60729-21-7

Basic information

• Product Name: 2,3-diphenylquinoxalin-6(4H)-one
• CAS NO: 60729-21-7
• Molecular Formula: C₂₀H₁₄N₂O
• Molecular Weight: 298.338
• Mol File: 60729-21-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 474.8°C at 760 mmHg
• Flash Point: 241°C
• Density: 1.2g/cm³
• Vapor Pressure: 3.5E-09mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 2,3-diphenylquinoxalin-6(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenylquinoxalin-6(4H)-one(60729-21-7)
• EPA Substance Registry System: 2,3-diphenylquinoxalin-6(4H)-one(60729-21-7)

Safety Data

• Hazardous Substances Data: 60729-21-7(Hazardous Substances Data)

Usage

Description

Quinoxaline derivative with two phenyl rings and a heterocyclic ring

Properties

Potential pharmaceutical and medicinal properties, ability to inhibit cancer cell growth

Uses

Building block in the synthesis of other organic compounds

Versatility

Shows promise in research studies, valuable compound in organic chemistry

Upstream product

• 32387-94-3 2,3-diphenyl-6-ethoxyquinoxaline 
• 610-81-1 4-hydroxy-2-nitroaniline 
• 67-56-1 methanol 
• 5227-55-4 2,3-diphenyl quinoxaline N-oxide 
• 1197-37-1 4-ethoxy-benzene-1,2-diamine 
• 134-81-6 benzil 
• 1336-21-6 ammonium hydroxide 
• 26832-42-8 6-methoxy-2,3-diphenylquinoxaline 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Downstream Products

• 152365-45-2 2,3,7,7-Tetraphenyl-7H-8-oxa-1,4-diaza-phenanthrene 

Relevant articles and documents

Ruthenium?p-cymene complexes with acylthiourea, and its heterogenized form on graphene oxide act as catalysts for the synthesis of quinoxaline derivatives

Synthesis of a series of half-sandwich Ru(II) complexes (1-5) containing acylthiourea ligand is reported herein. All the Ru(II) complexes were well characterized by analytical and spectroscopic (UV-Vis, FT-IR, NMR and mass spectrometry) methods. Molecular structures of two (2 and 3) of the complexes were confirmed by single crystal X-ray diffraction, and the complexes adopted pseudo-octahedral geometry around Ru. Catalytic ability of the Ru complexes was evaluated in the synthesis of quinoxaline compounds from various 2-nitroaniline and hydroxy ketone derivatives via transfer hydrogenation approach. Active homogeneous catalyst was heterogenized by supporting it on graphene oxide, and the heterogeneous equivalent was characterized by Raman, XPS, TEM, SEM and ICP-OES techniques. Activity of the heterogeneous catalyst was tested, and it can be reused up to five cycles without any loss in activity.

An unexpected course of the Meisenheimer reaction : aryl phosphates in the reaction of phosphoryl chloride with 2,3-diphenylquinoxaline-N1-oxide.

Contrary to what is observed with other ?-deficient heteroaromatic N-oxides, the reaction of 2,3-diphenylquinoxaline-N1-oxide with OPCl3 gives only very poor yields of chlorinated quinoxalines.It is shown that the major product arises from an unprecedented attack by the nucleophilic oxygen atom of the reagent at a carbon atom of the homocycle of the O-phosphorylated N-oxide, leading ultimately to the corresponding mono- (or di-) aryl ester of phosphoric acid.Using a much smaller excess of OPCl3 and dilution of the medium with an inert solvent strongly increase the yield of chlorination products.It is suggested that, after the initial O-phosphorylation, phosphate formation might be the primary step in all the Meisenheimer reactions.