HCID 86686938, compound → HCID 18533175, compound

HRID 1479705Notes

Reaction equation

HRID 1479705 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:20])[C:9]2[CH:14]=[CH:13][C:12]([S:15]C(Cl)(Cl)Cl)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:20])[C:9]2[CH:14]=[CH:13][C:12]([SH:15])=[CH:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86686938HCID 86686938, compound2×

Product 1

HCID 18533175HCID 18533175, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

16.5 g said 4′-chloro-4(trichloromethyl sulfenyl)benzophenone is added in a 100 ml three-neck flask, and then 30 g methanol is added. Under nitrogen protection, the solution is heated with stirring to reflux. After reacting for 3 hours, it is analyzed to find that 4′-chloro-4(trichloromethyl sulfenyl)benzophenone is completely consumed. Distilling to remove the methanol and all low-boiling-point substances, the residue has a mass of 11.0 g, and the yield is 98%. Said residue is recrystallized in a mixed solvent consisting of dichloroethane and petroleum ether in a weight ratio 1:3 to obtain 9.5 g white flake crystal with a purity of 99.0%, and the melting point is 157-161° C. 1H-NMR data (solvent CDCl3): δ3.656 ppm, s, 1H; δ7.320, 7.348 ppm, d, 2H; δ7.443, 7.471 ppm, d, 2H; δ7.644, 7.672 ppm, d, 2H; δ7.698, 7.726 ppm, d, 2H.

Workup

  1. additionis added in a 100 ml three-neck flask
  2. temperatureUnder nitrogen protection, the solution is heated
  3. temperatureto reflux
  4. customis completely consumed
  5. distillationDistilling
  6. customto remove the methanol
  7. customis recrystallized in a mixed solvent
  8. customto obtain 9.5 g white flake crystal with a purity of 99.0%

Sources & evidence

ORD record
ord-eee9e7646c854c4e8495d13278e51c96
Source dataset
uspto-grants-2016_08
Patent number
US09409861B2

Reaction notes

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