One-pot synthesis and antimicrobial of novel 6-ethoxy-6-oxido-3-oxo(thioxo) (imino)-5-substituted-2,7-dihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes

Abstract

A series of novel 6-ethoxy-6-oxido-3-oxo(thioxo)(imino)-5-substituted-2,7-dihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes 2a-f was synthesized and characterized by IR and NMR (¹H, ¹³C, and ³¹P) spectroscopic analysis. The methodology developed was one-pot three-component reaction of ethyl bromoacetate, triethyl phosphite and carbo(thio)(amino)hydrazides. The synthesized compounds were screened for their antimicrobial activities. 6-Ethoxy-6-oxido-3-oxo(thioxo)-5-phenyl-2,5,7-trihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes (2c,d) exhibited significantly higher antimicrobial effects against the tested bacterial and fungal strains compared to other compounds and standard drug.

Graphical Abstract

Keywords:

• Synthesis
• one-pot reaction
• 1,2,4-triazole
• 1,2,3-diazaphosphole
• antimicrobial

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

The authors extend their appreciation to the deanship of scientific research at King Khalid University for funding this work through research group project under grant number (RGP.2/2/42).