Design, Synthesis of Novel Benzylidenehydrazone Derivatives

Abstract This article describes the synthesis of new benzylidenehydrazone derivatives (4a-c). These compounds were synthesized by first designing N-substituted benzaldehyde derivatives (3a-c) through the action of cyclic amine with 2-chloro-5-nitrobenzaldehyde (2). Condensation of these aldehydes (3a-c) with tosylhydrazine led to hydrazones derivatives (4a-c). The structures of these compounds were characterized by 1H, 13C Nuclear Magnetic Resonance (NMR) spectroscopy, and High-Resolution Mass Spectrometry (HRMS) analysis. Three of them were identified by X-ray crystallography.

Keywords: Hydrazone, tosylhydrazine, nitration, nucleophilic substitution, X-ray crystallography.

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Updated: January 20, 2024 — 7:30 am