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.

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Journal
Russian Journal of Organic Chemistry
Published
2025-04-01
DOI
https://doi.org/10.1134/s1070428025600743
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
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article

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

Anastasiya U. Alekseeva, И. Н. Бардасов, N. N. Yashchenko, S. V. Zhitar et al.
Russian Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
article

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

Anastasiya U. Alekseeva, И. Н. Бардасов, N. N. Yashchenko, S. V. Zhitar, Elena Gennadievna Zinovieva, E. N. Ramskaya
article en

Abstract

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.

Russian Journal of Organic ChemistryVol. 61(4)
Chuvash State University (RU)
Openalex Percentile: Top 90%
Synthesis and Reactivity of Heterocycles
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