METHOD OF SYNTHESIS NOVEL N'-SUBSTITUTED2-((5-(THIOPHEN-2-YLMETHYL)-4H-1,2,4-TRIAZOL-3-YL)THIO) ACETOHYDRAZIDES

Year 2020, Volume: 44 Issue: 2, 242 - 252, 31.05.2020

Andrey Safonov

https://doi.org/10.33483/jfpau.580011

Cited By: 10

Abstract

Objective: The purpose of this work is to synthesize new series of N'-substituted-2-((5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetohydrazides.

Material and Method: The compound (3) (2-((3-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-5-yl)thio)acetohydrazide) was synthesized by adding hydrazine hydrate to isopropyl 2-((3-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-5-yl)thio)acetate (1) and refluxed for 3-4 h in propan-2-ol. Synthesis of (5a-s) (N'-substituted-2-((3-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-5-yl)thio)acetohydrazide) was carried out by adding aromatic or heterocyclic aldehyde to 2-((3-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-5-yl)thio)acetohydrazide (3) in acetic acid. The structure of synthesized compounds is confirmed using Elemental analysis (CHNS), 1H-NMR and Chromatographic mass spectral analysis.

Result and Discussion: The compound (3) was synthesized by adding hydrazine hydrate to compound (1) and compound (3) characterized by 1H-NMR peak, as a singlet due to (NH2) at δ=2.01ppm. Synthesis of (5a-s) was carried out by adding aromatic or heterocyclic aldehyde to compound (3) in acetic acid. The signals of 1H NMR for (5a-s) are consented with the proposed structure. The elemental analysis (CHNS) was accomplished for synthesized compounds to confirm their basic chemical structures and revealed acceptable agreement with the calculated percentages.

Keywords

1H-NMR, heterocyclic compounds, synthesis, 1.2.4-triazole

Thanks

We're grateful to the Zaporizhzhia State Medical University for providing some facilities in carrying out the research.

YENİ N'-SÜBSTİTÜE-2-((5-(TİYOFEN-2-İLMETİL)-4H-1,2,4-TRİAZOL-3-İL)TİYO) ASETOHİDRAZİTLERİN SENTEZ YÖNTEMİ

Abstract

Amaç: Bu çalışmanın amacı, bir seri yeni N'-sübstitüe-2-((5-(tiyofen-2-ilmetil)-4H-1,2,4-triazol-3-il)tiyo)asetohidrazit sentezlemektir.

Gereç ve Yöntem: Bileşik (3) (2-((3-(tiyofen-2-ilmetil)-1H-1,2,4-triazol-5-il)tiyo)asetohidrazit), izopropil 2-((3-(tiyofen-2-ilmetil)-1H-1,2,4-triazol-5-il)tiyo)asetat (1)'e hidrazin hidrat ilave edilerek sentezlenmiş ve propan-2-ol içerisinde 3-4 saat geri çeviren soğutucuda bekletilmiştir. Bileşikler (5a-s) (N'-sübstitüe-2-(((3-(tiyofen-2-ilmetil)-1H-1,2,4-triazol-5-il)tiyo)asetohidrazit), 3-(tiyofen-2-ilmetil)-1H-1,2,4-triazol-5-il)tiyo)asetohidrazit (3) aromatik veya heterosiklik aldehit ilave edilerek sentezlenmiştir. Çözücü olarak asetik asit kullanılmıştır. Sentezlenen bileşiklerin yapısı, Elementel analiz (CHNS), 1H-NMR ve Kromatografik kütle spektral analizi kullanılarak doğrulanmıştır.

Sonuç ve Tartışma: Bileşik (3), Bileşik (1)'e hidrazin hidrat ilave edilerek sentezlenmiş ve NH = 2,01 ppm’de (NH2) nedeniyle bir singlet formunda 1H-NMR pik ile karakterize edilmiştir. Bileşikler (5a-s), Bileşik (3)’e aromatik veya heterosiklik aldehit ilave edilerek asetik asit ortamda sentezlenmiştir. Bileşikler (5a-s) için önerilen yapı, 1H-NMR sinyalleri ile doğrulanmıştır. Temel kimyasal yapılarını doğrulamak için sentezlenen bileşikler üzerinde elementel analiz (CHNS) yapılmış ve hesaplanan yüzdelerle kabul edilebilir bir uyum sağladığı gösterilmiştir.

Keywords

1H-NMR, heterosiklik bileşikler, sentez, 1.2.4-triazol

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