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, A. Yu. Alekseeva, S. V. Zhitar, N. N. Yashchenko, E. G. Zinovieva, 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, A. Yu. Alekseeva, S. V. Zhitar, N. N. Yashchenko, E. G. Zinovieva, 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}
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.
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.