Sodium Iodide → 5-Iodomethylthio-1-methyltetrazole

HRID 249587Notes

Reaction equation

HRID 249587 reaction equation
Cl[CH2:2][S:3][C:4]1[N:8]([CH3:9])[N:7]=[N:6][N:5]=1.[I-:10].[Na+]>CC(C)=O.O>[I:10][CH2:2][S:3][C:4]1[N:8]([CH3:9])[N:7]=[N:6][N:5]=1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 103520355-Chloromethylthio-1-methyltetrazole

Product 1

HCID 104451095-Iodomethylthio-1-methyltetrazole

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 5-chloromethylthio-1-methyltetrazole (987 mg:6.0 mMol.) in acetone (10 ml) is added sodium iodide (1.78 g : 12.0 mMol.), and the mixture is stirred at 50° C. for 3 hours. After cooling, the reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with water dried over sodium sulfate, filtered, and concentrated to give 5-iodomethylthio-1-methyltetrazole as yellow oil (1.33 g : containing about 20 Mol. % of the chloride).

Workup

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

Sources & evidence

ORD record
ord-86439cc2e5b841a8a43bf1de4c7967f3
Source dataset
uspto-grants-1993_05
Patent number
US05214037

Reaction notes

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