164026-52-2

Usage

Uses

Used in Pharmaceutical Industry:
4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenylis used as a potential drug candidate for various therapeutic purposes due to its pharmacological activities. Its specific applications may include the treatment of different diseases, depending on its bioactivity and pharmacokinetic properties.
Used in Chemical Synthesis:
As a key intermediate, 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenylis utilized in the synthesis of pharmaceuticals and biologically active compounds. Its unique structure and functional groups make it a valuable component in the creation of new drugs and other beneficial chemical entities.
Used in Industrial Applications:
4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenylis also used in various industrial applications, capitalizing on its physical and chemical properties. These applications may span across different sectors, such as materials science, where it could be employed in the development of new materials with specific properties.

InChI:InChI=1/C16H16N2O/c17-10-13-15(11-6-2-1-3-7-11)12-8-4-5-9-14(12)19-16(13)18/h1-3,6-7,15H,4-5,8-9,18H2

Upstream product

• 2700-22-3 Benzylidenemalononitrile 
• 108-94-1 cyclohexanone 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 109-77-3 malononitrile 
• 737-47-3 2-(phenyl(phenylamino)methyl)cyclohexanone 
• 21854-73-9 2-[1'-(N-p-chlorophenylamino)-1'-phenyl]methylcyclohexanone 
• 21854-76-2 2-[1'-(N-p-methoxyphenylamino)-1'-phenyl]methylcyclohexanone 
• 100-52-7 benzaldehyde 
• 5682-83-7 2-Benzylidenecyclohexanone 

Downstream Products

• 594874-98-3 N-(3-cyano-4-phenyl-5,6,7,8-tetrahydro-4H-chromen-2-yl)-2-morpholin-4-yl-acetamide 
• 594874-85-8 2-chloro-N-(3-cyano-4-phenyl-5,6,7,8-tetrahydro-4H-chromen-2-yl)-acetamide 

Relevant academic research and scientific papers

Synthesis of 1H-isochromenes, 4H-chromenes, and ortho-aminocarbonitrile tetrahydronaphthalenes from the same reactants by using metal-free catalyst

A facile and rapid multicomponent synthesis of pharmaceutically diverse 1H-isochromenes, 4H-chromenes, and ortho-aminocarbonitrile tetrahydronaphthalenes has been developed from benzaldehyde, malononitrile, and cyclohexanone. Three different methods from the same reactants, solvent, temperature, and catalyst lead to three products with excellent yields. All the reactions were followed with the Michael addition and cyclization. In this study, morpholine was used as an active metal-free base catalyst that increases the yields of products and decreases the time of reactions.

Functionalized CoFe2O4/lamellar mesopore silica anchored to melamine nanocomposite as a novel catalyst for synthesis of 4H-chromenes under mild conditions

In this research, it was displayed an efficient method for the one-pot reaction of cyclohexanone, benzaldehyde and malononitrile for the synthesis of 4H-chromenes by using CoFe2O4/lamellar mesopore silica anchored to melamine as a magnetic nanocatalyst. This nanocatalyst was prepared in several steps and discriminated by XRD, FT-IR, SEM, VSM, TGA and BET techniques. The catalyst has a large active base site that has functionalized in both the surface and the pore of nanostructure. The advantages of magnetic nanocatalyst were simple accessible, heterogeneous nanocatalyst, easy work up and reusability. The various derivatives of 4H-chromenes were synthesized in the presence of CoFe2O4/lamellar mesopore silica/melamine magnetic nanocatalyst with the excellent yields and appropriate times. The products were identified by the melting point, FT-IR, 1H NMR, 13C NMR and C.H.N techniques.

Reactions of ketonic Mannich bases with malononitrile and malononitrile dimer

The reaction of malononitrile with the tertiary Mannich base hydrochloride derived from acetophenone and some related compounds 1, 3, 5 and 7, in piperidine at 50°C afforded the pyrido[1,2-a]pyrimidine derivatives 2, tetrahydronaphthalene derivative 4 substituted quinolines 6 and benzopyran derivatives 8. While the condensation of malononitrile dimer with acetophenone, cyclohexanone and/or α-tetralone Mannich bases hydrochloride 1, 3 and 9 gave the pyridine, isoquinoline and benzo[f]isoquinoline derivatives 10-12 in moderate to good yield.

Synthesis of some New Pyranes and Quinolines

The reaction of cyclohexanone with cinnamonitriles under different conditions was studied. The possible annulation of resultant enaminonitrile using various reagents was also described. Key words: pyranes, quinolines, pyranopyrimidine, quinolinopyrimidine, pyranopyrazole, pyranopyridine