Hydrochloric Acid → HCID 54438416, compound

HRID 1462260Notes

Reaction equation

HRID 1462260 reaction equation
[Br:1][C:2]1[C:3](Br)=[C:4](Br)[C:5]([Br:13])=[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+].Cl>O1CCCC1>[C:16]1([S:22][C:4]2[C:5]([Br:13])=[C:6]3[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]3=[C:2]([Br:1])[C:3]=2[S:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 12443Tetrabromophthalic anhydride

Product 1

HCID 54438416HCID 54438416, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 g (4.31 millimols) of tetrabromophthalic anhydride, 0.975 g (8.84 millimols) of thiophenol, 2.41 g (17.47 millimols) of potassium carbonate and 20 ml of tetrahydrofuran are stirred at 0° C. for 2 hours and at 25° C. for 2 hours. The mixture is acidified with 2N HCl solution and extracted with tetrahydrofuran/toluene. The extracts are dried over sodium sulfate and evaporated. After recrystallisation from toluene/cyclohexane, 1.68 g (75% of theory) of 4,5-bis-(phenylthio)-3,6-dibromophthalic anhydride are obtained; melting point 183°-4° C.

Workup

  1. extractionextracted with tetrahydrofuran/toluene
  2. dry with materialThe extracts are dried over sodium sulfate
  3. customevaporated
  4. customAfter recrystallisation from toluene/cyclohexane, 1.68 g (75% of theory) of 4,5-bis-(phenylthio)-3,6-dibromophthalic anhydride
  5. customare obtained

Sources & evidence

ORD record
ord-03b2ee8348d5471eb6f438958779d311
Source dataset
uspto-grants-1984_07
Patent number
US04459414

Reaction notes

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