Synthesis and Antimicrobial Evaluations of 1, 3, 4‐Thiadiazoline‐based Bisheterocyclics. (29th May 2014)

• Record Type: Journal Article
• Authors: Yusuf, Mohamad; Kaur, Manpreet; Jain, Payal
• Is Part Of: Journal of heterocyclic chemistry. Volume 52:Number 3(2015)
• Page Start: 692
• Page End: 700
• Publication Date: 2014-05-29
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.2158
• Languages: English
• ISSNs: 0022-152X

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>The bisthiadiazolines (<bold>4a</bold>, <bold>4b</bold>, <bold>4c</bold>, <bold>4d</bold>, <bold>4e</bold>, <bold>4f</bold>, <bold>4g</bold>) were synthesized from the <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">cyclization</named-content> of bisthiosemicarbazones (<bold>3a</bold>, <bold>3b</bold>, <bold>3c</bold>, <bold>3d</bold>, <bold>3e</bold>, <bold>3f</bold>, <bold>3g</bold>) by refluxing under Ac<sub>2</sub>O medium. The intermediates were obtained from the reactions of dibenzaldehydes (<bold>2a</bold>, <bold>2b</bold>, <bold>2c</bold>, <bold>2d</bold>, <bold>2e</bold>, <bold>2f</bold>, <bold>2g</bold>) with thiosemicarbazide by refluxing in the presence of dry EtOH/HCl. The latter were prepared in good yields from the <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">O‐alkylation</named-content> of 3‐hydroxybenzaldehyde with suitable dibromo derivatives under the alkaline conditions. The structures of prepared compounds were determined from rigorous analysis of their spectral parameters (UV–vis, IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR and ESI‐MS). The newly prepared compounds were screened for their <named-content content-type="chemicalTechnology" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">antimicrobial activity</named-content> against seven bacterial and five fungi strains using serial tube dilution method.</p> </abstract>