International Journal of Organic Chemistry, 2018, 8, 309-318
http://www.scirp.org/journal/ijoc
ISSN Online: 2161-4695
ISSN Print: 2161-4687
DOI: 10.4236/ijoc.2018.83023 Aug. 20, 2018 309 International Journal of Organic Chemistry
Green Synthesis of New Tetra Schiff Bases and
Bis-Azo Bis-Schiff Bases Derived from
2,6-Diaminopyridine as Promising
Photosensitizers
Nihad I. Taha, Nashwan O. Tapabashi, Marwa N. El-Subeyhi
Department of Chemistry, College of Science, University of Kirkuk, Kirkuk, Iraq
Abstract
Nine new tetra Schiff bases (M
2
- M
9
) were prepared in moderate yields via
the condensation of different aromatic amines and bis-Schiff base (M
1
) in
microwave synthesizer. Also five new azo-Schiff bases (M
16
- M
20
) were pre-
pared by the condensation of (M
1
) with the azo-salicylaldehyde (M
11
- M
15
)
using the same method. The green synthesis by microwave irradiation was
chosen as route due to its novelty, cleanliness, efficiency, time and solvent
saving properties compared with the conventional methods which lack these
advantages; such as time consume and wasting environment polluting organ-
ic solvents to achieve the same efficiency in synthesis. The prepared com-
pounds which are believed by us to be competent as photosensitizers in pho-
tochemical systems were identified by IR and NMR spectroscopy besides
elemental analysis.
Keywords
Schiff Base, Azo-Schiff Base, 2,6-Diaminopyridine, Azo-Salicyladehyde,
Photosensitizer
1. Introduction
Schiff bases, by containing the azomethine group (C=N) as the central structural
form, have been the subject of prevalent research in the various fields of indus-
try, pharmaceuticals and the synthesis of biologically active organic compounds
[1] [2] [3] [4]; besides corrosion inhibitors [5]. Recently Schiff bases became an
important class of ligands in coordination chemistry [6]; Metal complexes the-
How to cite this paper: Taha, N.I., Tapa-
bashi, N.O. and El-Subeyhi, M.N. (2018)
Green Synthesis of New Tetra Schiff Bases
and Bis-Azo Bis-Schiff Bases Derived from
2,6-Diaminopyridine as Promising Photo-
sensitizers. International Journal of Organ-
ic Chemistry, 8, 309-318.
https://doi.org/10.4236/ijoc.2018.83023
Received: June 21, 2018
Accepted: August 17, 2018
Published: August 20, 2018
Copyright © 2018 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