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

Year 2019, Volume: 43 Issue: 3, 220 - 229, 08.09.2019

Roman Shcherbyna

https://doi.org/10.33483/jfpau.533166

Cited By: 9

Abstract

        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.

Keywords

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

Abstract

       
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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