Abstract <p>Recyclization reactions provide a powerful tool in modern organic synthesis for constructing new molecular structures. Bis(1<i>H</i>-1,2,4-triazole) derivatives exhibit a broad spectrum of biological activity, including antifungal, antibacterial, analgesic, anti-neurodegenerative activities and are capable of inhibiting DNA methylation in a sarcoma 180 model, which confirms their importance for medicinal chemistry and experimental pharmacology. Herein, we report the recyclization of 4-hydroxy-6<i>H</i>-1,3-oxazin-6-ones with <i>m</i>-phenylenedihydrazine, leading to the formation of new <i>m</i>-phenylene-bridged bis(1<i>H</i>-1,2,4-triazole) deriva­tives. A probable reaction mechanism was proposed, the effect of some solvents on the product yield was studied, and optimal reaction conditions were found. The structure of the newly synthesized bis(1<i>H</i>-1,2,4-triazole) derivatives was confirmed by ¹H and ¹³C NMR spectroscopy and mass spectrometry.</p>