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Benzazole derivatives, IV: Reaction of 1,2,3-trimethylbenzimidazolium salts with aromatic aldehydes
Author(s) -
Corina Cernătescu,
Eugenia Comăniţá
Publication year - 2005
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc0512381c
Subject(s) - piperidine , chemistry , benzene , reactivity (psychology) , methyl iodide , ring (chemistry) , medicinal chemistry , catalysis , iodide , organic chemistry , spectroscopy , nuclear magnetic resonance spectroscopy , medicine , physics , alternative medicine , pathology , quantum mechanics
Trimethylbenzimidazolium iodide and its analogue salts with one or two substituents on benzene ring (X = NO 2 ,B r, Cl, CH 3 ) are, due to the reactivity of the 2-methyl group, able to react with para-substituted aromatic aldehydes (X = OH, OCH 3 ,C H 3 ,N Me 2 ,N O 2 ) using piperidine as a catalyst. 1-Methyl-2-styrylbenzimi- dazole iodomethylates were obtained and their structure elucidated by means of NMR and IR spectroscopy. The compounds are interesting as hemicyanine dyes. They lend themselves to studies based on electronic absorption spectroscopy and they have potential practical applications linked to their photosensitive properties.

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