2-Dimethylamino-4, 6-bis (methylamino)-s-triazine (I) was prepared by displacing two chlorine atoms of cyanuric chloride with methylamino groups and then the remaining one with dimethylamino group.
A new melamine derivative containing two methylol groups, i. e. 2-dimethylamino-4, 6-bis (N-methyl-N-hydroxymethylamino)-s-triazine (II), was prepared by treating I with aqueous solution of formaldehyde.
A new compound, 2-dimethylamino-4, 6-bis (N-methyl-N-methoxymethylamino)-s-triazine (III), was also prepared by etherification of the methylol groups of II.
I, II, and III were identified with elemental analysis, infrared spectra, and NMR spectra.
The polycondensation reaction of II in the presence of zinc nitrate as catalyst was followed with intermittent measurements of free formaldehyde and N-methylol contents.
The formaldehyde contents of methylene ether (N-CH
2OCH
2-N) and methylene (N-CH
2-N) linkages in the polycondensates of II were determined separately from difference of acid hydrolysis rates of these linkages.
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