Potassium Iodide → HCID 54095619, compound

HRID 1605691Notes

Reaction equation

HRID 1605691 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:17][O:18][C:19]1(C)C=CC(S([O-])(=O)=O)=[CH:21][CH:20]1CCC>CC(C)=O>[CH3:17][O:18][CH2:19][CH:20]([S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])[CH3:21]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 86733240HCID 86733240, compound

Product 1

HCID 54095619HCID 54095619, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

126 Parts of o-mercaptophenol are added in portions, in a nitrogen atomsphere and whilst cooling, to a stirred mixture of 138 parts of potassium carbonate, 166 parts of potassium iodide and 500 parts by volume of acetone. The mixture is thereafter heated to boiling point and 268 parts of 1-methoxy-2-propyl-p-toluenesulphonate are added drop by drop. The mixture is boiled under reflux for 24 hours, filtered and evaporated. The residue is taken up in 750 parts by volume of toluene, and washed once with water, and then twice each time with 250 parts by volume of 15% strength sodium hydroxide solution. The alkaline extract is immediately neutralised with hydrochloric acid and extracted with toluene. The toluene solution is dried over anhydrous sodium sulphate, filtered and evaporated. The residue is distilled in a high vacuum.

Workup

  1. temperatureThe mixture is thereafter heated
  2. additionare added drop by drop
  3. temperatureunder reflux for 24 hours
  4. filtrationfiltered
  5. customevaporated
  6. washwashed once with water
  7. extractionThe alkaline extract
  8. extractionextracted with toluene
  9. dry with materialThe toluene solution is dried over anhydrous sodium sulphate
  10. filtrationfiltered
  11. customevaporated
  12. distillationThe residue is distilled in a high vacuum

Sources & evidence

ORD record
ord-7539f80eaaae4518a83640a68b780775
Source dataset
uspto-grants-1976_04
Patent number
US03950533

Reaction notes

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