The Synthesis and characterization of N-((3-(2, 4-dimethylphenyl)isoxazol-5-yl-methyl)cyclohexanamine
Publish place: The Regional Chemistry Conference
Publish Year: 1389
نوع سند: مقاله کنفرانسی
زبان: English
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شناسه ملی سند علمی:
MIAUCHEMISTRY01_082
تاریخ نمایه سازی: 18 اسفند 1397
Abstract:
Isoxazole derivatives have been used a key intermediates in synthesis and have been investigated intensively for the last several years because of their biological activities [1]. In spite of this wide spectrum of properties, the number of isoxazoles tri-substituted by different functional groups, useful as scaffolds in the synthesis of many differently tri-substituted isoxazole, is scarce [2]. This research work describes the synthesis of new compound of isoxazole family. First, 2, 4-dimethylbenzaldehyde (1) was transformed to 2, 4-dimethylbenzaldoxime (2) by using NH2OH in pyridine. The in situ generated nitriloxide from reaction between (2) and NaOCl, was reacted with propargylalcohol to produce 3-(2, 4-dimethylphenyl)-5-hydroxymethyl isoxazole (3) in a cycloaddition procedure. Then, bromination of compound (3) with PBr3 in CH2Cl2, to produced 3-(2, 4-methylphenyl)-5-bromomethyl isoxazole (4). The final compound were synthesized by reaction of Et 3 N and cyclohexylamine with compound (4) in presence of benzene, to produce N-((3-(2, 4-dimethylphenyl)isoxazol-5-yl-methyl)cyclohexanamine The structure of all the synthesized compounds were characterized and confirmed by FT-IR and NMR spectroscopy techniques.
Authors
Ladan Edjlali
Department of Applied Chemistry, Faculty of Science, Islamic Azad University, Tabriz Branch, P.O.Box ۱۶۵۵, Tabriz, Iran
Gisso Zanbaghi
Department of Applied Chemistry, Faculty of Science, Islamic Azad University, Tabriz Branch, P.O.Box ۱۶۵۵, Tabriz, Iran
Yadegar Soleymani
Department of Applied Chemistry, Faculty of Science, Islamic Azad University, Tabriz Branch, P.O.Box ۱۶۵۵, Tabriz, Iran