164026-52-2

Basic information

• Product Name: 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl-
• Synonyms: 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl-;2-amino-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
• CAS NO: 164026-52-2
• Molecular Formula: C₁₆H₁₆N₂O
• Molecular Weight: 252.31104
• Mol File: 164026-52-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 507.7°C at 760 mmHg
• Flash Point: 260.8°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 1.99E-10mmHg at 25°C
• Refractive Index: 1.625
• PKA: 3.96±0.40(Predicted)
• CAS DataBase Reference: 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl-(164026-52-2)
• EPA Substance Registry System: 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl-(164026-52-2)

Safety Data

• Hazardous Substances Data: 164026-52-2(Hazardous Substances Data)

Usage

General Description

4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl- is a chemical compound with a molecular formula C17H16N2O. It is a member of the benzopyran family and contains a carbonitrile and amino group. 4H-1-Benzopyran-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-phenyl- is known to possess pharmacological activities, particularly as a potential drug for various therapeutic purposes. It is also a key intermediate in the synthesis of pharmaceuticals and biologically active compounds. Additionally, it exhibits a range of physical and chemical properties that make it useful in various industrial applications.

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

Downstream Products

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

Relevant articles and documents

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.