Methyl iodide → HCID 178503166, compound

HRID 1065798Notes

Reaction equation

HRID 1065798 reaction equation
[C:1]([C:5]1[N:6]=[N:7][C:8](=[S:10])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].I[CH3:14]>C(COC)OC>[C:1]([C:5]1[CH:9]=[C:8]([S:10][CH3:14])[NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 20538683HCID 20538683, compound

Product 1

HCID 178503166HCID 178503166, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a stirred solution of 3-t-butylpyrazole-5-thione (2.0 g) in glyme (50 ml) was added sodium hydride (0.6 g) in small quantities, with cooling. After stirring the mixture briefly at room temperature, iodomethane (1.85 g, 0.9 ml) was added. The reaction mixture was stirred at room temperature, then the solvent evaporated in vacuo. The residue was extracted with ether and washed with water to give after evaporation, 3-t-butyl-5-(methylthio)pyrazole (0.8 g, 36% yield), of melting point 135°-6° (after recrystallisation from petrol). The product was identical, by nuclear magnetic resonance spectroscopy, to that of Example 2.

Workup

  1. temperaturewith cooling
  2. stirringThe reaction mixture was stirred at room temperature
  3. customthe solvent evaporated in vacuo
  4. extractionThe residue was extracted with ether
  5. washwashed with water
  6. customto give

Sources & evidence

ORD record
ord-f4fb5ba67fc044339a03decbb504617d
Source dataset
uspto-grants-1982_05
Patent number
US04331678

Reaction notes

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