A microwave assisted, Fe 3 O 4 /Camphor-catalysed threecomponent synthesis of 2-amino-4H-chromenes and their antibacterial and antioxidant activity

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Abstract

The synthesis of 2-amino-4H-chromenes via Knoevenagel condensation/Michael addition/cyclization reactions under microwave irradiation is reported. Nanoparticle magnetite Fe 3 O 4 /camphor with nanospheres structure was developed for utilization as the heterogeneous Bronsted acid in chemical transformation. The synthesis and characterization of camphor supported on magnetic nanoparticle using FTIR, XRD and SEM-EDX are described. The three-component and one-pot synthesis of 2-amino-4H-chromenes by condensing aromatic aldehyde, malononitrile/ethyl cyanoacetate and barbituric acid/thiobarbituric in water solvent, in the presence of catalytic amount of nanoparticle Fe 3 O 4 /camphor under microwave irradiation was investigated. The products obtained were characterized by FTIR, UV/Vis spectrophotometer, and mass analysis. The compounds were investigated for their antibacterial activity against Escherichia coli, Bacillus cereus, Salmonella enterica ser. Typhimurium, Staphylococcus aureus, and Pseudomonas aeruginosa. Also, the antioxidant properties of the compounds were analysed using DPPH method. This method corresponding a facile synthesis of 2-amino-4H-chromenes derivatives produced shorter reaction times, good yields and selectivity. The supported catalyst could be separated from the reaction product using an external magnet and proved to be simple, efficient and environmentally friendly.

Original languageEnglish
Article number012036
JournalIOP Conference Series: Materials Science and Engineering
Volume509
Issue number1
DOIs
Publication statusPublished - 3 May 2019
Event13th Joint Conference on Chemistry, JCC 2018 - Semarang, Indonesia
Duration: 7 Sep 20188 Sep 2018

Keywords

  • 2-amino-4Hchromene
  • chromene
  • Fe O /camphor
  • multicomponent reaction
  • nanocatalyst

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