1489-06-1

Basic information

• Product Name: 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE
• Synonyms: 2,3-DIHYDRO-5,6-DIPHENYL PYRAZINE;5,6-DIPHENYL-2,3-DIHYDROPYRAZINE;RARECHEM AQ NN 0320
• CAS NO: 1489-06-1
• Molecular Formula: C₁₆H₁₄N₂
• Molecular Weight: 234.3
• Mol File: 1489-06-1.mol
• Article Data: 57

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 382.9°Cat760mmHg
• Flash Point: 177.7°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE(1489-06-1)
• EPA Substance Registry System: 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE(1489-06-1)

Safety Data

• Hazardous Substances Data: 1489-06-1(Hazardous Substances Data)

Usage

General Description

5,6-DIPHENYL-2,3-DIHYDROPYRAZINE is a chemical compound with the molecular formula C16H14N2. It is a dihydropyrazine derivative, which is a class of organic compounds containing a six-membered ring with two nitrogen atoms and two adjacent carbon atoms. 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE is mainly used as an intermediate in the synthesis of various pharmaceutical drugs and agrochemicals. It also has potential applications in the field of organic electronics and materials science. 5,6-DIPHENYL-2,3-DIHYDROPYRAZINE is a valuable chemical building block in organic synthesis and has gained interest in the research and development of new chemical compounds with diverse functional properties.

InChI:InChI=1/C16H14N2/c1-3-7-13(8-4-1)15-16(18-12-11-17-15)14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 107-15-3 ethylenediamine 
• 134-81-6 benzil 
• 110-70-3 N,N`-dimethylethylenediamine 
• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 3775-15-3 3,4-diphenyl-1,2,5-thiadiazole-1,1-dioxide 
• 3775-16-4 rac-3,4-diphenyl-4,5-dihydro-1,2,5-thiadiazoline-1,1-dioxide 
• 563-86-0 2,3-butane diamine 
• 951-87-1 meso-1,2-diphenyl-1,2-diaminoethane 

Downstream Products

• 4772-66-1 2,3-diphenyl-piperazine-2,3-dicarbonitrile 
• 1588-89-2 2,3-diphenylpyrazine 
• 132105-05-6 5,6-diphenyl-2,3-dihydro-pyrazine-1,4-dioxide 
• 32174-85-9 1,4-diacetyl-2,3-diphenyl-1,4,5,6-tetrahydropyrazine 
• 81601-99-2 (R,S)-2,3-diphenylpiperazine 
• 70708-34-8 2,3-diphenylpiperazine 
• 70708-34-8 (±)-2,3-diphenylpiperazine 

Relevant articles and documents

Star-shaped Keggin-type heteropolytungstate nanostructure as a new catalyst for the preparation of quinoxaline derivatives

In this work, we report the novel successful preparation of the Keggin-type Cs(CTA)2PW12O40 (CTA = cetyltrimethylammonium cation) nanostructure by a microemulsion method. The microemulsion system included the cationic surfactant CTAB, 1-butanol as co-surfactant, isooctane as oil phase, and an aqueous solution containing CsNO3. The Cs(CTA)2PW12O40 nanostructure was formed by the addition of an aqueous solution of phosphotungstic acid to the microemulsion solution. Characterization of the resultant nanostructure was done using FT-IR spectroscopy, X-ray diffraction, scanning electron microscopy, energy-dispersive X-ray analysis, and CHN elemental analysis. The product was found to be a star-shaped nanostructure composed of some nanorods whose diameter and length are about 100 nm and 500 nm, respectively. The prepared nanostructure was used as a recoverable catalyst for the synthesis of quinoxaline derivatives by the condensation of 1,2-diamines with 1,2-dicarbonyl compounds, which afforded the products in good to high yields in short reaction times.

