Синтез похідних 3-метил-6-R-[1,2,4]триазоло[3,4-b][1,3,4]тіадіазолу

• Datum: 2020
• Hauptverfasser: Hlazunova, Tetiana V., Panasenko, Olexandr I., Knysh, Yevhen G.
• Format: Artikel
• Sprache: English
• Veröffentlicht: National University of Pharmacy 2020
• Schlagworte: синтез; 1; 2; 4-триазоли; фізико-хімічні властивості; УДК 547.792´581.2-38.056.01
• Online Zugang: https://ophcj.nuph.edu.ua/article/view/ophcj.20.195727
• Назва журналу: Journal of Organic and Pharmaceutical Chemistry

Aim. To conduct the synthesis and confirm the structure of 3-methyl-6-R-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives as potential biologically active compounds.Results and discussion. It has been shown that the heterocyclization reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol with carboxylic acids in the excess of phosphorus oxychloride yields 3-methyl-6-R-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazoles.Experimental part. The reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol with the corresponding carboxylic acids was carried out in the excess of phosphorus oxychloride. The mixture was heated for 5 h with subsequent cooling and neutralization to pH 7 using ammonia solution. 1H NMR spectra of the compounds synthesized were recorded on a Varian Mercury VX-200 spectrometer operating at a frequency of 200 MHz, in DMSO-d6, using tetramethylsilane (TMS) as an internal standard. Melting points were measured using a MPA100 device. The elemental analysis was performed on a Elementar Vario EL Cube elemental analyzer. Agilent 1260 Infinity HPLC System equipped with Agilent 6120 mass spectrometer were used for registering LC-MS data.Conclusions.As a result of this study 10 new compounds of the 3-methyl-6-R-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole series have been obtained. The structure and purity of the products have been confirmed using 1Н NMR spectroscopy, LC-MS and elemental analysis. Received: 18.02.2020Revised: 29.04.2020Accepted: 29.05.2020