| Abstract: | The preparation of triazinone (I) from certain isocyanates and N-alkyl azomethines was found to proceed easily without catalyst, particularly in refluxing chlorobenzene. The physical and chemical properties, including n.m.r. spectra of the oily triazinones, are contrasted with the newly discovered solid adducts arising from low temperature reaction of azomethine and chlorophenyl isocyanates. From stoichiometry of the reaction, elemental analysis, molecular weight of the products, and spectral analyses, the new materials (II) were found to incorporate two isocyanate and three azomethine moieties in their molecular make-up. The relative merits are considered for assigning II a molecular structure arising from a complex between a four and six-membered ring (III, IV) versus a ten-membered ring system (V, VI, VIa). |
