4121-35-1

Usage

Synthesis Reference(s)

Tetrahedron Letters, 6, p. 3253, 1965 DOI: 10.1016/S0040-4039(01)89222-4

InChI:InChI=1/C12H12N2O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-2,5-6H,3-4,7-8H2

Upstream product

• 4829-73-6 1,2,3,4-tetrahydrophenazine 
• 480-96-6 benzofurazan oxide 
• 108-94-1 cyclohexanone 
• 1322877-87-1 C₆H₄N₂O₂*C₄₂H₇₀O₃₅ 

Downstream Products

• 18274-55-0 1-hydroxyphenazine 5,10-dioxide 
• 16101-29-4 1-acetoxy-1,2,3,4-tetrahydrophenazine-5-oxide 
• 528-71-2 phenazin-1-ol 

Relevant academic research and scientific papers

Unusual friedlander reactions: A route to novel quinoxaline-based heterocycles

Acid catalyzed Friedlander reactions of a number of 2,3-dihydro-1H- cyclopenta[b]quinoxaline-1-ones with 2-aminobenzaldehyde yield, unexpectedly, 8H-indolo[3,2-a]phenazine and quinolino[2,3-c]cyclopentadienone[2,3-b] quinoxalines, the structures of derivatives of which were confirmed by X-ray crystallography. Easy routes to novel quinoxaline-based indoles, quinolones, and quinoxaline-1,4-dioxides are reported, and proposed mechanisms for the unexpected products are discussed.

Effective promotion of beirut reaction by-cyclodextrin in water

A mild and highly efficient, environmentally friendly procedure has been developed for the conversion from benzofurazan-N-oxides to quinoxaline di-N-oxides in the presence of-cyclodextrin in water at room temperature with excellent yields. The application of cyclodextrin precludes the use of organic solvent, and the catalyst can be recovered and reused in subsequent reactions with the same catalytic activity. Herein, the Beirut reaction is carried out in the medium of water for the first time. The reaction mechanism was proposed based on the inclusion complexation of-cyclodextrin with benzofurazan-N-oxides which was confirmed by 1H NMR, ultraviolet/visible spectrum, and infrared spectroscopy. Copyright