Unexpected Synthesis of Oxadiazole Analogues: Characterization and Energetic Properties

An attractive synthetic route was devaluped for making N-(4-(1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl) formamide (4) and di(1,2,4-oxadiazol-3-yl) methanone O-(nitrodi(1,2,4-oxadiazol-3-yl)methyl) oxime (6) from commercially available inexpensive malononitrile starting material with easy purification, short experimental time and high yields at room temperature. The chemical structures of 4 and 6 were identified by NMR, IR, EA and verified by single-crystal X-ray studies. A plausible mechanism is proposed for the conversion of 4 to 6. Furthermore, both compounds have been evaluated for energetic applications. Based on their insensitive nature and good detonation performance, they are potential energetic materials.