Synthesis of new nitrogenous derivatives based on 3-chloro–1-methyl-1H-indazole

Abstract

This, work,describes, the synthetic procedure for the, synthesis of 27 compounds derived from 3-Chloro-1-methyl-1H-indazole. The synthesis of these compounds involved many routes. The first route includesd the reaction of parent compound (3-Chloro-1-methyl-1H-indazole) with amino acid (β-alanine, glycine and alanine)((1,3 and 4),then cyclized the products,with acetic anhydride produced (2,5,6).The second route included reaction of parent compound with acetamide to offer product(7) which underwent to Claisen-Schmidt,,condensation to form, chalcone(8). The last cyclized with,malononitrile to give amino, pyridine, derivative(9). Which was acylation with ethylaceto acetate to give derivative (10). When the, latter treated with HCl in ethanol produced cyclic amide (11). The third route included esterification of carboxylic group of compound (3) to produce (12) and then convert ester to, acid hydrazide (13). From hydrazide,,many heterocyclic,derivatives contain,,five member ring were synthesized, Such as pyrazole pyrazolone, triazole,,,thiazole and oxazole (14-27). The structures, of all synthesized compounds were confirmed by using spectroscopic analysis such as UV, FTIR,1HNMR and13C-NMR.