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

被引:0
作者
Tawfeek, Hendawy N. [1 ]
Tawfeek, Ahmed M. [2 ]
Braese, Stefan [3 ]
Nieger, Martin [4 ]
El-Sheref, Essmat M. [1 ]
机构
[1] Minia Univ, Fac Sci, Chem Dept, El Minia 61519, Egypt
[2] King Saud Univ, Coll Sci, Chem Dept, Riyadh 11451, Saudi Arabia
[3] Karlsruhe Inst Technol, Inst Biol & Chem Syst, IBCS FMS, D-76131 Karlsruhe, Germany
[4] Univ Helsinki, Dept Chem, POB 55,AI Virtasen Aukio 1, Helsinki 00014, Finland
关键词
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; HIRSHFELD SURFACE; CRYSTAL-STRUCTURE; DESIGN;
D O I
10.1016/j.heliyon.2024.e25248
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
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 Econfiguration 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.
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页数:17
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