Abstract
In this study, we report synthesis of benzimidazolones from o-phenylene diamine by utilizing carbon dioxide as a carbonyl source under mild reaction conditions in the presence of ionic liquid as a catalyst. Six bifunctional protonic ionic liquids (PILs) were synthesised by reacting superbases 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) with proton donors such as Trifluoroethanol (TFE), Cyclopropane carboxylic acid (CPCA) and 2,2,2-Trifluoroacetic acid (TFA). Among them, [TBDH+][TFE−] was the most effective, achieving high conversion rates of o-phenylene diamine to 2-benzimidazolone at 1 bar CO2 pressure and 60° C. This PIL could be reused for up to six cycles. Our method offers a green and efficient approach for producing 2-benzimidazolone derivatives, with potential applications in pharmaceuticals and materials science.
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