13311-79-0

Usage

Uses

Used in Pharmaceutical Industry:
1,2,3,4-tetrahydro-6-Methoxyquinoxaline is used as a potential neurotransmitter modulator for its pharmacological properties. It may have applications in the development of drugs targeting neurological disorders and conditions related to neurotransmission.
Used in Organic Synthesis:
1,2,3,4-tetrahydro-6-Methoxyquinoxaline is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure and properties make it a valuable component in the synthesis of complex organic molecules for research and industrial applications.

Upstream product

• 6639-82-3 6-methoxyquinoxaline 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 106-93-4 ethylene dibromide 
• 96-96-8 4-methoxy-2-nitroaniline 

Relevant academic research and scientific papers

Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source

A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.

Water-involving transfer hydrogenation and dehydrogenation of N-heterocycles over a bifunctional MoNi4 electrode

A room-temperature electrochemical strategy for hydrogenation (deuteration) and reverse dehydrogenation of N-heterocycles over a bifunctional MoNi4 electrode is developed, which includes the hydrogenation of quinoxaline using H2O as the hydrogen source with 80% Faradaic efficiency and the reverse dehydrogenation of hydrogen-rich 1,2,3,4-tetrahydroquinoxaline with up to 99% yield and selectivity. The in situ generated active hydrogen atom (H*) is plausibly involved in the hydrogenation of quinoxaline, where a consecutive hydrogen radical coupled electron transfer pathway is proposed. Notably, the MoNi4 alloy exhibits efficient quinoxaline hydrogenation at an overpotential of only 50 mV, owing to its superior water dissociation ability to provide H* in alkaline media. In situ Raman tests indicate that the NiII/NiIII redox couple can promote the dehydrogenation process, representing a promising anodic alternative to low-value oxygen evolution. Impressively, electrocatalytic deuteration is easily achieved with up to 99% deuteration ratios using D2O. This method is capable of producing a series of functionalized hydrogenated and deuterated quinoxalines.

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was reported. The reaction allowed the simple preparation of tetrahydroquinoxalines under mild conditions. The deuterium-labelling experiment confirmed that water is

Synthesis and single crystal structure of novel 1,4-Bis (Dichloroacetyl)-1,2,3,4-tetrahydroquinoxaline Derivatives

A series of 1,4-bis (dichloroacetyl)-1,2,3,4-tetrahydroquinoxalines (4) were synthesized by cyclization and acylation reactions with o-phenylenediamine and 1,2- dibromoalkanes as the starting materials in the presence of NaHCO3 as attaching acid agent. The structures of all the compounds were characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. The single crystal of 3a, 4d and 6 were determined by X-ray crystallography.