Synthesis of a polymer-capped palladium nanoparticles and its application as a reusable catalyst in oxidative coupling reaction of α-hydroxyketones and 1,2-diamines for preparation of pyrazines and quinoxalines

A novel method for the synthesis of pyrazines and quinoxalines has been developed using α-hydroxyketones and 1,2-diamines in the presence of cross-linked poly(4-vinylpyridine)-stabilized Pd(0) nanoparticles, [P4-VP]-PdNPs. The catalyst was easily prepared and characterized using various techniques such as FT-IR and UV–Vis spectroscopy, AAS, TEM, FESEM, EDX analysis and XRD. The results confirm a good dispersion of palladium nanoparticles on the polymer support. The catalyst displayed good catalytic activity when applied to the synthesis of quinoxalines via condensation of α-hydroxyketones with 1,2-diamines. A few pyrazine derivatives and various quinoxalines are prepared via coupling reaction of α-hydroxyketones and 1,2-diamines in high–excellent yields (81–99%) with short reaction times. The quinoxalines products were characterized by FT-IR, 1H and 13C NMR spectroscopy, and the physical properties were compared to the literature values of known compounds. The advantages of the present method over conventional classical methods are rapid and very simple work-up, and the catalyst is reusable many times without a significant loss in its activity.

Iodine-mediated efficient synthesis of 2,3-dihydro-pyrazines

The synthesis of 2,3-dihydro-pyrazines has been developed by an efficient protocol of annulations of 1,2-diketones and ethylenediamine. A variety of 2,3-dihydro-pyrazines were prepared in high yields in the presence of a catalytic amount of iodine.

An Improved Synthesis of Multi-Substituted Pyrazines under Catalyst- and Solvent-Free Conditions

A one-pot pseudo four-component reaction between a variety of 2-hydroxy-1,2-diarylethanone derivatives and ammonium acetate or amines has been developed to synthesize substituted pyrazines under catalyst-free and solvent-free conditions. This procedure provides a synthetic method to access pyrazine derivatives in excellent yields under green conditions.

Design and construction of copper(I) complexes based on flexi-dentate cyclic N2-donor Schiff bases via in situ reduction of copper(II) precursors

Three copper(I) complexes [Cu(μ2-L1)I]n (1), [CuL1(μ-1,1,3-SeCN)]n (2) and [Cu 2(μ2-I)2(L2)2] (3), where L1 = 5,6-diphenyl-2,3-dihydro

Synthesis, structures, and DFT study of CuBr based coordination polymers via in situ reduction of copper(II)

This paper describes the one-pot synthesis of two CuBr based coordination polymers, {[Cu(??2-L1)Br]?·1.87H2O}n (1) and {[Cu(??2-L2)Br]?·C4H10O}n (2), where

Preparation and Application of α-Imino Ketones through One-Pot Tandem Reactions Based on Heyns Rearrangement

α-Imino ketone is a useful building block for the preparation of α-amino ketones and α-amino alcohols. However, its preparation has been seldomly seen. Herein, a metal-free and operationally simple strategy has been developed to generate α-imino ketones with high regioselectivity. Meanwhile, the method allowed for the preparation of various N,O-ketals with high regioselectivities and diastereoselectivities through cascade reactions in one pot.

HBTU-catalyzed simple and mild protocol for the synthesis of quinoxaline derivatives

HBTU-catalyzed, simple, mild, and effective protocol for the synthesis of quinoxalines has been established. The reaction between 1,2-diamines, benzil, and catalytic amount of HBTU in ethanol resulted into quinoxalines. Various aliphatic, aromatic and het

A general and inexpensive protocol for the nanomagnetic 5-sulfosalicylic acid catalyzed the synthesis of tetrahydrobenzo[b]pyrans and quinoxaline derivatives

In this study, a novel acid-functionalized magnetic nanoparticles with high loaded multifunctional acidic groups was fabricated by anchoring water-soluble 5-sulfosalicylic acid onto the surface silica-modified Fe3O4. The magnetically recyclable Fe3O4@SiO2@5-SA (20?mg) showed excellent reactivity for greener synthesis of tetrahydrobenzo[b]pyrans via a three-component reaction of different aromatic aldehydes, malononitrile and dimedone in good to excellent yields (70–95percent) in pure water at short reaction times (40–150?min). The method shows eco-friendly synthesis of quinoxaline derivatives from direct condensation of substituted 1,2-diamine with various 1,2-dicarbonyl in ethanol at room temperature to afford the desired quinoxalines with good to excellent yields (60–97percent) at shorter reaction times (120–240?min). The morphology and magnetic properties of MNPs were studied with scanning electron microscopy, X-ray powder diffraction, Fourier translation infrared spectroscopy, vibrating sample magnetometer and thermogravimetric. The results showed that the Fe3O4@SiO2@5-SA catalyst is completely recoverable by an external magnet and retained catalytic activity after five recycles.