1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-Oxide Hexafluorophosphate (HATU)/Hydroxybenzotriazole (HOBT)-based One-Pot Cyclization of N-Substituted 2-Arylbenzimidazole Derivatives


A simple one-pot synthesis of N-substituted benzimidazoles from aromatic carboxylic acids and aromatic 1,2-diamines in the presence of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate/hydroxybenzotriazole (HATU/HOBT) and N,N-diisopropylethylamine in DMF at 100°C, featuring good to excellent yields and easy workup, is developed. The protocol can be scaled to gram quantities, and no chromatographic purification is required.

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Authors are highly grateful to Kadi Sarva Vishwavidyalaya Gandhinagar, Gujarat, India for providing infrastructure and laboratory facilities.


This work was supported by the National Natural Science Foundation of China (grant no. 81903623), China Postdoctoral Science Foundation (grant no. 2019M652586), Postdoctoral Research Grants in Henan Province nos. 1902001 and 19030008, and Henan Medical Science and Technology Program (grant no. 2018020601).

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Correspondence to T. H. Parmar.

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Duan, Y.T., Parmar, T.H., Sangani, C.B. et al. 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-Oxide Hexafluorophosphate (HATU)/Hydroxybenzotriazole (HOBT)-based One-Pot Cyclization of N-Substituted 2-Arylbenzimidazole Derivatives. Russ J Org Chem 56, 856–862 (2020). https://doi.org/10.1134/S107042802005019X

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  • N-methylbenzene-1,2-diamine
  • 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU)
  • hydroxybenzotriazole (HOBT)
  • benzimidazole