Preparation of new derivatives of quinolines fused with 1,2,4-triazole-3-thiones and 1,3,4-thiadiazoles Lilit Hambardzumyan and Iskuhi Aleksanyan 1 Senior Researcher, Yerevan State University, Republic of Armenia, Yerevan, 0025, 1 Alex Manoogian, 2 Researcher, Yerevan State University, Republic of Armenia, Yerevan, 0025, 1 Alex Manoogian unit of many synthetic and natural biologically active molecules [1,2] and is an important scaffold for the development of new drugs [3-4] . Among the important heterocyclic moieties of biological and pharmacological interest, the quinoline ring is endowed with various activities, such as antituberculosis [5] , antimalarial [6] , antiinflammatory [7] , anticancer [8], antibiotic [9], and other biological activities. Keeping this in view, we have designed two new series of quinoline derivatives with possibly a new mode of action. The design concepts have been drawn in Scheme 1. New series of quinoline derivatives were synthesized starting from 3-(2-hydroxy-4- methylquinolin-3-yl)propanoic acids (1а-с) through multi-step reactions. In the reaction sequence, substituted 3-(2-hydroxy-4-methylquinolin-3-yl)propanoic acids (1а-с) was underwent esterification to benz-substituted ethyl 3-(2-hydroxy-4-methylquinolin-3-yl)propanoates (2а-с), the hydrazinolysis of compound 2a-c was carried out with hydrazine hydrate resulting in the to 3-(2-hydroxy-4-methylquinolin-3-yl)propanehydrazides (3а-с), which was then transformed to 2-(3-(2-hydroxy-4-methylquinolin-3-yl)propanoyl)-N-phenylhydrazine-1-carbothioamides (4а-с). The key scaffolds 5-(2-(2-hydroxy-4-methylquinolin-3-yl)ethyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thiones (5а-с) and 4-methyl-3-(2-(5-(phenylamino)-1,3,4-thiadiazol-2-yl)ethyl)quinolin-2-ols (6а-с) obtained from the compounds 4а-с, which were successfully converted to target quinoline derivatives, by cyclization using 5% NaOH solution to form 5а-с and with conc. H 2 SO 4 to give 6a-d, in good yields as reported in the literature [10]. Quinoline and its derivatives have always attracted both synthetic and biological chemist as it is one of the key building elements for many naturally occurring compounds. Quinoline fragment constitutes an important structural
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