Synthesis of new iminocoumarins and their transformations into N-chloro and hydrazono compounds was written by Volmajer, Julija;Toplak, Renata;Leban, Ivan;Majcen Le Marechal, Alenka. And the article was included in Tetrahedron in 2005.Application In Synthesis of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile This article mentions the following:
The Knoevenagel reaction between 2-hydroxybenzaldehydes and active methylene compounds (malononitrile and Et cyanoacetate) produced iminocoumarins, e.g., I, and/or coumarins. In order to study the reactivity of the prepared iminocoumarins, chlorination and reaction with N-nucleophiles were studied. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Application In Synthesis of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile).
7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Application In Synthesis of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts