YENİ 3-(ALKİLTİYO)-5-(TİYOFEN-2-İLMETİL)-1,2,4-TRİAZOL-4-AMİNLERİN MİKRODALGA SENTEZİ

Abstract

Amaç: Bu çalışmanın amacı, Milestone Flexi Wave mikrodalga sentez sistemi ile 3-(alkiltiyo)-5-(tiyofen-2-ilmetil)-1,2,4-triazol-4-aminlerin sentezlenmesi ve sentezlenen bileşiklerin yapısının onaylanmasıdır.

Gereç ve Yöntem: İlk bileşikler 3-(tiyofen-2-ilmetil)-4H-1,2,4-triazol-5-tiyoller (1-5) Zaporizhzhya State Medical Üniversite Toksikolojik ve İnorganik Kimya Anabilim Dalı'nda sentezlendi (Ukrayna). 3-(alkiltiyo)-5-(tiyofen-2-ilmetil)-1,2,4-triazol-4-aminlerin sentezlenmesi için Milestone Flexi Wave mikrodalga sentez sistemi kullanıldı. Sentezlenen bileşiklerin element analizi evrensel analiz Elementar Vario L küpü (CHNS) tarafından yapıldı. ¹H spektrumları (400 MHz ve 100 MHz'de), DMSO-d₆'da bir Varian MR-400 spektrometresi üzerinde kaydedildi ve ADVASP ™ Analyzer programı ile analiz edildi. Reaksiyonlar ve elde edilen bileşikler, bir 5977B kütle spektrometre detektörü ile Agilent 7890B gaz kromatografısinde  kontrol edildi.

Sonuç ve Tartışma: Reaksiyon, 5-(tiyofen-2-ilmetil)-4H-1,2,4-triazol-3-tiyollere katalitik miktarda HCI ilave edilerek alkollü bir ortamda gerçekleştirildi. Alkol olarak metil ve i-propil alkoller kullanıldı.

Karışım, 45 dakika boyunca 150°C sıcaklıkta, 14.4 bar basınçta, ΔMW = 200 W sıcaklıkta ısıtıldı.

Çözücü olarak asetik asit kullanıldı. (4a-b, 6a-j) için önerilen yapı, ¹H NMR sinyalleri ile doğrulandı. Temel kimyasal yapılarını doğrulamak için sentezlenen bileşikler üzerinde element analizi (CHNS) yapıldı ve hesaplanan yüzdelerle kabul edilebilir bir uyum sağladığını gösterdi.

Keywords

• 1.2.4-triazol
• sentez
• 1H-NMR
• gaz kromatografisi
• heterosiklik bileşikler

MICROWAVE SYNTHESIS OF NEW 3-(ALKYLTHIO)-5-(THIOPHEN2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES

Abstract

Objectives: The purpose of this work is to synthesize N-R-3-(alkylthio)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-4-amines by the Milestone Flexi Wave microwave synthesis system and to prove structure synthesized compounds.

Materials and Methods: The initial compounds 4-R1-3-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-5-thioles (1-5) were synthesized at the Department of Toxicological and Inorganic Chemistry of the Zaporizhzhya State Medical University (Ukraine ). Milestone Flexi Wave microwave synthesis system was used to synthesize N-R-3-(alkylthio)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-4-amines. The elemental analysis of synthesized compounds was established by the universal analyzer Elementar Vario L cube (CHNS). The 1H spectra (at 400 MHz and 100 MHz) were recorded in DMSO-d6 on a Varian MR-400 spectrometer and analysed with ADVASP™ Analyzer program. The completeness of the reactions and the individuality of the resulting compounds were controlled by the gas chromatograph Agilent 7890B with a 5977B mass spectrometry detector.

Result and Discussion: The reaction was carried out in an alcoholic medium by adding a catalytic amount of HCl to 4-R-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiols. Methyl and i-propyl alcohols were used as alcohols. The mixture was heated for 45 minutes at a temperature of 150 ° C, a pressure 14.4 bar, ΔMW = 200 W.

The signals of 1H NMR for (4a-b, 6a-j) 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

• synthesis
• 1HNMR
• gas chromatography
• 1.2.4-triazole
• heterocyclic compounds

Thanks

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

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