Potassium Iodide → HCID 20025621, compound

HRID 1723341Notes

Reaction equation

HRID 1723341 reaction equation
[SH:1][C:2]1[S:3][C:4]([C:7]2[S:8][CH:9]=[CH:10][CH:11]=2)=[N:5][N:6]=1.[OH-].[K+].[I-].[K+].Cl[CH:17]([F:19])[F:18]>O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCOCC1>[F:18][CH:17]([F:19])[S:1][C:2]1[S:3][C:4]([C:7]2[S:8][CH:9]=[CH:10][CH:11]=2)=[N:5][N:6]=1

Participants

8

Reactant 4

HCID 4875Potassium IodideHCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 178527954HCID 178527954, compound

Product 1

HCID 20025621HCID 20025621, compound

Reagents, catalysts & solvents 3

HCID 74236Tetrabutylammonium BromideCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

6.0 g of 2-mercapto-5-thienyl-1,3,4-thiadiazole and 45 ml of dioxan are added, while stirring, to a solution of 2.9 g of potassium hydroxide in 10 ml of water. After the addition of 0.2 g of potassium iodide and 0.1 g of tetrabutylammonium bromide the mixture is heated to 40° C. and, while stirring vigorously, a weak stram of chlorodifluoromethane is introduced for a period of 3 hours. The reaction mixture is then concentrated by evaporation in vacuo. The residue is taken up in methylene chloride and extracted by washing in succession with water and 1N sodium hydroxide solution. Evaporation of the solvent yields the title compound (recrystallised from cyclohexane) in the form of colourless crystals having a melting point of 63°-64° C.

Workup

  1. concentrationThe reaction mixture is then concentrated by evaporation in vacuo
  2. extractionextracted
  3. washby washing in succession with water and 1N sodium hydroxide solution
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-e6077504fee7458f89c8e8fda003f772
Source dataset
uspto-grants-1989_08
Patent number
US04861787

Reaction notes

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