1977
DOI: 10.1515/znb-1977-0419
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Study of the Reactivity of 2-Cinnamoylbenzimidazole towards Thiourea, Urea, Hydrazines and Hydroxylamine Hydrochloride

Abstract: The reactivity of heterocyclic α,β-unsaturated ketones towards the title compounds has been studied. A pyrimidine, pyrazoline, isoxazoline and a fused pyrrolidine rings have been built up. Mannich reaction was tried with the pyrazoline derivative (4 d). Bromination of the 2-cinnamoyl compounds (1 a-c), and cyclization of the products were also undertaken.

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Cited by 8 publications
(2 citation statements)
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“…7,8 Treatment of 2 with equimolar amounts of 2-amino-2-methylacrilonitrile in refluxing glacial acetic acid afforded the corresponding 4-aryl-6-(1H-benzoimidazol-2-yl)-2-methyl-1,4-dihydropyridine-3-carbonitrile (3a-c) in acceptable yields, Scheme 1. Structure of compounds 3a-c was elucidated by analytical and spectroscopic data.…”
Section: Resultsmentioning
confidence: 99%
“…7,8 Treatment of 2 with equimolar amounts of 2-amino-2-methylacrilonitrile in refluxing glacial acetic acid afforded the corresponding 4-aryl-6-(1H-benzoimidazol-2-yl)-2-methyl-1,4-dihydropyridine-3-carbonitrile (3a-c) in acceptable yields, Scheme 1. Structure of compounds 3a-c was elucidated by analytical and spectroscopic data.…”
Section: Resultsmentioning
confidence: 99%
“…Another heterocyclic unit of the title compounds, benzimidazole bicycle, is widely used for constructing fluorescent materials. SCOPUS database reports more than 1400 references on this request, its biological applications are much wider … Quite unexpected to us is the limited number of publications devoted to aryl pyrazolines with benzimidazole moiety [26][27][28][29][30]. Most of these papers are focused on their synthesis, and only a few oneson the investigation of luminescent properties [31,32] and their application as fluorescent sensing compounds [33].…”
Section: Introductionmentioning
confidence: 99%