Synthesis, Spectral Analysis and Anti Cancer Activity of of (E)-2-(4-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1-(benzo[d]thiazol-2-yl)diazene

Synthesis, Spectral Analysis and Anti Cancer Activity of 1,2,3-triazols

Abstract

The present work provides a comprehensive guide to the design and high-yield synthesis of 1,2,3-triazole derivatives employing a wide range of chemicals, bases, and catalysts. It is simple, efficient, and effective to develop this methodology We have developed amide coupling reagents that are more convenient, milder, and allow for higher selectivity under mild reaction conditions. benzo[d]thiazol-2-amine (I) treated with NaNO₂/HCl gives diazonium salt (II)  and  compound (II) reacts with Phenol gives intermediate (III). To get phenoxide compound (IV) compound (III) is treated with K₂CO₃/DMF. To get (E)-1-(benzo[d]thiazol-2-yl)-2-(4-(prop-2-ynyloxy)phenyl)diazene (V), compound (IV) is treated with 3-bromoprop-1-yne. Derivatives of (VIa-p) is synthesized when compound (V) is treated with Aniline and CuI/THF. The derivatives of (VIa-p) has showed moderate to excellent efficacy when tested for anticancer properties against several cancer cell lines. The MCF-7 cell line was the most resistant to compounds 6a and 6e, with an IC₅₀ value of 1.92 and 1.99µM respectively. In order to determine the structures of the newly synthesized compounds, ¹H NMR, ¹³C NMR, IR, and ESI-HRMS were used.