HCID 20096447, compound → HCID 20096464, compound

HRID 257143Notes

Reaction equation

HRID 257143 reaction equation
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].Cl[CH2:7][C:8]1[C:16]2[S:15][N:14]=[N:13][C:12]=2[CH:11]=[CH:10][CH:9]=1>CS(C)=O>[C:1]([S:3][CH2:7][C:8]1[C:16]2[S:15][N:14]=[N:13][C:12]=2[CH:11]=[CH:10][CH:9]=1)(=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 20096447HCID 20096447, compoundHCID 23670855Potassium ethanethioate

Product 1

HCID 20096464HCID 20096464, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

A solution of 2.2 g of potassium thioacetate in 20 ml of absolute dimethyl sulfoxide, stirred at 20° C., is treated dropwise with stirring with a solution of 2.8 g of 7-chloromethylbenzo-1,2,3-thiadiazole in 10 ml of dimethyl sulfoxide, during which process the internal temperature rises to 37° C. The mixture is subsequently stirred overnight at room temperature and, on the following day, poured into ice-water and extracted using ethyl acetate. The extracts are washed five times with water, dried over sodium sulfate and evaporated. The residue which remains is distilled in vacuo, resulting in an oil of refractive index nD27 =1.6478.

Workup

  1. additionis treated dropwise
  2. customrises to 37° C
  3. extractionextracted
  4. washThe extracts are washed five times with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. distillationThe residue which remains is distilled in vacuo
  8. customresulting in an oil of refractive index nD27 =1.6478

Sources & evidence

ORD record
ord-99444a36d3264493b956b525ee3f3a52
Source dataset
uspto-grants-1993_11
Patent number
US05260423

Reaction notes

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