRID 2181286 reaction equation
[S].P12([S:14][P:12]3([S:15]P(S[P:8]([S:11]3)([S:10]1)=[S:9])(=S)S2)=[S:13])=S.[CH:16]1[CH:21]=[CH:20][C:19](S)=[CH:18][CH:17]=1>C1C(Cl)=CC=C(Cl)C=1>[C:16]1([S:10][P:8]2(=[S:9])[S:11][P:12]([S:14][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[S:13])[S:15]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 14817Phosphorus sulfide (P2S5)2×HCID 5362487Sulfur

Product 1

HCID 9931300HCID 9931300, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 46851,4-DichlorobenzeneSolvent

Conditions

Temperature
190 °C

Procedure

The method is derived from the reference H. Davy, Sulfur Letters, vol. 3(2) 39, (1985). P4S10 (44.4 g, 0.1 mol) is mixed with 150 ml of dichlorobenzene until this solvent refluxes (160° C.). Phenylthiol (47 ml) is slowly added to the solution over 90 minutes, while increasing the temperature up to 190° C. The solution becomes clear; the reaction temperature is reduced to 100° C. The stirring is stopped in order to allow the residual P4S10 to be separated by settling. The solution is filtered in the hot state. The product crystallizes after filtration. The yield is 60%.

Workup

  1. custom(160° C.)
  2. customis reduced to 100° C
  3. customto be separated
  4. filtrationThe solution is filtered in the hot state
  5. customThe product crystallizes
  6. filtrationafter filtration

Sources & evidence

ORD record
ord-c61f4d2e806d456fbbba2e35c4dfad46
Source dataset
uspto-grants-2005_05
Patent number
US06890980B2

Reaction notes

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