Green synthesis and antimicrobial activity of substituted diethyl (((5-(ethylthio)-1,3,4-thiadiazol-2-yl)amino)(phenyl)methyl)phosphonates

Abstract

The one-pot, three-component, and facile synthesis of substituted diethyl (((5-(ethylthio)-1,3,4-thiadiazol-2-yl)amino)(phenyl)methyl)phosphonates (4a–j) has been achieved from the reaction of 2-amino-5-ethylthio-1,3,4-thiadiazole (1), various aromatic aldehydes (2a–j) and diethylphosphite (3) using Kabachnik–Fields reaction in the presence SnO₂ nanoparticles as an efficient heterogeneous catalyst under solvent-free MWI condition. Furthermore, these series of new compounds were characterized by melting point, IR, NMR, and mass spectra. The newly synthesized compounds were evaluated for their antimicrobial activity which showed good activity compared to standard.

Graphical Abstract

Keywords:

• α-Aminophosphonates
• antibacterial
• antifungal activity
• SnO₂ nanoparticles
• solvent free

Acknowledgments

One of the authors S. Santhisudha expresses her sincere thanks to DST, New Delhi, India, for providing support through Woman Scientist Scheme-A (WOS-A). One of the authors T. Sreekanth is thankful to the University Grants Commission (UGC), New Delhi, India for providing financial support through Senior Research Fellowship; G. Mohan acknowledges DST-PURSE 2nd Phase Programme in S.V. University, Tirupati, funded by DST, New Delhi, India for providing instrumental analysis and funding.

Additional information

Funding

The present work was financially supported by the DST, New Delhi, India through Woman Scientist Scheme-A (WOS-A) ([SR/WOS-A/CS-104/2018], dated: 14/09/2020); the University Grants Commission (UGC), New Delhi, India, through a Senior Research Fellowship.