Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives

IF 2.5 Q2 CHEMISTRY, MULTIDISCIPLINARY
Arjun Bodkhe , Dattatraya Pansare , Dnyaneshwar Karpe , Vilas Sudrik , Manohar Suryawanshi , Rahul Shinde , Shamrao Lawande
{"title":"Development of a novel and efficient method for synthesizing N-benzyl-substituted di-benzimidazole derivatives","authors":"Arjun Bodkhe ,&nbsp;Dattatraya Pansare ,&nbsp;Dnyaneshwar Karpe ,&nbsp;Vilas Sudrik ,&nbsp;Manohar Suryawanshi ,&nbsp;Rahul Shinde ,&nbsp;Shamrao Lawande","doi":"10.1016/j.rechem.2024.101937","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, we developed a series of novel dibenzimidazole derivatives <strong>(5a–l)</strong> through a successful synthesis process. The procedure began with the coupling of N-methylbenzene-1,2-diamine <strong>(1)</strong> and carboxylic acid <strong>(2)</strong> using EDC·HCl and DMAP as a catalyst in an appropriate solvent. The resulting compound was then subjected to cyclization in acetic acid at 100–110 °C. The intermediate dibenzimidazole derivatives <strong>(3)</strong> were further reacted with a variety of aromatic benzyl bromides or chlorides with different substituents <strong>(4)</strong> in the presence of potassium carbonate and acetonitrile at room temperature. This conventional approach resulted in the efficient production of the target compounds with high yields in a short reaction time. The synthesis method is both environmentally friendly and cost-effective. The newly synthesized benzimidazole derivatives were characterized using advanced spectral techniques.</div></div>","PeriodicalId":420,"journal":{"name":"Results in Chemistry","volume":"13 ","pages":"Article 101937"},"PeriodicalIF":2.5000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Results in Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2211715624006337","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

In this study, we developed a series of novel dibenzimidazole derivatives (5a–l) through a successful synthesis process. The procedure began with the coupling of N-methylbenzene-1,2-diamine (1) and carboxylic acid (2) using EDC·HCl and DMAP as a catalyst in an appropriate solvent. The resulting compound was then subjected to cyclization in acetic acid at 100–110 °C. The intermediate dibenzimidazole derivatives (3) were further reacted with a variety of aromatic benzyl bromides or chlorides with different substituents (4) in the presence of potassium carbonate and acetonitrile at room temperature. This conventional approach resulted in the efficient production of the target compounds with high yields in a short reaction time. The synthesis method is both environmentally friendly and cost-effective. The newly synthesized benzimidazole derivatives were characterized using advanced spectral techniques.

Abstract Image

求助全文
约1分钟内获得全文 求助全文
来源期刊
Results in Chemistry
Results in Chemistry Chemistry-Chemistry (all)
CiteScore
2.70
自引率
8.70%
发文量
380
审稿时长
56 days
×
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