Open AccessBenzazole derivatives, VI: Synthesis of some 2-styrylbenzimidazoles and their quaternization
Author(s) -
Corina Cernătescu,
Eugenia Comăniţá
Publication year - 2005
Publication title -
chemical industry and chemical engineering quarterly
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.189
H-Index - 26
eISSN - 2217-7434
pISSN - 1451-9372
DOI - 10.2298/ciceq0501019c
Subject(s) - chemistry , methyl iodide , benzene , condensation , ring (chemistry) , ethylene , iodide , organic chemistry , autoclave , polymer chemistry , medicinal chemistry , catalysis , physics , thermodynamics
In this paper an alternative method for obtaining styrylbenzimidazolium iodides was described. Thus, some 1-methyl-2-styrylbenzimidazoles were synthesized by the condensation of 1,2-dimethylbenzimidazoles containing a mono- or di-substituted benzene ring (X = NO2, Br), at their reactive 2-methyl group with aromatic aldehydes by heating at high temperature. Some of the 2-styrylbenzimidazoles were proved to be able to convert into benzimidazolium quaternary iodides by treating them with methyl iodide in an autoclave. The structures of the 2-styrylbenzimidazoles and corresponding iodomethyl derivatives were investigated by IR and 1H-NMR spectral measurements. The obtained compounds are valuable due to their structures of polyenic dyes, with a photoexcitable ethylene bond.