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

**Authors:** Hendawy N. Tawfeek, Ahmed M. Tawfeek, Stefan Bräse, Martin Nieger, Essmat M. El-Sheref

PMC · DOI: 10.1016/j.heliyon.2024.e25248 · Heliyon · 2024-02-01

## TL;DR

Researchers developed a new method to create specific chemical compounds and confirmed their structures using advanced techniques.

## Contribution

A novel aza-Michael addition method for synthesizing 1,2-dihydroquinolinehydrazonopropanoate derivatives with confirmed E-configuration.

## Key findings

- The E-configuration of the synthesized compounds was confirmed via X-ray crystallography.
- Crystal packing showed intermolecular and hydrogen bonds aligned parallel to the bc plane.
- Structures were verified using FTIR, NMR, and mass spectrometry.

## 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.

## Linked entities

- **Chemicals:** ethyl propiolate (PubChem CID 12182)

## Full text

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## Figures

21 figures with captions in the complete paper: https://tomesphere.com/paper/PMC10884343/full.md

## References

35 references — full list in the complete paper: https://tomesphere.com/paper/PMC10884343/full.md

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Source: https://tomesphere.com/paper/PMC10884343