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Updated: Jun 1, 2026
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Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
(E)-N'-(3,4-Dimethoxy-benzyl-idene)-2,4-dihydroxy-benzohydrazide methanol solvate
Qiao-Ling Zhang1, Li-Zi Yin, Xu-Ming Deng
1College of Animal Science and Veterinary Medicine, Jilin University, Changchun 130062, People's Republic of China.
Summary
A novel Schiff base molecule was synthesized and characterized. Its structure reveals near-planar geometry and an E configuration, with extensive hydrogen bonding forming a 2D network with methanol.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Benzohydrazide derivatives are important precursors in Schiff base synthesis.
- Understanding molecular structure and intermolecular interactions is key to material design.
Purpose of the Study:
- To synthesize and characterize a new Schiff base derived from 3,4-dimethoxy-benzaldehyde and 2,4-dihydroxy-benzohydrazide.
- To elucidate the solid-state structure and intermolecular interactions of the synthesized Schiff base-methanol adduct.
- To investigate the crystal packing and hydrogen bonding network.
Main Methods:
- Condensation reaction between 3,4-dimethoxy-benzaldehyde and 2,4-dihydroxy-benzohydrazide.
- Single-crystal X-ray diffraction analysis to determine molecular and crystal structure.
- Analysis of bond lengths, bond angles, and hydrogen bonding patterns.
Main Results:
- The title compound, C(16)H(16)N(2)O(5)·CH(3)OH, was successfully synthesized.
- The Schiff base molecule exhibits approximate coplanarity of non-hydrogen atoms with a small dihedral angle (1.6°) between benzene rings.
- An intramolecular O-H⋯O hydrogen bond and an intermolecular hydrogen bonding network forming a 2D structure were observed.
Conclusions:
- The synthesized Schiff base possesses a well-defined molecular geometry.
- The compound forms a stable two-dimensional supramolecular network through extensive hydrogen bonding.
- The structural insights provide a basis for designing related functional materials.
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