Nitrogen-based heterocyclic compounds containing 1,3,4-oxadiazole or benzimidazole scaffolds have been known to possess diverse biological activities and are considered to be important candidates for further development of new medicines. In this study, an effectively synthetic pathway for the synthesis of hybrid 1,3,4-oxadiazole/benzimidazole has been successfully developed. Based on this procedure, five novel 1,3,4-oxadiazole derivatives bearing benzimidazole scaffold incorporated through a thioether linker have been designed and synthesized in good yields. The synthetic process is simple, effective and suitable for large scale synthesis.