Methyl iodide → 3-Methylmercapto-4-n-butyl-1,2,4-triazole

HRID 1680092Notes

Reaction equation

HRID 1680092 reaction equation
I[CH3:2].[SH:3][C:4]1[N:8]([CH2:9][CH2:10][CH2:11][CH3:12])[CH:7]=[N:6][N:5]=1.[OH-].[Na+]>CO>[CH3:2][S:3][C:4]1[N:8]([CH2:9][CH2:10][CH2:11][CH3:12])[CH:7]=[N:6][N:5]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178448642HCID 178448642, compound

Product 1

HCID 128884803-Methylmercapto-4-n-butyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Iodomethane (9.05 g. or 0.0637 mole) was added to a solution of 10 g. of 3-mercapto-4-n-butyl-1,2,4-triazole, methanol (100 ml.), and sodium hydroxide (2.55 g. or 0.0637 mole). This solution was then refluxed for 2 hours. The solvent was then removed in vacuum and the residue was dissolved in benzene. This solution was washed with water, dried and the benzene removed in vacuum. The residual oil was distilled to give 3-methylmercapto-4-n-butyl-1,2,4-triazole, b.p. 128°-131° C./2 mm. The structure was confirmed by its nuclear magnetic resonance spectrum.

Workup

  1. temperatureThis solution was then refluxed for 2 hours
  2. customThe solvent was then removed in vacuum
  3. dissolutionthe residue was dissolved in benzene
  4. washThis solution was washed with water
  5. customdried
  6. customthe benzene removed in vacuum
  7. distillationThe residual oil was distilled

Sources & evidence

ORD record
ord-be41923c5d644f69ac5212c32274e836
Source dataset
uspto-grants-1981_06
Patent number
US04271308

Reaction notes

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