JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 63 No 2 (2018): Journal of the Chilean Chemical Society
Original Research Papers

ONE-POT SYNTHESIS OF 2-ACYLAMINOBENZIMIDAZOLES FROM THE REACTION BETWEEN TRICHLOROACETYL ISOCYANATE AND 1,2-PHENYLENEDIAMINE DERIVATIVES AND THEORETICAL STUDY OF STRUCTURE AND PROPERTIES OF SYNTHESIZED 2-ACYLAMINOBENZIMIDAZOLES

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  • Nahid Shajari,
  • Reza Ghiasi,
  • Ali Ramazani
Nahid Shajari
Department of Chemistry, Zanjan Branch, Islamic Azad University
Reza Ghiasi
Department of Chemistry, Faculty of science, East Tehran branch, Islamic Azad university
Ali Ramazani
Department of Chemistry, Zanjan Branch, Islamic Azad University
Published June 25, 2018
Keywords
  • two-component reaction,
  • 1,
  • 2-phenylenediamine,
  • trichloroacetyl isocyanate,
  • heterocycle,
  • benzimidazol,
  • GIAO method,
  • NBO analysis
    • ...More
    Less
How to Cite
Shajari, N., Ghiasi, R., & Ramazani, A. (2018). ONE-POT SYNTHESIS OF 2-ACYLAMINOBENZIMIDAZOLES FROM THE REACTION BETWEEN TRICHLOROACETYL ISOCYANATE AND 1,2-PHENYLENEDIAMINE DERIVATIVES AND THEORETICAL STUDY OF STRUCTURE AND PROPERTIES OF SYNTHESIZED 2-ACYLAMINOBENZIMIDAZOLES. Journal of the Chilean Chemical Society, 63(2). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/680

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Abstract

The two-component reaction of 1,2-phenylenediamine derivatives and trichloroacetyl isocyanate proceeded smoothly and cleanly at room temperature and N-(1H-benzimidazol-2-yl) acetamide derivatives afforded in excellent yields and no side reactions were observed. The structures of the products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis.

Also, in this investigation, the structural, electronic properties, IR, 13C and 1H NMR parameters of synthesized molecules were computed in gas in the M062X/6-311G(d,p) level of theory. 1H and 13C NMR chemical shifts were evaluated by employing of the gauge-invariant atomic orbital (GIAO) method. NBO analysis was exploited to examining of the atomic charges and their second order stabilization energy within these molecules.

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