1,2,4-Triazines. III. The Methylation of 5,6-Dimethyl-1,2,4-triazin-3-amine and Related Compounds and the Identification of the Products by Carbon-13 Nuclear Magnetic Resonance Spectroscopy

5,6-Dimethyl-1,2,4-triazin-3-amine reacts with methyl iodide to give 3-amino-1,5,6-trimethyl-1,2,4-triazinium iodide and 2,5,6-trimethyl-l,2,4-triazin-3(2H)- imine hydriodide . The products were identified by classical methods and confirmed by 13C n.m.r, spectroscopy to establish this as a reliable technique for determining the sites of methylation in such systems. The methylation products from other alkyl-and aryl-substituted 1,2,4-triazin-3-amines are also reported.