On triazoles. XXXV. The reaction of 5-amino-1,2,4-triazoles with di- and triketones

The reaction of 5-amino-3-Q-1H-1,2,4-triazoles 1 with aliphatic, aromatic and cyclic 1,3-diketones, 1,4-diketones, and different linear and non linear triketones was studied. It was proved that in case of unsym-metrical aliphatic 1,3-diketones the regiochemical outcome of the reaction was influenced by steric factors. In case of triacetylmethane and 3-(4-chlorobenzyl)-2,4-pentanedione the splitting of one acetyl group from the reactant was observed during the reaction. A liner triketone, namely the 2,4,6-trioxoheptane reacted as a simple 1,3-diketone.