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

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

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.