Synthesis of [2,4‐bis(arylamino)thiazol‐5‐yl](1‐methyl‐1H‐benzimidazol‐2‐yl)methanones

Abstract

Abstract magnified image[2,4‐Bis(arylamino)thiazol‐5‐yl]‐(1‐methyl‐1H‐benzimidazol‐2‐yl)methanones, as the analogs of the cytotoxic marine alkaloid dendrodoine, are synthesized and characterized by elemental analysis, IR, NMR, and Mass spectral data. The thiourea derivatives provide four ring atoms for the thiazole ring construction and thus act as [CNCS] synthons. The remaining carbon of the thiazole is sourced from 2‐(2‐bromoacetyl)‐1‐methyl‐1H‐benzimidazole. This [4+1] heterocyclization reaction is adopted for the synthesis of novel 1‐methyl‐1H‐benzimidazole derivatives. J. Heterocyclic Chem., (2009).