SYNTHESIS, CHARACTERISATION OF SCHIFF BASES FROM PABA USING ANHYDROUS ZINC CHLORIDE AS CATALYST.

Project report submitted to, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad, Andhra Pradesh. For the partial fulfillment of the requirement for the award of the degree, Bachelor of Pharmacy By K. Ajay Kumar (09EC1R0010), D. Shamili (09EC1R0041), E.Sravani (09EC1R0044), M.Supriya (09EC1R0048), P.Shivanjaneyulu (10EC5R0003), Under the esteemed guidance of, Mr.R.John Sunil M.Phil (Ph.D). Associate Professor,

Department of Medicinal Chemistry, Vaageswari Institute of Pharmaceutical Sciences, Beside L.M.D Police station, Ramakrishna colony, Thimmapur, Karimnagar, Andhra Pradesh, April, 2012-2013.

VAAGESWARI INSTITUTE OF PHARMACEUTICAL SCIENCES, Beside L.M.D police station, Ramakrishna colony, Thimmapur, Karimnagar, Andhra Pradesh.

DECLARATION
We hereby declare that the project report entitled Synthesis ,Characterization of Schiff bases from PABA using anhydrous Zinc chloride as catalyst submitted for the degree of bachelor of pharmacy in Medicinal chemistry is our original work and the thesis has not formed the basis for the award of any degree, diploma, associate ship, fellowship or similar other titles. It has not been submitted to any other university or institution for the award of any degree or diploma. Place: Date: Signature of the Project Trainees: Names: 1. 2. 3. 4. 5.

VAAGESWARI INSTITUTE OF PHARMACEUTICAL SCIENCES, Beside LMD Police Station, Ramakrishna colony, Thimmapur, Karimnagar, Andhra Pradesh.

CERTIFICATE FROM THE GUIDE.

This is to certify that the project entitled Synthesis ,Characterization of Schiff bases from PABA using anhydrous Zinc chloride as catalyst done for the partial fulfillment for the award of degree of Bachelor of pharmacy has been carried out K.Ajay kumar, D.Shamili, E.Sravani,

M.Supriya and P.Shivanjaneyulu under my supervision and guidance at the department of Medicinal Chemistry, at Vaageswari Institute Of

Pharmaceutical Sciences, during the year 2012-2013. It is further certified that this work or any part of this work has not been previously found the basis for the award of degree, diploma, fellowship of other similar titles.

Karimnagar: Date:

MR.R.JOHN SUNIL, Associate professor, Department of Medicinal Chemistry.

VAAGESWARI INSTITUTE OF PHARMACEUTICAL SCIENCES, Beside LMD Police Station, Ramakrishna colony, Thimmapur, Karimnagar, Andhra Pradesh.

CERTIFICATE FROM THE CO-GUIDE.

This is to certify that the project entitled Synthesis ,Characterization of Schiff bases from PABA using anhydrous Zinc chloride as catalyst done for the partial fulfillment for the award of degree of Bachelor of pharmacy has been carried out K.Ajay kumar, D.Shamili, E.Sravani,

M.Supriya and P.Shivanjaneyulu under my co- supervision and co-guidance at the department of Medicinal Chemistry, at Vaageswari Institute Of Pharmaceutical Sciences, during the year 2012-2013. It is further certified that this work or any part of this work has not been previously found the basis for the award of degree, diploma, fellowship of other similar titles.

Karimnagar: Date:

MR.R.JOHN SUNIL, Associate professor, Department of Medicinal Chemistry.

VAAGESWARI INSTITUTE OF PHARMACEUTICAL SCIENCES, Beside LMD police station, Ramakrishna colony, Thimmapur, Karimnagar, Andhra Pradesh.

CERTIFICATE FROM THE PRINCIPAL.

