Kalhor Mehdi, Zarnegar Zohre, Seyedzade Zahra, Banibairami Soodabeh
Department of Chemistry, Payame Noor University, 19395-4697, Tehran, Iran.
Curr Org Synth. 2020;17(2):117-130. doi: 10.2174/1570179417666200115170019.
SO3H-functionalized zeolite-Y was prepared and used as a catalyst for the synthesis of 2-aryl-N-benzimidazole-4-thiazolidinones and tri-substituted imidazoles at ambient conditions.
The goals of this catalytic method include excellent yields and high purity, inexpensive procedure and ease of product isolation, the use of nontoxic and heterogeneous acid catalyst, shorter reaction times and milder conditions.
NMR spectra were recorded on Brucker spectrophotometer using Me4Si as internal standard. Mass spectra were recorded on an Agilent Technology 5975C VL MSD with tripe-axis detector. FTIR spectra were obtained with KBr disc on a galaxy series FT-IR 5000 spectrometer. The surface morphology of nanostructures was analyzed by FE-SEM (EVO LS 10, Zeiss, Carl Zeiss, Germany). BET analysis were measured at 196 °C by a Japan Belsorb II system after the samples were vacuum dried at 150°C overnight.
The NSZ was characterized by FT-IR, FESEM, EDX, XRF, and BET. The catalytic activity of NSZ was investigated for synthesis of 1,3-tiazolidin-4-ones in H2O/Acetone at room temperature. Moreover, NSZ was used for synthesis of tri-substituted imidazoles at 60 °C via solvent-free condensation. Different kinds of aromatic aldehydes were converted to the corresponding of products with good to excellent yields.
Sulfonated zeolite-Y was as an efficient catalyst for the preparation of N-benzimidazole-2-aryl-1,3- thiazolidin-4-ones and 2,4,5-triaryl-1H-imidazoles. High reaction rates, elimination toxic solvent, simple experimental procedure and reusability of the catalyst are the important features of this protocol.
制备了磺酸功能化的Y型沸石,并将其用作在环境条件下合成2-芳基-N-苯并咪唑-4-噻唑烷酮和三取代咪唑的催化剂。
该催化方法的目标包括优异的产率和高纯度、廉价的步骤和易于产物分离、使用无毒且多相的酸催化剂、较短的反应时间和较温和的条件。
使用四甲基硅烷作为内标,在布鲁克分光光度计上记录核磁共振光谱。在配备有三轴检测器的安捷伦科技5975C VL MSD上记录质谱。在银河系列FT-IR 5000光谱仪上用溴化钾圆盘获得傅里叶变换红外光谱。通过场发射扫描电子显微镜(EVO LS 10,蔡司,德国卡尔蔡司公司)分析纳米结构的表面形态。在150°C下将样品真空干燥过夜后,通过日本Belsorb II系统在196°C下进行比表面积分析。
通过傅里叶变换红外光谱、场发射扫描电子显微镜、能谱分析、X射线荧光光谱和比表面积分析对磺酸功能化的Y型沸石进行了表征。研究了磺酸功能化的Y型沸石在室温下于水/丙酮中合成1,3-噻唑烷-4-酮的催化活性。此外,磺酸功能化的Y型沸石用于在60°C下通过无溶剂缩合合成三取代咪唑。不同种类的芳香醛以良好至优异的产率转化为相应产物。
磺化Y型沸石是制备N-苯并咪唑-2-芳基-1,3-噻唑烷-4-酮和2,4,5-三芳基-1H-咪唑的有效催化剂。高反应速率、消除有毒溶剂、简单的实验步骤和催化剂的可重复使用性是该方法的重要特征。