Sodium Iodide → HCID 11777990, compound

HRID 249586Notes

Reaction equation

HRID 249586 reaction equation
Cl[CH2:2][S:3][C:4]1[S:8][C:7]([CH3:9])=[N:6][N:5]=1.[I-:10].[Na+]>CC(C)=O.O>[I:10][CH2:2][S:3][C:4]1[S:8][C:7]([CH3:9])=[N:6][N:5]=1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 10241417HCID 10241417, compound

Product 1

HCID 11777990HCID 11777990, compoundYield 96.5%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of 5-chloromethylthio-2-methyl-1,3,4-thiadiazole (730 mg : 4 mMol.) in acetone (6 ml) is added sodium iodide (1.2 g : 2.0 equivalents : 8 mMol.), and the mixture is stirred at 55° C. for 2 hours. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with water, dried over sodium sulfate and concentrated to give 5-iodomethylthio-2-methyl-1,3,4-thiadiazole (1.05 g) as yellow oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2195391532d34c1a967ef8c8425356bd
Source dataset
uspto-grants-1993_05
Patent number
US05214037

Reaction notes

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