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Updated: Jun 1, 2026
09:45
Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
2-(3,5-Di-tert-butyl-4-hydroxy-benzyl-sulfan-yl)-N'-(3-methoxy-benzyl-idene)acetohydrazide.
Wagee A Yehye1, Azhar Ariffin, Noorsaadah Abdul Rahman
1Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.
Summary
This study details a novel N-benzylideneacetohydrazide derivative with unique structural features. The compound exhibits a planar core and forms an intramolecular hydrogen bond, influencing its crystal packing.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- N'-benzylideneacetohydrazide derivatives are known for diverse biological activities.
- Understanding the structure-property relationships of these compounds is crucial for further development.
Purpose of the Study:
- To synthesize and characterize a novel derivative of N'-benzylideneacetohydrazide.
- To elucidate the molecular structure and intermolecular interactions of the title compound.
Main Methods:
- Synthesis of the title compound (C25H34N2O3S).
- Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.
- Analysis of bond distances, angles, and torsion angles, including hydrogen bonding.
Main Results:
- The title compound, a substituted N'-benzylideneacetohydrazide, was successfully synthesized.
- X-ray diffraction revealed a planar C(carbonyl)-NH-NC(anisyl) fragment with a torsion angle of 174.9(3)°.
- An N-H⋯O hydrogen bond was observed between the -NH group and the carbonyl oxygen of an inversion-related molecule.
Conclusions:
- The synthesized compound possesses a well-defined planar core structure.
- The observed hydrogen bonding plays a significant role in the crystal packing and stability of the molecule.
- This structural information provides a basis for understanding the chemical properties and potential applications of this class of compounds.
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