A microwave assisted, Fe3O4/Camphor-catalysed threecomponent synthesis of 2-amino-4H-chromenes and their antibacterial and antioxidant activity

The synthesis of 2-amino-4H-chromenes via Knoevenagel condensation/Michael addition/cyclization reactions under microwave irradiation is reported. Nanoparticle magnetite Fe3O4/camphor with nanospheres structure was developed for utilization as the heterogeneous Bronsted acid in chemical transformati...

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Bibliographic Details
Published in:IOP conference series. Materials Science and Engineering 2019-04, Vol.509 (1)
Main Authors: Febriantini, Dwi, Cahyana, Antonius Herry, Yunarti, Rika Tri
Format: Article
Language:English
Subjects:
2-amino
Aldehydes
Antioxidants
Camphor
Chemical reactions
Chemical synthesis
chromene
Condensates
E coli
Iron oxides
Irradiation
Malononitrile
multicomponent reaction
nanocatalyst
Nanoparticles
Nanospheres
Pseudomonas aeruginosa
Reaction products
Salmonella
Selectivity
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Summary:The synthesis of 2-amino-4H-chromenes via Knoevenagel condensation/Michael addition/cyclization reactions under microwave irradiation is reported. Nanoparticle magnetite Fe3O4/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 Fe3O4/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.
ISSN:1757-8981
1757-899X
DOI:10.1088/1757-899X/509/1/012036