Abstract
Methylation of 3-α-pyridyl-1, 2, 4-triazoline-5-thione (II) with methyl iodide in alkaline solution gave 5-methylthio-3-α-pyridyl-1, 2, 4-triazole (III) and its N-methyl derivatives, 1-, 2-, and 4-methyl-5-methylthio-3-α-pyridyl-1, 2, 4-trizaole (IV, V and VI). The structures of these compounds were established by elemental analysis, spectral data and the identification with the compounds prepared by different methods. IV, V and VI were also produced by methylation of III with methyl iodide in alkaline solution. Methylation of III with dimethyl sulfate in alkaline solution or diazomethane in methanol also gave the same products. The ratios of the amount of IV : V : VI in the products were determined by nuclear magnetic resonance spectroscopy and it was found that IV was predominantly formed in every case.
