3-Cyano-4,6-diphenyl-2-(phenethylamino)pyridine

Abstract

Novel synthesis of a 2-amino-3-cyano-2,6-diphenyl pyridine by a one-pot multi-component reaction of 1,3-diphenylpropane-1,3-dione, malononitrile and phenethylamine in the presence of N-hydroxybenzamide and zinc chloride has been reported. The structure of the synthesized compound was assigned on the basis of its elemental analysis, 1 H-NMR, 13 C-NMR, IR and mass spectral data. X-ray structure analysis confirmed unambiguously the proposed structure. The photophysical properties (λ Abs. , λ Flu.) in CH 3 OH, CH 3 CN, CH 2 Cl 2 and the emission spectrum of the new compound in solution and in the solid state are reported.

Synthesis of Fluorescent 2,6‐Dicyano‐3,5‐Disubstituted Anilines Using Cellulose Sulfuric Acid in Aqueous Media

“…When Cellulose‐SA was used as the catalyst, the only products were 2,6‐dicyanoaniline derivatives instead of 2‐amino‐3‐cyano pyridines. We have already used some acidic catalysts in organic synthesis . In this report, we used 1,3‐diketones 1 and malononitrile in the aqueous media and presence of secondary amines (Me 2 NH, Et 2 NH, and piperidine) for the synthesis of some fluorescent 2,6‐dicyanoanilines 2 .…”

“…It seems that designing a highly efficient environmentally benign procedure for the preparation of fluorescent‐substituted cyanobenzene derivatives is of great interest. Following our interest in the synthesis of fluorescent compounds , here we wish to report the synthesis of fluorescent 2,6‐dicyano‐3,5‐dialkyl anilines using environmentally benign cellulose sulfuric acid as the catalyst in aqueous media ( Scheme ).…”