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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Journal ISSN
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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.
Description
Keywords
1,2,4-triazole, synthesis, Heterocyclic compounds