Studies directed towards the synthesis of Azoles and its derivatives

Abstract

The thesis entitled “STUDIES DIRECTED TOWARDS THE SYNTHESIS OF AZOLES AND ITS DERIVATIVES” is divided into five chapters. The title of the thesis clearly reflects the objective, which is to take up a detailed study of synthesis and characterization of new azole derivatives, nitrogen containing heterocyclic compounds. CHAPTER-1 “INTRODUCTION TO AZOLES CHEMISTRY” This chapter is an introductory summary of azoles, synthesis and its importance in medicinal chemistry. Several biologically active azole derivatives are discussed in following chapters. CHAPTER-2 SYNTHESIS AND CHARACTERIZATION OF 9-METHYL-2-MORPHOLIN-4 YL-8-SUBSTITUTED PHENYL-1H-PURINE DERIVATIVES A purine is a heterocyclic aromatic organic compound, consisting of a pyrimidine ring fused to an imidazole ring. Purines, including substituted purines and their tautomers, are the most widely distributed kind of nitrogen-containing heterocycle in nature. The purine bases, adenine and guanine together with pyrimidines, are fundamental components of all nucleic acids. Certain methylated derivatives of adenine and guanine 10 are also present in some nucleic acids in low amounts. Purine-related compounds have been investigated as potential chemotherapeutic agents. In continuation of the development of useful synthetic methodologies, we have studied that Purine derivatives 6(a-l) can be synthesized efficiently by treatment of N4-Methyl-2 morpholin-4-yl-pyrimidine-4,5-diamine 5 with substituted aldehydes using polyphosphoric acid (PPA) and DMF as the solvent at room temperature. N4 Methyl-2-morpholin-4-yl-pyrimidine-4, 5-diamine 5 is used as starting material for our scheme, which can be prepared from the 5-Nitro Uracil 1 by series of synthetic reactions. 5-Nitro-1H-pyrimidine-2, 4-dione (5-Nitro Uracil) 1 can be prepared by using uracil upon treatment with Fuming nitric acid and H2SO4. The condensation reaction between, N4-Methyl-2-morpholin-4-yl-pyrimidine-4, 5 diamine 5 and substituted aldehydes is known for practical synthesis of N substituted amides. Apart from handling these toxic Several aldehydes (aromatic, heteroaromatic and aliphatic) underwent the above conversion to form a series of 9-Methyl-2-morpholin-4-yl-8-phenyl-9H-purines 6(a-l). Aromatic aldehydes containing both electron-donating and electron-withdrawing groups worked well along with the heteroaryl substituted adehydes.