Thiophenol → HCID 54270675, compound

HRID 1462259Notes

Reaction equation

HRID 1462259 reaction equation
Cl[C:2]1[C:3](Cl)=[C:4](Cl)[C:5](Cl)=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=12.[C:16]1([SH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[C:16]1([S:22][C:2]2[C:3]([S:22][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:4]([S:22][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:5]([S:22][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:6]3[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=23)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 8326Tetrachlorophthalic anhydrideHCID 11430Potassium Carbonate

Product 1

HCID 54270675HCID 54270675, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

30.88 g (108 millimols) of tetrachlorophthalic anhydride, 48.79 g (443 millimols) of thiophenol, 91.06 g (659 millimols) of potassium carbonate and 300 ml of tetrahydrofuran are stirred under reflux for 3 hours. The mixture is evaporated and the residue is taken up in methylene chloride/2N HCl solution. The organic phase is separated off, dried over sodium sulfate and evaporated. After recrystallisation from toluene/cyclohexane, 44.71 g (71% of theory) of tetrakis-(phenylthio)-phthalic anhydride are obtained; melting point 141°-2° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe mixture is evaporated
  3. customThe organic phase is separated off
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customAfter recrystallisation from toluene/cyclohexane, 44.71 g (71% of theory) of tetrakis-(phenylthio)-phthalic anhydride
  7. customare obtained

Sources & evidence

ORD record
ord-70f2680b0b6e4e5d9f5565b6ad8c455a
Source dataset
uspto-grants-1984_07
Patent number
US04459414

Reaction notes

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