6-烷基氨基-2-氨基-4-[(4-(二甲氨基)苯基]吡啶-3,5-二碳腈的合成及光学性质

IF 0.9 4区 化学 Q4 CHEMISTRY, ORGANIC
E. N. Ramskaya, A. Yu. Alekseeva, S. V. Zhitar, N. N. Yashchenko, E. G. Zinovieva, I. N. Bardasov
{"title":"6-烷基氨基-2-氨基-4-[(4-(二甲氨基)苯基]吡啶-3,5-二碳腈的合成及光学性质","authors":"E. N. Ramskaya,&nbsp;A. Yu. Alekseeva,&nbsp;S. V. Zhitar,&nbsp;N. N. Yashchenko,&nbsp;E. G. Zinovieva,&nbsp;I. N. Bardasov","doi":"10.1134/S1070428025600743","DOIUrl":null,"url":null,"abstract":"<p>2-Amino-6-chloro-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitrile was synthesized in three steps starting from <i>N</i>,<i>N</i>-dimethylaniline, and its reactions with primary and secondary amines afforded 6-alkyl­amino-2-amino-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles. The latter showed fluorescence in solution with an emission maximum in the range of λ 432–473 nm and a quantum yield of up to 29.5%, as well as solid-state fluorescence with a maximum in the range of λ 446–472 nm.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 4","pages":"640 - 646"},"PeriodicalIF":0.9000,"publicationDate":"2025-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and Optical Properties of 6-Alkylamino-2-amino-4-[(4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles\",\"authors\":\"E. N. Ramskaya,&nbsp;A. Yu. Alekseeva,&nbsp;S. V. Zhitar,&nbsp;N. N. Yashchenko,&nbsp;E. G. Zinovieva,&nbsp;I. N. Bardasov\",\"doi\":\"10.1134/S1070428025600743\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>2-Amino-6-chloro-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitrile was synthesized in three steps starting from <i>N</i>,<i>N</i>-dimethylaniline, and its reactions with primary and secondary amines afforded 6-alkyl­amino-2-amino-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles. The latter showed fluorescence in solution with an emission maximum in the range of λ 432–473 nm and a quantum yield of up to 29.5%, as well as solid-state fluorescence with a maximum in the range of λ 446–472 nm.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 4\",\"pages\":\"640 - 646\"},\"PeriodicalIF\":0.9000,\"publicationDate\":\"2025-06-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428025600743\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428025600743","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

以N,N-二甲基苯胺为起始原料,经三步合成2-氨基-6-氯-4-[4-(二甲氨基)苯基]吡啶-3,5-二腈,与伯胺和仲胺反应得到6-烷基-氨基-2-氨基-4-[4-(二甲氨基)苯基]吡啶-3,5-二腈。后者在溶液中表现出荧光,最大发射波长为λ 432 ~ 473 nm,量子产率高达29.5%;在固体中表现出荧光,最大发射波长为λ 446 ~ 472 nm。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synthesis and Optical Properties of 6-Alkylamino-2-amino-4-[(4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles

Synthesis and Optical Properties of 6-Alkylamino-2-amino-4-[(4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles

2-Amino-6-chloro-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitrile was synthesized in three steps starting from N,N-dimethylaniline, and its reactions with primary and secondary amines afforded 6-alkyl­amino-2-amino-4-[4-(dimethylamino)phenyl]pyridine-3,5-dicarbonitriles. The latter showed fluorescence in solution with an emission maximum in the range of λ 432–473 nm and a quantum yield of up to 29.5%, as well as solid-state fluorescence with a maximum in the range of λ 446–472 nm.

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
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
×
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:604180095
Book学术官方微信