74376-33-3

Upstream product

• 23229-26-7 2-5-dibromopyrazine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 26086-60-2 2-azido-4'-chloroacetophenone 
• 937-20-2 p-chlorophenacyl chloride 
• 1458055-80-5 C₁₀H₈BrClO₂ 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 32687-35-7 3-(4-chlorophenyl)-2H-azirine 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Relevant academic research and scientific papers

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.

Pyrazine receptor unit-based organic small-molecular luminescent material, and preparation method and application thereof

The invention discloses a pyrazine receptor unit-based organic small-molecular luminescent material. Different kinds of aromatic amino groups are connected to different positions of pyrazine used as areceptor unit to obtain luminescent molecules having different D-A-D structures in order to realize the adjustment of the conjugate length of the material, the intramolecular charge transfer intensity, the molecular weight of the material and the energy level distribution of the molecules. The invention also discloses a preparation method of the organic small-molecular luminescent material. The pyrazine receptor unit and aromatic amine compounds are used as main reaction materials, and undergo a series of reactions to obtain the target product. The invention also discloses an application of the organic small-molecular luminescent material. The material has the advantages of certain molecular weight, simple structure and high decomposition temperature, can overcome the problem of carrier imbalance of luminescent materials through effective intramolecular charge transfer and the increase of the triplet energy level of the molecules, improves the stability of devices, and can be in organic light emitting diode devices.

Highly efficient synthesis of 2,5-disubstituted pyrazines from (Z)-β-haloenol acetates

A highly efficient synthesis of a wide range of 2,5-disubstituted pyrazines from (Z)-β-haloenol acetates is described. The reactions are conducted under convenient conditions and provide products with excellent regioselectivity in moderate to excellent yields with a broad substrate scope, including a variety of aromatic and aliphatic haloenol acetates.

Cycloaddition of chlorosulfonyl isocyanate to 2H-azirines: Formation of [2+2+2] cycloadducts

Chlorosulfonyl isocyanate (CSI) reacts with 2H-azirines 1a-c at -78°C to form [2+2+2] cycloadducts 3a-c and 4a-c. The tricyclic aziridine derivatives 4a-c undergo CSI extrusion reactions and subsequent oxidation to the corresponding pyrazines 5a-c. Structural identifications of 3a-c and 4a-c are based on ir, nmr and mass spectral data.