Synthesis and Structural Characterization of Some Novel Hydrazone Compounds Based on 2,4-Dinitrophenylhydrazine Containing Benzoyl Ester Group

Year 2022, Volume: 12 Issue: 1, 79 - 91, 30.06.2022

Reşit Çakmak , Eyüp Başaran

https://doi.org/10.55024/buyasambid.1135813

Cited By: 1

Abstract

Hydrazone compounds are important precursors employed to obtain candidate compounds in drug design studies. In the present study, benzoyl ester derivatives (1-5) derived from 4-(diethylamino) salicylaldehyde as a starting material were synthesized by reacting with substituted benzoyl chloride derivatives (benzoyl chloride, 2-nitrobenzoyl chloride, 3-nitrobenzoyl chloride, 4-nitrobenzoyl chloride and 3,5-dinitrobenzoyl chloride) in a 1:1 mole ratio in pyridine as a solvent. A new series of hydrazone compounds (6-10) were synthesized by the condensation reaction of 2,4-dinitrophenylhydrazine with the obtained benzoyl esters, and the structural characterization of these compounds was clarified by FT-IR, 1H NMR, 13C NMR and elemental analysis. As a result, it is thought that these compounds may show biological activities.

Keywords

Synthesis Benzoyl Ester, Hydrazone, Characterization

Benzoil Ester Grubu İçeren 2,4-Dinitrofenilhidrazin Temelli Bazı Yeni Hidrazon Bileşiklerinin Sentezi ve Yapısal Karakterizasyonu

Abstract

Hidrazon bileşikleri, ilaç tasarımı çalışmalarında aday bileşikleri elde etmek için kullanılan önemli öncülerdir. Bu çalışmada, başlangıç materyali olarak 4-(dietilamino) salisilaldehitten türetilen benzoil ester türevleri (1-5) sübstitüe benzoil klorür türevleri (benzoil klorür, 2-nitrobenzoil klorür, 3-nitrobenzoil klorür, 4-nitrobenzoil klorür ve 3,5-dinitrobenzoil klorür) ile çözücü olarak piridin ortamında 1:1 mol oranında reaksiyona girmesiyle sentezlendi. Elde edilen benzoil esterler ile 2,4-dinitrofenilhidrazinin kondenzasyon reaksiyonu ile yeni bir dizi hidrazon bileşikleri (6-10) sentezlendi ve bu bileşikler yapısal karakterizasyonu FT-IR, 1H NMR, 13C NMR ve element analizi aydınlatıldı. Sonuç olarak, bu bileşiklerin biyolojik aktiviteler gösterebileceği düşünülmektedir.

Keywords

Sentez, Benzoil Ester, Hidrazon, Karekterizasyon

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