Green synthesis and characterization of novel 1,2,4,5-tetrasubstituted imidazole derivatives with eco-friendly red brick clay as efficacious catalyst

Mol Divers. 2020 Nov;24(4):889-901. doi: 10.1007/s11030-019-10000-5. Epub 2019 Oct 9.

Abstract

Use of cheaper and recyclable materials contributes positively to economic growth with environmental sustainability. We report the prospect of utilizing red brick clay as catalyst, which exhibited excellent activity in rapid one-pot four-component condensation of 1,2,4,5-tetrasubstituted imidazoles with high conversion and yields (91-96%) in aqueous medium at 60 °C in short reaction times (25-40 min). The red brick clay material was fully characterized by XRD, FT-IR, SEM, TEM, EDX and BET analyses. Red brick clay consisted of oxides of Si (20.38%), Fe (19.55%), Al (14.30%) and minor amounts of Ca (3.60%) and Mg (1.68%). The slate-like-shaped structure morphology and flaky appearance of inexpensive solid clay material proved competent material for the synthesis of 15 novel 1,2,4,5-tetrasubstituted imidazole derivatives. In addition, the advantages of the eco-friendly method are non-toxicity and re-usability of the catalyst. Reaction offers 78% atom economy and 84% carbon capture.

Keywords: 1,2,4-Triazole; Aqueous medium; Imidazoles; Multicomponent; Red brick clay.

MeSH terms

  • Catalysis / drug effects
  • Clay / chemistry*
  • Green Chemistry Technology / methods
  • Imidazoles / chemical synthesis*
  • Oxides / chemistry
  • Silicon Dioxide / chemistry

Substances

  • Imidazoles
  • Oxides
  • Silicon Dioxide
  • imidazole
  • Clay