Development and Comprehensive Analysis of New Schiff Base Compounds Originating from Methylpiperazine

Yıl 2025, Cilt: 15 Sayı: 2, 112 - 126, 31.12.2025

Yıldız Uygun Cebecı

https://doi.org/10.37094/adyujsci.1689333

Öz

A novel series of Schiff base derivatives was synthesized starting from methylpiperazine through a multistep reaction sequence involving esterification, hydrazide formation, and condensation with various aromatic aldehydes. The resulting compounds (4a–g) were characterized by FT-IR, ¹H NMR, ¹³C NMR, and EI-MS spectroscopy, which confirmed the successful formation of the imine (C=N) linkage and the incorporation of functional groups such as methoxy, hydroxyl, halogen, and heteroaryl moieties. Spectral data revealed characteristic azomethine proton signals (7.19–8.93 ppm) and imine carbon stretches (1603–1623 cm⁻¹), consistent with Schiff base formation. Mass spectrometry further supported the molecular structures with well-defined molecular ion peaks and expected fragmentation patterns. The synthetic strategy afforded high product yields (81–93%) under mild conditions, demonstrating the efficiency of the condensation approach. The structural diversity and ease of modification suggest that these Schiff bases represent valuable scaffolds for further biological evaluation and materials research.

Anahtar Kelimeler

Schiff bases , Methylpiperazine Condensation , NMR , IR spectroscopy , Characterization

Metilpiperazinden Türeyen Yeni Schiff Bazı Bileşiklerinin Sentezlenmesi ve Kapsamlı Analizi

Öz

Metilpiperazinden başlanarak çok basamaklı bir reaksiyon dizisiyle (esterleşme, hidrazid oluşumu ve çeşitli aromatik aldehitlerle kondenzasyon) yeni bir Schiff bazı türevleri serisi sentezlenmiştir. Elde edilen bileşikler (4a–g), FT-IR, ¹H NMR, ¹³C NMR ve EI-MS spektroskopisi ile karakterize edilmiş ve bu analizler, imin (C=N) bağının başarılı bir şekilde oluştuğunu ve metoksi, hidroksil, halojen ve heteroaril gibi fonksiyonel grupların bileşiklere dahil edildiğini doğrulamıştır. Spektral veriler, Schiff bazı oluşumuyla uyumlu olarak karakteristik azometin proton sinyallerini (7.19–8.93 ppm) ve imin karbon gerilme bantlarını (1603–1623 cm⁻¹) ortaya koymuştur. Kütle spektrometrisi, belirgin moleküler iyon pikleri ve beklenen parçalanma desenleriyle moleküler yapıları desteklemiştir. Sentez stratejisi, ılımlı koşullar altında yüksek ürün verimleri (%81–93) sağlamış ve kondenzasyon yaklaşımının etkinliğini göstermiştir. Yapısal çeşitlilik ve modifikasyon kolaylığı, bu Schiff bazlarının biyolojik değerlendirme ve malzeme araştırmaları için değerli iskeletler olduğunu göstermektedir.

Anahtar Kelimeler

Schiff bazları , Metilpiperazin kondenzasyonu , NMR , IR spektroskopisi , Karakterizasyon

Kaynakça

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