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Synthesis of 1,3,5-triazines

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A series of primary alcohols and aldehydes were treated with iodine in ammonia water under microwave irradiation to give the intermediate nitriles, which without isolation underwent [2 + 3] cycloadditions with dicyandiamide and sodium azide to afford the corresponding triazines and tetrazoles in high yields.
J.-J. Shie, J.-M. Fang, J. Org. Chem., 2007, 72, 3141-3144.


Activated carboxylic acids react with a stoichiometric amount of zinc dimethyl imidodicarbonimidate in CH2Cl2-pyridine with molecular sieves to form 4,6-dimethoxy-1,3,5-triazines in high yields.
S. Oudir, B. Rigo, J.-P. Hénichart, P. Gautret, Synthesis, 2006, 2845-2848.