Potassium Iodide → HCID 20058436, compound

HRID 2050528Notes

Reaction equation

HRID 2050528 reaction equation
[OH-].[K+].[SH:3][C:4]1[S:5][C:6]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[N:7][N:8]=1.[I-].[K+].Cl[CH:21]([F:23])[F:22]>O.O1CCOCC1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[F:22][CH:21]([F:23])[S:3][C:4]1[S:5][C:6]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[N:7][N:8]=1

Participants

8

Reactant 4

HCID 4875Potassium IodideHCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 178527968HCID 178527968, compound

Product 1

HCID 20058436HCID 20058436, compound

Reagents, catalysts & solvents 3

HCID 74236Tetrabutylammonium BromideCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

2 g of potassium hydroxide are dissolved in 8 ml of water and the solution is diluted with 30 ml of dioxane. 5.2 g of 2-mercapto-5-(4-chlorophenoxymethyl)-1,3,4-thiadiazole are added, while stirring. After addition of 0.1 g of potassium iodide and 0.1 g of tetrabutylammonium bromide, chlorodifluoromethane is passed in at a bath temperature of 40° C., always with vigorous stirring, until the uptake has ended. The reaction mixture is evaporated in vacuo, the residue is taken up in methylene chloride and the mixture is washed with water and with 1 N sodium hydroxide solution in succession. After evaporation of the solvent, the title compound is obtained in crystalline form of melting point 56°-57° C. (from ether).

Workup

  1. customis passed in at a bath
  2. customtemperature of 40° C.
  3. customThe reaction mixture is evaporated in vacuo
  4. washthe mixture is washed with water and with 1 N sodium hydroxide solution in succession
  5. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-252355deab224b9fb9ba976d0ef97775
Source dataset
uspto-grants-1991_05
Patent number
US05013745

Reaction notes

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