BAZI YENİ 4-SÜBSTİTÜE-3-(MORFOLİNOMETİL)-4H-1,2,4-TRİAZOL-5-TİYOL TÜREVLERİNİN MİKRODALGA YARDIMIYLA SENTEZİ

Amaç: Bu çalışmanın amacı, mikrodalga sentez sistemi kullanarak 4-((5-((siklohekzilmetil)tiyo)-4-R1-4H-1,2,4-triazol-3-il)metil)morfolinler ile 4-((4-R1-5-(piridin-2-iltiyo)-4H-1,2,4-triazol-3-il)metil)morfolinlerin yeni serisini sentezlemektir. Gereç ve Yöntem: Başlangıç bileşikleri olarak 4-R1-3-(morfolinometil)-4H-1,2,4-triazol-5-tiyoller (burada, R=H, methyl, ethyl, phenyl, amino) kullanılır. Sentez, bir mikrodalga sentez sistemi Milestone Flexi Wave kullanılarak gerçekleştirildi. Sentezlenen bileşiklerin yapısı modern analiz yöntemleri olan 1H NMR, 13C NMR-spektroskopisi, element analizi ve gaz kromatografisi-kütle spektrometresi (GS/MS) kullanılarak doğrulandı. Sonuç ve Tartışma: Yapılan deney sonucunda sentez yöntemi mikrodalga ışınımıyla 4-((5-((siklohekzilmetil)tiyo)-4-R1-4H-1,2,4-triazol-3-il)metil)morfolinler and 4-((4-R1-5-(piridin-2-iltiyo)-4H-1,2,4-triazol-3-il)metil)morfolinler için optimize edilmiştir Tanımlanan tüm koşullar altında reaksiyonların sonuna kadar geldiği ancak reaksiyonun t = 10 min, T = 160 оС parametreleri ile teknolojik olarak en uygun olduğu tespit edilmiştir. Bu yaklaşım enerji maliyetlerini düşürmeyi ve hedef bileşiklerin verimini arttırmayı sağlamıştır. Sonuç olarak, ileri farmakolojik çalışmalarda biyolojik bileşikler olarak kullanılabilecek bir yeni 1,2,4-triazol türevi sınıfı elde edilmiştir.

Anahtar Kelimeler:

1.2.4-triazol, mikrodalga sentezi, heterosiklik

MICROWAVE-ASSISTED SYNTHESIS OF SOME NEW DERIVATIVES OF 4-SUBSTITUTED-3-(MORPHOLINOMETHYL)-4H-1,2,4-TRIAZOLE-5-THIOLES

Objective: The purpose of this work is to synthesize new series of 4-((5-((cyclohexylmethyl)thio)-4-R1-4H-1,2,4-triazol-3-yl)methyl)morpholines and 4-((4-R1-5-(pyridin-2-ylthio)-4H-1,2,4-triazol-3-yl)methyl)morpholines using a microwave synthesis system. Material and Method: As starting compounds are used 4-R1-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thioles (where, R1=H, methyl, ethyl, phenyl, amino). Synthesis was carried out using a microwave synthesis system Milestone Flexi Wave. The structure of synthesized compounds is confirmed by the use of modern methods of analysis 1H NMR, 13C NMR spectroscopy, elemental analysis and gas chromatography–mass spectrometry (GS/MS). Result and Discussion: As a result of the conducted experiment, the synthesis method is optimized for 4-((5-((cyclohexylmethyl)thio)-4-R1-4H-1,2,4-triazol-3-yl)methyl)morpholines and 4-((4-R1-5-(pyridin-2-ylthio)-4H-1,2,4-triazol-3-yl)methyl)morpholines by microwave irradiation. It was established that the reactions proceed to the end in all described conditions, but the reaction with the parameters t=10 min, T=160 оС is the most technologically optimal. This approach has allowed reducing energy costs and increasing the yield of target compounds. As a result, a class of new derivatives of 1,2,4-triazole has been obtained, which can be used in further pharmacological studies as valuable biological agents.

Keywords:

1.2.4-triazole, microwave-assisted synthesis, heterocyclic,

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