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Synthesis of [2,4‐bis(arylamino)thiazol‐5‐yl](1‐methyl‐1 H ‐benzimidazol‐2‐yl)methanones
Author(s) -
Abbs Fen Reji T. F.,
Rajasekharan Kallikat N.
Publication year - 2009
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.162
Subject(s) - chemistry , thiazole , synthon , thiourea , benzimidazole , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry
Abstract[2,4‐Bis(arylamino)thiazol‐5‐yl]‐(1‐methyl‐1 H ‐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 [CNCS] synthons. The remaining carbon of the thiazole is sourced from 2‐(2‐bromoacetyl)‐1‐methyl‐1 H ‐benzimidazole. This [4+1] heterocyclization reaction is adopted for the synthesis of novel 1‐methyl‐1 H ‐benzimidazole derivatives. J. Heterocyclic Chem., (2009).