微波辅助一锅四组分设计1-丁基-4,5-双(4-氯苯基)-2-芳基- 1h -咪唑

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC
Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) , Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) , Esam A. Alqurashi (Funding acquisition Project administration Software) , Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) , Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) , Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) , Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) , Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)
{"title":"微波辅助一锅四组分设计1-丁基-4,5-双(4-氯苯基)-2-芳基- 1h -咪唑","authors":"Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) ,&nbsp;Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) ,&nbsp;Esam A. Alqurashi (Funding acquisition Project administration Software) ,&nbsp;Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) ,&nbsp;Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) ,&nbsp;Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) ,&nbsp;Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) ,&nbsp;Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)","doi":"10.1080/00397911.2025.2472375","DOIUrl":null,"url":null,"abstract":"<div><div>A novel series of 1-butyl-4,5-bis(<em>p</em>-chlorophenyl)-2-phenyl-1H-imidazole derivatives <strong>5–14</strong> were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione &amp; CH<sub>3</sub>COONH<sub>4</sub>, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products <strong>5–14</strong> were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products <strong>5–14</strong> were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of <em>p</em>-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 7","pages":"Pages 536-543"},"PeriodicalIF":1.8000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles\",\"authors\":\"Antar A. Abdelhamid (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Raafat A. El-Eisawy (Conceptualization Investigation Methodology Writing – review & editing) ,&nbsp;Nawaf I. Alsenani (Funding acquisition Project administration Resources Validation) ,&nbsp;Esam A. Alqurashi (Funding acquisition Project administration Software) ,&nbsp;Abdulrahman A. Alsimaree (Conceptualization Funding acquisition Methodology Writing – review & editing) ,&nbsp;Musa E. Mohamed Babiker (Investigation Methodology Supervision Validation) ,&nbsp;Amer A. Amer (Conceptualization Data curation Investigation Methodology Resources Writing – original draft Writing – review & editing) ,&nbsp;Faleh Z. Alqahtany (Formal analysis Funding acquisition Project administration Resources Validation Writing – review & editing) ,&nbsp;Mohamed G. Badrey (Data curation Investigation Methodology Writing – review & editing)\",\"doi\":\"10.1080/00397911.2025.2472375\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel series of 1-butyl-4,5-bis(<em>p</em>-chlorophenyl)-2-phenyl-1H-imidazole derivatives <strong>5–14</strong> were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione &amp; CH<sub>3</sub>COONH<sub>4</sub>, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products <strong>5–14</strong> were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products <strong>5–14</strong> were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of <em>p</em>-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.</div></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":\"55 7\",\"pages\":\"Pages 536-543\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2025-02-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791125000244\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791125000244","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

以芳基醛衍生物、丁胺、1,2-二(4-氯苯基)-1,2-乙二酮和1-丁基-4,5-双(对氯苯基)-2-苯基- 1h -咪唑为原料,通过一锅环缩合制备了一系列新的1-丁基-4,5-双(对氯苯基)-1 -苯基- 1h -咪唑衍生物5-14;CH3COONH4,以4-甲基苯磺酸(PTSA)为酸性催化剂进行微波辐照。并在热反应条件下设计了相同的化合物1,2,4,5-四取代1h -咪唑产物5-14。通过对双反应法的优化,发现在常规条件下(回流法),在10 h左右的时间内,可以得到相同的产物5 ~ 14,产率为68 ~ 87%。与传统的热法相比,微波辐照是一种有效、清洁的技术,在更短的时间内(7-9 min)获得更高的收率(71-89%)和纯度。此外,我们发现对甲苯磺酸的浓度对反应时间和产率都有影响。通过红外光谱、核磁共振和元素分析证实了所制备组分的结构。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles

Microwave assisted, one-pot four component designing of 1-butyl-4,5-bis(4-chlorophenyl)-2-aryl-1H-imidazoles
A novel series of 1-butyl-4,5-bis(p-chlorophenyl)-2-phenyl-1H-imidazole derivatives 5–14 were prepared via one-pot cyclo-condensation of aryl aldehyde derivatives, butylamine, 1,2-bis(4-chlorophenyl)-1,2-ethanedione & CH3COONH4, undergo microwave irradiation employing 4-methylbenzenesulfonic acid (PTSA) as acidic catalyst. Also, the same compounds 1,2,4,5-tetrasubstituted-1H-imidazole products 5–14 were designed under thermal reaction condition. By optimizing the two-reaction method, it was found that under conventional condition (reflux method), the identical products 5–14 were generated in good yields (68–87%) in about 10 h. While using the microwave irradiation is an effective and clean technique than the traditional thermal method and gives the same products with higher yields (71–89%) and purity in less time (7–9 min). Additionally, we find that the concentration of p-toluenesulfonic acid affects both the reaction time and the yield. The structures of the prepared components were approved via Infrared spectra, Nuclear Magnetic Resonance and elementals analysis.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信