Synthesis of (E)-2-(arylbenzylidene)-2-((4-methoxyphenyl)amino) acetohydrazide derivatives and their antimicrobial activity

Abstract

A series of some new (E)-2-(arylbenzylidene)-2-((4-methoxyphenyl)amino)acetohydrazides 4(a-j) have been conveniently synthesized by intermolecular oxidative cyclization of (E)-2-(arylbenzylidene)-2-[(4-methoxyphenyl)amino]acetohydrazides promoted by iodobenzene diacetate as an oxidant. The structures of the synthesized compounds have been confirmed by 1 H NMR, IR, MS and elemental analysis. All the synthesized compounds were tested for their inhibitory action against clinically isolated strains i.e., Bacillus subtilis, Staphylococcus aureus, Xanthomonas campestris, Escherichia coli and Fusarium oxysporum. Compounds 4f (21-28 mm, 73.8 %), 4i (20-24 mm, 72.4 %) and 4j (21-27 mm, 71.6 %) demonstrated good antimicrobial activity against all the tested bacterial and fungal strains.

Crystal structure of bis(4-methoxyphenyl) malonate

“…For the application of the 4-methoxyphenyl group in chemiluminescence, see: Teranishi et al(1999). For its biological activity, see: Prasanna Kumar et al, (2013) Table 1 Hydrogen-bond geometry (Å , ).…”

“…Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008 (Teranishi et al, 1999), biologically active materials (Prasanna Kumar et al, 2013) and molecule-based magnetic materials etc., Keeping these things in mind, and our interest towards synthesizing liquid crystals bearing malonate moiety…”