This is to certify that the thesis entitled Synthesis, Characterization of Schiff bases from PABA using anhydrous Zinc chloride as catalyst that is being submitted by K.Ajaykumar, D.Shamili, E.Sravani, M.Supriya, and P.Shivanjaneyulu for the partial fulfillment of the award of degree of Bachelor of pharmacy to the Jawaharlal Nehru Technological University is a record of bonafide work carried out by them at our organization during the year 20122013.

Karimnagar: Date:

MR. Dr. R. RAMA KRISHNA, Principal, VIPS, Karimnagar.

Dedicated to the Almighty God, Beloved Parents, Respected Teachers, And my well wishers

ACKNOWLEDGEMENTS. 1. The present thesis is the outcome and inspiration from many close quanters. To acknowledge our debt in full for all help that we received whilst doing our project work would involve contribution of many names. 2. To carry out project work needs a lot of patience, dedication. In addition to this to avail the guidance of proper guide in another important aspect. 3. Words can hardly substitute the immense depth of gratitude and indebtedness that we owe to our reverend Guide MR.R.JOHNSUNIL for initiating us into the art of synthetic organic chemistry and for his sagacious, incessant guidance, constant encouragement, inspiration, focusing criticism, perusal preparation of the manuscript, patience and instant provision of all the requirements through the course of work. 4. We pay our gratitude and profound thanks to our Principal DR.R.RAMAKRISHNA Garu for providing all the facilities and encouraging support during course of our work. 5. We also convey our regards to Correspondent DR.G.SREENIVAS REDDY Garu for his valuable aids unseen blessings and helpful attitude throughout in completion of our work. 6. We are thankful to all our FRIENDS for their timely help. 7. We must not forget to convey our deepest sense of gratitude to our loving PARENTS from the core of our heart. Without their support and blessings its impossible to come to this pinnacle. 8. Last but not least we accord our heartiest thanks to our GOD we bow our head to god for being with us always.

ABBREVATIONS.

SERIAL NUMBER SYMBOL ABBREVATION 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 Gms Ml %

Grams. Milliliter. Percentage. Centigrade. Retention factor. Alkyl. Wave number. Para amino benzoic acid. Moles. Thin layer chromatography. Minutes. Hours. Millimeter. Infrared. Transmittance

RF R cm1 PABA Mol TLC Min Hrs mm IR T

LIST OF TABLES.

SERIAL NUMBER

TITLE

PAGE NUMBER

1 2 3 4 5

TABLE OF RECRYSTALLISATIONS. TABLE OF MELTING POINTS. TABLE OF CHARACTERISATION. TABLE OF SYNTHETIC COMPARISON. TABLE OF IR INTERPRETATION.

4O 40 41 42 43

CHEMICAL ABSTRACT.

The main objective of the medicinal chemistry is to synthesize the compounds that show promising activity as therapeutic agents with low toxicity. The scheme involves synthesis, characterization of Schiff bases from PABA using anhydrous zinc chloride as catalyst. Since Schiff bases are the intermediates in synthesis of beta lactams, so an attempt was made to synthesize Schiff bases by treating PABA with aromatic substituted as well as unsubstituted aldehydes using anhydrous zinc chloride as catalyst in good amount. The identification and characterization of the synthesized compounds were carried out by melting point, thin layer chromatography, FT-IR, NMR, Mass data to ascertain that all synthesized compounds were of different chemical nature than the respective parent compound. Key words: PABA, Aldehydes, Schiff bases, Zinc chloride catalyst.

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GRAPHICAL ABSTRACT.

R O OH R R1 R NH2 O
1

+
N

H2O

HO

11

TABLE OF CONTENTS.

CHAPTER

CONTENTS

PAGE NUMBER

INTRODUCTION.

13-21

AIMS AND OBJECTIVES.

22

LITERATURE SURVEY.

23-29

MATERIALS AND METHODS.

30-33

RESULTS AND DISCUSSIONS.

34-49

SUMMARYAND CONCLUSION.

50

REFERENCES.

51-52

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