Synthesis of 1,3-oxazines based on piperazine

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2024-11-12 DOI:10.1016/j.molstruc.2024.140693

Febee R. Louka , Lily G. Ortte , Madison R. Maier , Nahed M.H. Salem , Ana Torvisco , Roland C. Fischer , Franz A. Mautner , Salah S. Massoud

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引用次数: 0

Abstract

The oxazines bearing piperazinyl moieties namely 2-(tert-butyl)-6-((4-(2-(8-(tert-butyl)-6-methyl-2H-benzo[e][1,3]oxazin-3(4H)-yl)ethyl)piperazin-1-yl)methyl)-4-methylphenol (1) and its corresponding 2,4-di-tert-butyl-6-((4-(2-(6,8-di-tert-butyl-2H-benzo[e]-[1,3]oxazin-3(4H)-yl)ethyl)piperazin-1-yl)methyl)phenol (2), which was previously isolated were described. The transformation of the piperazinyl tri-tert-butyl-phenol derivatives 6,6′-(((2-(4-(3-(tert-butyl)-2-hydroxy-5-methylbenzyl)piperazin-1-yl)ethyl)-azanediyl)bis-(methylene))bis-(2-(tert-butyl)-4-methylphenol) 3 and 6,6′-(((2-(4-(3,5-di-tert-butyl-2-hydroxybenzyl)piperazin-1-yl)ethyl)-azanediyl)-bis(methylene))bis(2,4-di-tert-butyl-phenol) 4 into 1 and 2, respectively was achieved in high yield by heating and stirring a methanolic solution containing Et₃N and Ga(NO₃)₃·6H₂O in the stochiometric ratio 1:3:1 for 30 min. The novel oxazine-piperazine 1 together with its triphenol-piperazine 3 (H₃L⁴) were structurally characterized by spectroscopic and single crystal X-ray crystallography.

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以哌嗪为基础合成 1,3-噁嗪类化合物

含有哌嗪基的噁嗪类化合物，即 2-(叔丁基)-6-((4-(2-(8-(叔丁基)-6-甲基-2H-苯并[e]-[1,3]恶嗪-3(4H)-基)乙基)哌嗪-1-基)甲基)-4-甲基苯酚 (1) 及其相应的 2、描述了之前分离出的 4-二叔丁基-6-((4-(2-(6,8-二叔丁基-2H-苯并[e]-[1,3]恶嗪-3(4H)-基)乙基)哌嗪-1-基)甲基)苯酚 (2)。哌嗪基三叔丁基苯酚衍生物 6，6′-(((2-(4-(3-(叔丁基)-2-羟基-5-甲基苄基)哌嗪-1-基)乙基)-氮杂二基)双-(亚甲基))双-(2-(叔丁基)-4-甲基苯酚)3 和 6，6′-(((2-(4-(3、通过加热和搅拌含有 Et3N 和 Ga(NO3)3-6H2O（化学计量比为 1：3:1 的甲醇溶液加热搅拌 30 分钟。新型噁嗪-哌嗪 1 及其三苯酚-哌嗪 3 (H3L4) 通过光谱和单晶 X 射线晶体学进行了结构表征。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.