Functionally Substituted Formylphenyl Derivatives of Ethyl Nicotinates

The reactions of 4-[(4-formylphenoxy)methyl] derivatives of ethyl 6-alkyl(phenyl)-substituted nicotinates with primary amines, glycols and 1,2-phenylenediamine, leading to the formation of the corresponding azomethines, 1,3-dioxolanes, and 2,3-dihydrobenzylimidazoles with preparative yields were stu...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2020-05, Vol.56 (5), p.819-827
Main Authors: Shatirova, M. I., Nagieva, Sh. F.
Format: Article
Language:English
Subjects:
Amines
Benzene
Chemical analysis
Chemistry
Chemistry and Materials Science
Derivatives
Infrared analysis
Infrared spectroscopy
NMR spectroscopy
Organic Chemistry
Phenylenediamine
Substitutes
Synthesis
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Summary:The reactions of 4-[(4-formylphenoxy)methyl] derivatives of ethyl 6-alkyl(phenyl)-substituted nicotinates with primary amines, glycols and 1,2-phenylenediamine, leading to the formation of the corresponding azomethines, 1,3-dioxolanes, and 2,3-dihydrobenzylimidazoles with preparative yields were studied. The synthesized azomethines were selectively reduced into the corresponding secondary amines with sodium triacetoxyborohydride in benzene at 20–25°C. The composition and structure of the synthesized compounds was established by elemental analysis and IR and 1 H and 13 C NMR spectroscopy.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428020050140