Yıl 2020, Cilt 44 , Sayı 1, Sayfalar 89 - 98 2020-01-31

MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES
YENİ 3-(ALKİLTİYO)-5-(TİYOFEN-2-İLMETİL)-1,2,4-TRİAZOL-4-AMİNLERİN MİKRODALGA SENTEZİ

Andrey SAFONOV [1]


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.

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.

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Birincil Dil en
Konular Farmakoloji ve Eczacılık
Bölüm Araştırma Makalesi
Yazarlar

Orcid: 0000-0003-2861-1826
Yazar: Andrey SAFONOV (Sorumlu Yazar)
Kurum: Zaporizhzhya State Medical University
Ülke: Ukraine


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

Yayımlanma Tarihi : 31 Ocak 2020

Bibtex @araştırma makalesi { jfpanu620599, journal = {Journal of Faculty of Pharmacy of Ankara University}, issn = {1015-3918}, eissn = {2564-6524}, address = {Ankara University Faculty of Pharmacy Degol Str. TR-06100 Tandogan/Ankra/TURKEY}, publisher = {Ankara Üniversitesi}, year = {2020}, volume = {44}, pages = {89 - 98}, doi = {10.33483/jfpau.620599}, title = {MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES}, key = {cite}, author = {SAFONOV, Andrey} }
APA SAFONOV, A . (2020). MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES. Journal of Faculty of Pharmacy of Ankara University , 44 (1) , 89-98 . DOI: 10.33483/jfpau.620599
MLA SAFONOV, A . "MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES". Journal of Faculty of Pharmacy of Ankara University 44 (2020 ): 89-98 <https://dergipark.org.tr/tr/pub/jfpanu/issue/52196/620599>
Chicago SAFONOV, A . "MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES". Journal of Faculty of Pharmacy of Ankara University 44 (2020 ): 89-98
RIS TY - JOUR T1 - MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES AU - Andrey SAFONOV Y1 - 2020 PY - 2020 N1 - doi: 10.33483/jfpau.620599 DO - 10.33483/jfpau.620599 T2 - Journal of Faculty of Pharmacy of Ankara University JF - Journal JO - JOR SP - 89 EP - 98 VL - 44 IS - 1 SN - 1015-3918-2564-6524 M3 - doi: 10.33483/jfpau.620599 UR - https://doi.org/10.33483/jfpau.620599 Y2 - 2020 ER -
EndNote %0 Ankara Üniversitesi Eczacılık Fakültesi Dergisi MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES %A Andrey SAFONOV %T MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES %D 2020 %J Journal of Faculty of Pharmacy of Ankara University %P 1015-3918-2564-6524 %V 44 %N 1 %R doi: 10.33483/jfpau.620599 %U 10.33483/jfpau.620599
ISNAD SAFONOV, Andrey . "MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES". Journal of Faculty of Pharmacy of Ankara University 44 / 1 (Ocak 2020): 89-98 . https://doi.org/10.33483/jfpau.620599
AMA SAFONOV A . MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES. Ankara Ecz. Fak. Derg.. 2020; 44(1): 89-98.
Vancouver SAFONOV A . MICROWAVE SYNTHESIS OF NEW N-R-3-(ALKYLTHIO)-5-(THIOPHEN-2-YLMETHYL)-1,2,4-TRIAZOL-4-AMINES. Journal of Faculty of Pharmacy of Ankara University. 2020; 44(1): 98-89.