Synthesis, purification and spectroscopic characterization of potential impurities of hexamethylmelamine

The syntheses and spectroscopic properties (ir, 1 H nmr, 13 C nmr, uv and ms) of pure samples of 2‐chloro‐4,6‐bis(dimethylamino)‐ s ‐triazine 1 , 4,6‐dichloro‐2‐dimethylamino‐ s ‐triazine 2 , 4,6‐bis(dimethylamino)‐ s ‐triazin‐2(l H )‐one 3 , 4‐chloro‐6‐dimethylamino‐ s ‐triazin‐2(1 H )‐one 4 , 6‐dimethylamino‐ s ‐triazine‐2,4(1 H ,3 H )‐dione 5 , and 2,4,6‐tris(dimethylamino)‐ s ‐triazine (altretamine, HMM) are reported. Evidence for enol‐keto equilibria are also presented for 3 , in which the enol form exhibits as an H‐bonded dimer structure similar to the dimer of organic carboxylic acids.