5398-63-0

Usage

InChI:InChI=1/C16H12N2/c1-3-7-13(8-4-1)15-11-18-16(12-17-15)14-9-5-2-6-10-14/h1-12H

Upstream product

• 3282-32-4 2-diazo-acetophenone 
• 64-17-5 ethanol 
• 54266-40-9 3,6-diphenyl-1,2-dihydro-pyrazine 
• 54266-41-0 3,6-diphenyl-2,5-dihydropyrazine 
• 6607-45-0 α,β-dichlorostyrene 
• 17016-15-8 anti-phenylglyoxime 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 101874-78-6 3,6-diphenyl-pyrazine-2,5-dicarboxylic acid 
• 64-19-7 acetic acid 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 141-78-6 ethyl acetate 
• 532-27-4 1-chloroacetophenone 
• 70-11-1 α-bromoacetophenone 
• 1816-88-2 2-azido-1-phenylethan-1-one 

Downstream Products

• 1259685-27-2 trans-2,5-Diphenyl-piperazin 
• 54266-41-0 3,6-diphenyl-2,5-dihydropyrazine 
• 34046-78-1 2,5-diphenylpyrazine 1-oxide 
• 41270-72-8 2-amino-3,6-diphenylpyrazine 
• 76849-27-9 2-azido-3,6-diphenylpyrazine 

Relevant academic research and scientific papers

A simple synthesis of salicylamide and 2,5-diphenylpyrazine

The compound I (C7H7NO2, salicylamide) and the compound II (C16H12N2, 2,5-diphenylpyrazine) were both obtained as the by-product of the onepot synthesis of oxazolinyl zinc complexes from the reaction of 2-hydroxybenzonitrile and 3-(N-ethyl-N-phenyl)-propanenitrile with D-phenylalaninol, which was catalyzed by 235 and 83.1 mol% zinc dichloride. Their structures were determined by X-ray diffraction, IR ,and elemental analysis.

PHOSPHINE FREE COBALT BASED CATALYST, PROCESS FOR PREPARATION AND USE THEREOF

The present invention discloses a phosphine free cobalt based catalyst of formula (I) and a process for preparation thereof. The present invention further discloses a process for the synthesis of aromatic heterocyclic compounds of formula (II) and pyrazine derivative using the phosphine free cobalt based catalyst of formula (I).

Streamlined Routes to Phenacyl Azides and 2,5-Diarylpyrazines Enabled by Deep Eutectic Solvents

A Deep Eutectic Solvent like choline chloride/glycerol (1:2 mol mol–1) proved to be an effective, sustainable reaction medium to easily synthesize both phenacyl azides and symmetrical 2,5-diarylpyrazines of interest in pharmacology and in coordination chemistry. Notable features of our report include: (i) nucleophilic substitution reactions of α-halo carbonyl compounds to the corresponding phenacyl azides compatible with the eutectic mixture, (ii) the reduction of phenacyl azides to α-amino carbonyl compounds, which undergo spontaneous dimerisation/cyclisation/aromatisation in the same eutectic mixture to provide valuable pyrazines. Telescoped, one-pot, two-steps stoichiometric/catalytic processes have also been successfully developed to furnish 2,5-diarylpyrazines in up to 95 % yield.

Direct Assembly of 4-Substituted Quinolines with Vinyl Azides as a Dual Synthon via C=C and C-N Bond Cleavage

An unprecedented Zn-promoted selective cleavage of vinyl azides for the synthesis of 4-substituted quinolines is developed. In this conversion, vinyl azides function as a dual synthon via C=C and C-N bond cleavage with two C=C bonds and one C=N bond formation in a one-step manner. The reaction is appreciated for its readily accessible substrates, high step economy, mild conditions, and use of air as the sole oxidant.

Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes

Base-metal catalyzed dehydrogenative self-coupling of 2-amino alcohols to selectively form functionalized 2,5-substituted pyrazine derivatives is presented. Also, 2-substituted quinoxaline derivatives are synthesized by dehydrogenative coupling of 1,2-diaminobenzene and 1,2-diols. In both cases, water and hydrogen gas are formed as the sole byproducts. The reactions are catalyzed by acridine-based pincer complexes of earth-abundant manganese.

Acceptorless Dehydrogenative Coupling Using Ammonia: Direct Synthesis of N-Heteroaromatics from Diols Catalyzed by Ruthenium

The synthesis of N-heteroaromatic compounds via an acceptorless dehydrogenative coupling process involving direct use of ammonia as the nitrogen source was explored. We report the synthesis of pyrazine derivatives from 1,2-diols and the synthesis of N-substituted pyrroles by a multicomponent dehydrogenative coupling of 1,4-diols and primary alcohols with ammonia. The acridine-based Ru-pincer complex 1 is an effective catalyst for these transformations, in which the acridine backbone is converted to an anionic dearomatized PNP-pincer ligand framework.

Cobalt-catalyzed acceptorless dehydrogenative coupling of aminoalcohols with alcohols: Direct access to pyrrole, pyridine and pyrazine derivatives

Here, the first example is reported of a new, molecularly defined SNS-cobalt(ii) catalyst for the acceptorless dehydrogenative coupling (ADC) of unprotected amino alcohols with secondary alcohols leading to pyrrole and pyridine derivatives.

The reaction of α-halocarbonyl compounds with (NH4)OH, (NH4)So4 or NH4CI solution under microwave-irradiation

Reaction of α-halo ketone (a-bromo ketone) under microwave, irradiation gives the pyrazine and quinoxaline derivative in good yields. This reaction affords a clean and convenient synthetic method for pyrazine and quinoxaline derivatives.

Synthesizing method of 2,5-diphenyl pyrazine

A synthesizing method of a 2,5-diphenyl pyrazine having a chemical formula as below, comprises: refluxing 2.6845g of 1-(cyanoacetyl) pyrrolidine and 4.3788g of D-phenylglycinol in a chlorobenzene solution with the presence of 1.2583g of cupric acetate as a catalyst for 60-70 hours without water and oxygen, wherein the dosage of cupric acetate if 31.1mol% of the dosage of raw material 1-(cyanoacetyl) pyrrolidine; removing chlorobenzene after the reaction is complete, adding water, stirring for dissolving, then extracting by chloroform, drying and desolventizing the extract phase, then separating by silica gel chromatographic column, eluting by petroleum ether/chloromethane (volume ratio 9:1), collecting the first component, and removing the eluent, thereby obtaining the target product 2,5-diphenyl pyrazine.

Diversity in Gold-Catalyzed Formal Cycloadditions of Ynamides with Azidoalkenes or 2H-Azirines: [3+2] versus [4+3] Cycloadditions

Gold-catalyzed cycloadditions of ynamides with azidoalkenes or 2H-azirines give [3+2] or [4+3] formal cycloadducts of three classes. Cycloadditions of ynamides with 2H-azirine species afford pyrrole products with two regioselectivities when the Cb-substituted 2H-azirine is replaced from an alkyl (or hydrogen) with an ester group. For ynamides substituted with an electron-rich phenyl group, their reactions with azidoalkenes proceed through novel [4+3] cycloadditions to deliver 1H-benzo[d]azepine products instead.