Methyl iodide → 4H-1,2,4-Triazole, 3-methyl-5-(methylthio)-4-phenyl-

HRID 653049Notes

Reaction equation

HRID 653049 reaction equation
[SH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([CH3:13])=[N:4][N:3]=1.[CH3:14][O-].[Na+].CI>CO>[CH3:13][C:5]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]([S:1][CH3:14])=[N:3][N:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 178434153HCID 178434153, compound

Product 1

HCID 11432464H-1,2,4-Triazole, 3-methyl-5-(methylthio)-4-phenyl-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 200 ml of methanol was suspended 19.1 g of 3-mercapto-5-methyl-4-phenyl-1,2,4-triazole and then 20 g of a 28% sodium methylate solution to the suspension. After 10 minutes, 15 g of methyl iodide was added dropwise to the mixture. After performing the reaction for 10 minutes, methanol was distilled off and the product was extracted with ethyl acetate to provide 5-methyl-3-methylthio-4-phenyl-1,2,4-triazole.

Workup

  1. customthe reaction for 10 minutes
  2. distillationmethanol was distilled off
  3. extractionthe product was extracted with ethyl acetate

Sources & evidence

ORD record
ord-0a968a0075764148876d4756e9ff08ee
Source dataset
uspto-grants-1987_06
Patent number
US04675276

Reaction notes

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