Abstract

A novel series of organic tellurium compounds based on pyrazole derivatives with a general formula of ArTeBr3 and Ar2TeBr2 [Ar = 2-(3-(4-substituted phenyl) -5-(2-chlorophenyl)-1H-pyrazol-1-yl)-3,5-dinitrophenyl] were obtained by the refluxing of corresponding aryl mercuric chlorides with TeBr4 in two different mole ratio of 1:1 and 2:1, respectively, in free-moisture dioxane solvent under an argon atmosphere. Compounds of ArTeBr3 and Ar2TeBr2 were reduced by the action of ethanolic solution of hydrazine hydrate obtained Ar2Te2 and Ar2Te, respectively. Reaction of Ar2Te2 with excess thionyl chloride or iodine gave the corresponding trihalides ArTeCl3 and ArTeI3, respectively while the reaction of Ar2Te with thionyl chloride or iodine gave the corresponding Ar2TeCl3 and Ar2TeI3, respectively. The structures were elucidated according to their elemental analysis of carbon, hydrogen and nitrogen (CHN) and some of the spectroscopic techniques such as infrared IR and nuclear magnetic resonance for 1H and 13C. The antimicrobial activity for all the synthetic compounds were assayed against both Gram-negative and Gram-positive bacteria by using the agar diffusion method. The tellurated pyrazole derivatives showed a good degree against bacteria growth. In some cases, the antimicrobial activities of the synthetic compounds were better than amoxicillin.

Highlights

  • Pyrazoles are one of the important five-membered heterocycles compounds that contain three carbons and two adjacent nitrogen atoms and are considered the most famous class among the azole compounds

  • The literature confirms that pyrazole derivatives are used as antimicrobial, antifungal, antitumor, anti-inflammatory, and antioxidant compounds [3]

  • To the best of our knowledge, through a literature search of SciFinder Scholar and Web of Knowledge, there have been few reported studies related to the synthesis of organotellurium compounds derived from pyrazoles [6,7]

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Summary

Introduction

Pyrazoles are one of the important five-membered heterocycles compounds that contain three carbons and two adjacent nitrogen atoms and are considered the most famous class among the azole compounds. Due to the high significant antimicrobial activity of both pyrazoles [2,4] and organic tellurium compounds [8,9,10], in addition, to our interest in the field of organic synthesis for tellurium compounds by the transmetalation reactions between aryl mercury chlorides. 2ofof1617 in the field of organic synthesis for tellurium compounds by the transmetalation reactions between with tellurium tetrabromide [11,12],tetrabromide in the present work,inwe some organic tellurium thesynthesized present work, we synthesized some aryl mercury chlorides with tellurium [11,12], compounds based on pyrazole and evaluated their activity against four different bacteria. Organic tellurium compounds based on pyrazole andmicrobial evaluated their microbial activity against four different bacteria

Results andsubstituted
Preparative
C NMR spectra of
Instrumentation
Synthesis
General Method for the Preparation of Diaryl Tellurium Dibromides
General Method for the Preparation of Diaryl Ditellurides
General Method for the Preparation of Diaryl Tellurides
General Method for the Preparation of Diaryl Tellurium Dichlorides
General Method for the Preparation of Diaryl Tellurium Diiodides
Determination of Antimicrobial Activity
Conclusions
Full Text
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