Microwave synthesis of new 3-(alkylthio)-5-(thiophen2-ylmethyl)-1,2,4-triazol-4-amines

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Date

2020

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Publisher

Ankara Üniversitesi

Abstract

Objective: The aim of this work is to synthesize 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. Material and Method: The initial compounds 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 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 1 H 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 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 1 H 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.

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Keywords

1,2,4-triazole, synthesis, Heterocyclic compounds

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