2427-06-7

Usage

Class

Tetrahydroquinoxaline compounds

Physical state

Colorless liquid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Building blocks in the synthesis of pharmaceuticals and organic molecules

Applications

Synthesis of pharmaceuticals and agrochemicals

Potential

Therapeutic agent for various medical conditions

Safety precautions

Toxic if ingested or inhaled, causes skin and eye irritation upon contact

Handling

Handle with care, use appropriate protective equipment and follow safety guidelines

Upstream product

• 103441-56-1 N-(3-chloro-phenyl)-N,N'-dimethyl-ethylenediamine 
• 139-71-9 m-chloroformanilide 
• 615-42-9 1,2-Diiodobenzene 
• 110-70-3 N,N`-dimethylethylenediamine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 583-53-9 2,3-dibromobenzene 
• 91-19-0 2,3-diethynylquinoxaline 
• 64-18-6 formic acid 
• 7006-52-2 3-chloro-N-methylaniline 
• 4819-33-4 3-chloro-N-(2-chloro-ethyl)-N-methyl-aniline 
• 3476-89-9 1,2,3,4-tetrahydroquinoxaline 
• 67-56-1 methanol 
• 91-16-7 1,2-dimethoxybenzene 
• 10579-71-2 1,4-diformyl-1,2,3,4-tetrahydroquinoxaline 

Relevant academic research and scientific papers

Synthesis of Quinoxaline Derivatives via Copper(I)-Catalyzed Cross-Coupling Reaction of 1,2-Dihalobenzenes with N,N′-Disubstituted Ethane-1,2-diamines under Ligand- and Solvent-Free Conditions

An efficient ligand- and solvent-free method for the synthesis of quinoxaline derivatives via copper(I)-catalyzed cross-coupling process has been developed. 1,2-Halobenzenes or 1,8-diiodonaphthalene coupled with N,N′-disubstituted ethane-1,2-diamines to g

Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation

Lignocellulosic biomass is one of the most abundant renewable sources in nature. Herein, we have developed the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives, various indoles under mild conditions in high efficiencies. N-methylation of various anilines is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.

Direct Substitution of Aromatic Ethers by Lithium Amides. A New Aromatic Amination Reaction

Reaction of lithiated dialkylamines with methoxy aromatics in refluxing THF leads to products resulting from a direct ipso-substitution.Especially with lithiated secondary amines high conversions and selectivities are achieved.Sulfonyl-substituted aromatics react equally well, but halogenated aromatics give rise to side-products arising from a competing pathway via aryne intermediates.The scope and mechanistic implications of this novel nucleophilic amination reaction are described.