Executive Summary :
UGC Minor Research Project awarded to Mr. M. S. Kanase
Title: A green protocol- Microwave assisted rapid synthesis and antimicrobial
activity of some thiazolidine derivatives
A brief survey of literature on thiazolidinone and its derivatives with reference to
methods of synthesis, biological and industrial importance has been carried out.The
experimental work consists of two parts.
Part I: Synthesis of 4-oxothiazolidine with Pyrimidine moiety
The derivatives viz. 3-(4,6-diphenyl-6H-1,3-thiazin-2-yl)-2(phenyl)thiazolidin-4one (IVa-l ) were synthesized by using microwave irradiation, an eco-friendly synthetic root that
reduces time of reaction, generation of by-products and enhances the yield. The yield of all
synthesized compounds were found to be in the range of 62-84%. The titled compounds were
characterized by melting points and Rf values by using Ethyl acetate (20%) and n- hexane (80%)
as a solvent system. The synthesized derivatives I (a-c), II (a-c), III (a-l) and IV (a-l) were
established on the basis of elemental analysis, NMR and Mass spectral analysis. The assigned
structures were supported by spectral data. Compounds IVf and IVh exhibited biological
activities comparable to the standard whereas IVg showed more pronounced activities than that
of the standard and this was the aim of the present study.
Part II. Synthesis of 5-(4-substituted benzylidene)-3-[(anilino) methyl]-1, 3-thiazolidene-2,4dione derivatives from Synthesis of thiazolidene-2, 4-dione.
Here we have reported simple and efficient method in synthesis of some new
thiazolidinone derivatives. It started with use of green solvent i.e. water to produce
thiazolidene-2, 4-dione (I) which further treatment with substituted benzaldehyde and sodium
acetate in presence of acetic acid afforded 5-(substituted benzylidene)-1,3-thiazolidene-2,4dione (IIa-b) followed by reaction with substituted aryl amines and formaldehyde targeted 5-(4substituted benzylidene)-3-[(anilino) methyl]-1, 3-thiazolidene-2,4-dione (III a-f). The structures
of the newly synthesized compounds were confirmed on the basis of elemental and spectral
analysis. The reagents utilized in the proposed method are readily available and no critical
reaction conditions or tedious sample preparations are required.The yields of all synthesized
compounds were found to be in the range of 63-82%. The synthesized derivatives I, II (a-b) and
III (a-f) were established on the basis of IR, NMR, Mass spectral and elemental analysis.
Social Significance
The research findings show that, the project is beneficial to the society due to the
antibacterial activities revealed by the synthesized chemicals and their importance in
pharmaceutical industry. So this research project is important in social significance point of
view. This work may be helpful to the new researchers.
The synthesized compounds were tested antibacterial activities and most of the
compounds have executed moderated to good activities. So if we expand this work to specify
their antimicrobial screening such as antibacterial, antitumor, anticancer, antidiabetic, antifungal,
antihistaminic, antidepressant, anti-inflammatory, analgesic etc., it could be helpful the mankind
to fight against these diseases.
These research findings of the work have wide application in production of new
chemicals which may prove to be good drugs and hence would be helpful in pharmaceutical
industry.In other words, this research work is really beneficial for the betterment of the society.
PUBLICATIONS :
1. Synthesis and antimicrobial screening of some new N1-citralidene hydrazido quinolin- 2(1H)one derivatives,
Journal of Chemical, Biological and Physical Sciences: May 2013- July 2013, Vol. 3, No. 3;
1746-1750. E- ISSN: 2249 –1929.
2.Facile Green synthesis and antimicrobial evaluation of some novel thiazolidinones with
pyrimidine moiety
world Journal of Pharmaceutical Research.Volume 3, Issue 4, 668-677. Research Article
ISSN 2277 – 7105
3. Novel Synthesis of some thiazolidinone derivatives
INT J CURR SCI 2014, 13: E 104-108 ISSN 2250-1770
Book Published at International Level:
3. A various synthetic path for Oxadiazole, Triazole and Thiadizole derivatives Published at
LAP LAMBERT Academic publishing House, Germany on 1st November.2013.
ISBN No.
978-3-659-48490-2
PAPER PRESENTATION : Paper presentation and participation in International
level
conference on Innovations in energy, Polymer and Environmental Sciences organized by
Y.C.Institute of Science, Satara on 10th -12th Jan.2014