Spectroscopic Investigation and Synthesis of N-Ethyl-5-Tolyloxymethyl Triazole Derivatives

High-nitrogen heterocycles' synthesis has attracted much interest because of their wide applicability in many different sectors. As a significant class of organic compounds, triazoles and their fused derivatives have emerged among these. A new triazole derivative, 4-ethyl-3-ethylthio-5-(p-tolyloxymethyl)-4H-1, 2, 4-triazole, is the subject of this work on synthesis and spectrum characterization. Ethyl 2-p-tolyloxy acetate is synthesized by reacting 3, 4-dimethoxyphenylacetic acid with ethanol under concentrated H2SO4, starting the process. The ester product is subsequently transformed into 2-p-tolyloxyacetohydrazide, which is further reacted with ethyl isothiocyanate to produce 2-p-tolyloxythiosemicarbazide. Cyclizing 275 in an alkaline media generates 4-ethyl-5-(p-tolyloxymethyl)-4H-1, 2, 4-triazole-3-thiol. 276 interacts with several alkyl halides in the last stage to create N-ethyl-3, 5-substituted derivatives (278a-h). Infrared (IR), nuclear magnetic resonance (NMR), electron ionization mass spectrometry (EI-MS), and high-resolution electron ionization mass spectrometry (HR-EI-MS) were used to characterize each chemical. This work adds to the expanding area of nitrogen-rich heterocycles by providing fresh triazole derivatives with possible uses in industrial and medical chemistry.

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Journal
Indus journal of bioscience research.
Published
2025-05-10
DOI
https://doi.org/10.70749/ijbr.v3i5.1234
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
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article
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article

Spectroscopic Investigation and Synthesis of N-Ethyl-5-Tolyloxymethyl Triazole Derivatives

Md. Abdus Shahid, Syed S. H. Rizvi, S. A. Sheikh, Qurat‐ul‐Ain Ahmad et al.
Indus journal of bioscience research.
Synthesis and Characterization of Heterocyclic Compounds
article

Spectroscopic Investigation and Synthesis of N-Ethyl-5-Tolyloxymethyl Triazole Derivatives

Md. Abdus Shahid, Syed S. H. Rizvi, S. A. Sheikh, Qurat‐ul‐Ain Ahmad, Iqra Munir, Shakeel Ahmed, Shah Murad, Nigar S. Shahid
article en

Abstract

High-nitrogen heterocycles' synthesis has attracted much interest because of their wide applicability in many different sectors. As a significant class of organic compounds, triazoles and their fused derivatives have emerged among these. A new triazole derivative, 4-ethyl-3-ethylthio-5-(p-tolyloxymethyl)-4H-1, 2, 4-triazole, is the subject of this work on synthesis and spectrum characterization. Ethyl 2-p-tolyloxy acetate is synthesized by reacting 3, 4-dimethoxyphenylacetic acid with ethanol under concentrated H2SO4, starting the process. The ester product is subsequently transformed into 2-p-tolyloxyacetohydrazide, which is further reacted with ethyl isothiocyanate to produce 2-p-tolyloxythiosemicarbazide. Cyclizing 275 in an alkaline media generates 4-ethyl-5-(p-tolyloxymethyl)-4H-1, 2, 4-triazole-3-thiol. 276 interacts with several alkyl halides in the last stage to create N-ethyl-3, 5-substituted derivatives (278a-h). Infrared (IR), nuclear magnetic resonance (NMR), electron ionization mass spectrometry (EI-MS), and high-resolution electron ionization mass spectrometry (HR-EI-MS) were used to characterize each chemical. This work adds to the expanding area of nitrogen-rich heterocycles by providing fresh triazole derivatives with possible uses in industrial and medical chemistry.

Indus journal of bioscience research.Vol. 3(5)
Bahauddin Zakariya University (PK), University of Central Punjab (PK), University of Agriculture Faisalabad (PK)
Openalex Percentile: Top 92%
Synthesis and Characterization of Heterocyclic Compounds
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