Microwave-assisted solvent-free synthesis and antibacterial evaluation of 1-azabicyclo[3.1.0]hexane-3-enes

Mohammadi, Bagher; Rezaei, Ebrahim; Moghadami, Fouzieh

Document Type : Original Research Article

Authors

¹ Payame Noor University of Abhar

² Department of Chemistry, Payame Noor University, P. O. Box 19395-3697, Tehran, Iran

³ Department of Biology, Payame Noor University, P. O. Box 19395-3697, Tehran, Iran

Abstract

This work described a simple and efficient method for the synthesis of 1-azabicyclo[3.1.0]hexane-3-ene derivatives. arylidenmalononitriles and hydroxylamine hydrochloride in the presence of NaOH, under microwave irradiation and solvent-free conditions produced the titled compounds in good to excellent yields. Using of simple chemicals, short reaction times, and solvent-free conditions, high yields of products, high atomic economy , and eco-friendly are the important advantages of this method. The antibacterial effect of 4-amino-2,6-bis(2,4-dichlorophenyl)-1-azabicyclo[3.1.0]hex-3-ene-3,5-dicarbonitrile was evaluated by minimum inhibitory concentration and disk diffusion method against the standard strains of Staphylococcus aureus and Pseudomonas aeruginosa. Minimum inhibitory concentrations of 2h were 40 and 30 mg/ml for P. aeruginosa and S. aureus respectively and the maximum inhibitory zones were 4 and 5 mm on average, respectively.

Graphical Abstract

Keywords

Main Subjects

Organic chemistry

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Iranian chemical communication

Microwave-assisted solvent-free synthesis and antibacterial evaluation of 1-azabicyclo[3.1.0]hexane-3-enes

References

References

Volume 6, Issue 3, pp. 218-324, Serial No. 20
July 2018
Pages 218-227

Microwave-assisted solvent-free synthesis and antibacterial evaluation of 1-azabicyclo[3.1.0]hexane-3-enes

References

References

Volume 6, Issue 3, pp. 218-324, Serial No. 20July 2018Pages 218-227

Volume 6, Issue 3, pp. 218-324, Serial No. 20
July 2018
Pages 218-227