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Stereoselective synthesis and X-ray structure determination of novel 1,2-dihydroquinolinehydrazonopropanoate derivatives

Tawfeek, Hendawy N.; Tawfeek, Ahmed M.; Bräse, Stefan 1; Nieger, Martin; El-Sheref, Essmat M.
1 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)

Abstract:

A novel series of 1,2-dihydroquinolinhydrazonopropanoate have been synthesized via a convenient aza-Michael addition reaction between hydrazinylquinolinones and ethyl propiolate in ethanol under refluxing temperature. The structures for all obtained products were confirmed with FTIR, NMR spectrums, as well as mass spectrometry. In addition, the monoclinic structure for compounds 8a, 8c, and 8d was also confirmed via X-ray crystallography analyses. The E-configuration for the obtained products was confirmed form the X-ray analysis. On the other hand, the crystal packing shows that the intermolecular and hydrogen bonds between atoms are parallel to the bc plan.


Verlagsausgabe §
DOI: 10.5445/IR/1000169071
Veröffentlicht am 15.03.2024
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Publikationstyp Zeitschriftenaufsatz
Publikationsdatum 29.02.2024
Sprache Englisch
Identifikator ISSN: 2405-8440
KITopen-ID: 1000169071
Erschienen in Heliyon
Verlag Elsevier
Band 10
Heft 4
Seiten Art.-Nr.: e25248
Vorab online veröffentlicht am 01.02.2024
Schlagwörter Aza-michael addition, Hydrazono-hydrazides, Stereoselective synthesis, 4-Hydrazinyl-quinolin-2(1H)-Ones, Ethyl propiolate, 1,2-Dihydroquinolin-4-yl(hydrazono)propanoate and X-ray crystallography
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Web of Science
Scopus
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