2020
DOI: 10.3390/molecules25092235
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Crystal Structure and Hirshfeld Surface Analysis of Acetoacetanilide Based Reaction Products

Abstract: We report an unprecedented multicomponent reaction of acetoacetanilide with malononitrile leading to a structurally novel bicyclic product (9) in a high yield. The structure has been confirmed by X-ray crystallography and comparative Hirshfeld surface analysis of 5-cyano-2-hydroxy-2-methyl-N-phenyl-4-(yridine-4-yl)-6-(thiophen-2-yl)-3,4-dihydro-2H-pyran-3-carboxamide 2, 5-cyano-2-hydroxy-2-methyl-6-oxo-N-phenyl-4-(thiophen-2-yl)piperidine-3-carboxamide 4 and 2-(8-amino-7,8a-dicyano-1-imino-4a-methyl-3-oxo-2-ph… Show more

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Cited by 26 publications
(16 citation statements)
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“…In the framework of ongoing structural studies (Safavora et al, 2019;Naghiyev et al, 2020;2021a,b;Maharramov et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 2-amino-4-(4-methoxyphenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3carbonitrile.…”
Section: Chemical Contextmentioning
confidence: 92%
“…In the framework of ongoing structural studies (Safavora et al, 2019;Naghiyev et al, 2020;2021a,b;Maharramov et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 2-amino-4-(4-methoxyphenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3carbonitrile.…”
Section: Chemical Contextmentioning
confidence: 92%
“…As part of our studies on the chemistry of -dicarbonyl compounds, as well as taking into account our ongoing structural studies Naghiyev, Cisterna et al, 2020;Naghiyev, Mammadova et al, 2020;Naghiyev et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 3-cyano-4hydroxy-2-(4-methylphenyl)-6-oxo-N-phenyl-4-(thiophen-2yl)-cyclohexane-1-carboxamide 0.04-hydrate.…”
Section: Chemical Contextmentioning
confidence: 99%
“…Nowadays, researchers are constantly trying to develop new methods in these directions for the syntheses of structurally diverse valuable molecular entities. These approaches have successfully found application in the building of carbo-and heterocyclic ring systems (Naghiyev et al, 2020;Mamedov et al, 2019). In heterocyclic ring systems, the use of nitrogen as a bridgehead atom is being assessed widely.…”
Section: Chemical Contextmentioning
confidence: 99%