Synthesis Characterization and Biological Evaluation of Novel Thiazole Derivatives Containing Indole Moiety Bearing-Tetrazole
Purpose: The article is aimed to synthesize,characterize and screening the biological activity of a series of Synthesis of 1-(2-(3-(3-chloro-1-(4-substituted phenyl)-4-tetrazole-2-yl)-1H-indol-1-yl)acetyl)-4-(2-(4-substituted phenyl)hydrazono)-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one 4(a-f). Indole-3-carbaldehyde and chloro ethyl acetate were dissolved in DMF. To this reaction mixture anhydrous K2CO3 was added and the reaction mixture was stirred at room temperature(350C) for 8 hours. To afford 2-(3-formyl-1H-indol-1-yl)acetate. To this reaction mixture added aniline,EtoH and three drops of acetic acid is added and then heated on a steam bath for 5-6 hrs.Compound(A) Ethyl 2-(3-phenyl imino)methyl-1H-Indole-1-yl-acetate was obtained. Compound(A) is converted into Ethyl2-(3-(1-phenyl-1H-tetrazol-5-yl)-1H-indol-1-yl)acetate (1) by using of conditions (1)PCl3,1000C,1hr (2)NaN3(ice cold),ZnCl2,Sodium acetate,acetone,water,RT. Schiff base synthesis of thiazole derivatives containing Indole moiety bearing tetrazole ring were synthesised by the condensation of 2-(3-(3-chloro -1-(4-substitued phenyl )-4-tetrazole -2-yl)-1H-Indole –1-yl) Aceto hydrazide with potassium thio cyanide and substituted ketones. Then 1-(2-(3-(3-chloro-1-(4-substituted phenyl)-4-tetrazole-2-yl)-1H-indol-1-yl)acetyl)-4-(2-(4-substituted phenyl)hydrazono)-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one is obtained. The structure of these newly synthesized compounds were characterized by 1H NMR,13CNMR ,Mass ,IR, and elemental analysis. The antimicriobial activity of the novel compounds was screened by agar discdiffusion method.