International Journal of Organic Chemistry, 2017, 7, 346-368
http://www.scirp.org/journal/ijoc
ISSN Online: 2161-4695
ISSN Print: 2161-4687
DOI: 10.4236/ijoc.2017.74029 Dec. 15, 2017 346 International Journal of Organic Chemistry
Fatty Acids in Heterocyclic Synthesis. Part XVII:
Synthesis of Non Ionic Surfactants Containing
Piperidine, Piperazine, Imidazole Based on
Thiadiazole and Microbiological Activities
Evaluation
Abdelmotaal Abdelmajeid, Mahasen Saad Amine, Reda Ali Hassan
Department of Chemistry, Faculty of Science, Benha University, Benha, Egypt
Abstract
A series of novel scaffolds Thiadiazolyl Piperidine, Thiadiazolyl Piperazine,
thiadiazolidine, Thiadiazolyl thiazole and Thiadiazolyl-imidazole-Thione
were synthesized from cheap, available and biologically active stearic acid.
2-amino-5-heptadecyl 1,3,4-thiadiazole reacts with chloroacetyl chloride and
produced 2-choloro-N-(5-heptadecyl-1,3,4-Thiadiazole-2-yl) acetamide. Which
allowed to react with Piperidine, Piperazine, urea and/or Thiourea and Potas-
sium thiocyanate, and the latest scaffolds have been synthesized, respectively,
and the structures of these compounds were established by elemental analysis,
MS, IR and
1
H-NMR spectral data. The antimicrobial activities of the synthe-
sized compounds were evaluated in-vitro against strains of gram +ve, gram −ve
bacteria and fungi. Nonionic surfactant were obtained by addition of different
moles of propylene oxide (3,5,7 mole) to the synthesized compounds bearing an
active hydrogen. Physico-chemical and surface properties as well as biodegrada-
bility of the synthesized non-ionic surfactants were evaluated.
Keywords
2-Aminothiadiazole, Imidazole, Thiazole, Stearic Acid, Thiazolidine, Propylene
Oxide, Nonionic Surfactant, Antimicrobial Activity
1. Introduction
1,3,4-Thiadiazole and its derivatives continue to be of great interest owing to
their great pharmaceutical and industrial importance. The specific pharmaco-
How to cite this paper: Abdelmajeid, A.,
Amine, M.S. and Hassan, R.A. (2017) Fatty
Acids in Heterocyclic Synthesis. Part XVII:
Synthesis of Non Ionic Surfactants Con-
taining Piperidine, Piperazine, Imidazole
Based on Thiadiazole and Evaluation of
the Microbiological Activities. Internation-
al Journal of Organic Chemistry, 7, 346-368.
https://doi.org/10.4236/ijoc.2017.74029
Received: June 3, 2017
Accepted: December 12, 2017
Published: December 15, 2017
Copyright © 2017 by authors and
Scientific Research Publishing Inc.
This work is licensed under the Creative
Commons Attribution International
License (CC BY 4.0).
http://creativecommons.org/licenses/by/4.0/
Open Access