Beta
1119

Fatty Acids in Heterocyclic Synthesis Part XI: Facile and Convenient Routes to Synthesize Ecofriendly Polyfunctionalized Thiadiazoles, Triazole, Thiadiazolo [3,2-a] pyrimidines an

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

-

Abstract

IN AN one pot procedure 1,3- and 1,2-dicarbonyl compounds (ethyl cyanoacetate, ethyl acetoacetate, diethyl malonate, acetylacetone and oxalyl chloride) were reacted in different solvents with the readily available 2-amino-5-heptadecyl thiadiazole to produce novel polyfunctionalized thiadiazoles, fused thiadiazolo [3,2-   a] pyrimidines ,and imidazo [2,1-a]thiadiazole. The reaction of 2-amino-5-heptadecyl thiadiazole with triethylorthoformate, 2-naphthaldehyde, succinic anhydride, and hydroxylamine hydrochloride was also carried out. Moreover, the biological activities of the synthesized compounds were screened in vitro against some bacteria and fungi. Tetracycline was taken as a standard antibacterial agent and amphotericin B as a standard antifungal agent. It was reported that 3-amino-5-heptadecyl [1,2,4] triazol-4-ol showed very high activity against G- bacteria, while thiadiazolo [3,2-a] pyrimidines and imidazo [2,1-a] thiadiazole exhibited high activity against G+ bacteria. In addition structure-activity relationship (SAR) study was carried out. For industrial purposes, propylene oxide was added to the synthesized compounds and for the produced compounds . Surface properties such as surface and interfacial tension, cloud point, wetting time, emulsion stability, and foam height which can be used were measured. They indicate a possibility to use these compounds in the manufacture of textiles, dyes, and cosmetics. Their biodegradability has been evaluated to ensure that these compounds are ecofriendly ones.

DOI

10.21608/ejchem.2013.1119

Keywords

Stearic acid, 2-Aminothiadiazole, triazole, Surface active agents, Antimicrobial, Thiadiazolo [3, 2-a] pyrimidines and Imidazo [2, 1-a] thiadiazole

Volume

56

Article Issue

5

Related Issue

268

Issue Date

2013-12-01

Receive Date

2013-06-10

Publish Date

2013-12-30

Page Start

379

Page End

400

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_1119.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=1119

Order

3

Type Code

292

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Fatty Acids in Heterocyclic Synthesis Part XI: Facile and Convenient Routes to Synthesize Ecofriendly Polyfunctionalized Thiadiazoles, Triazole, Thiadiazolo [3,2-a] pyrimidines and Imidazo [2,1-b] thiadiazole for Pharmaceutical and Industrial Purposes

Details

Type

Article

Created At

22 Jan 2023