100381-43-9

Basic information

• Product Name: Phenazine, 1,2,3,4-tetrahydro-7-methyl-
• Synonyms: 1,2,3,4-tetrahydro-7-methylphenazine;2-methyl-5,6,7,8-tetrahydrophenazine;7-methyl-1,2,3,4-tetrahydro-phenazine;Phenazine,1,2,3,4-tetrahydro-7-methyl;7-Methyl-1,2,3,4-tetrahydro-phenazin
• CAS NO: 100381-43-9
• Molecular Formula: C13H14N2
• Molecular Weight: 198.26400
• Mol File: 100381-43-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Phenazine, 1,2,3,4-tetrahydro-7-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenazine, 1,2,3,4-tetrahydro-7-methyl-(100381-43-9)
• EPA Substance Registry System: Phenazine, 1,2,3,4-tetrahydro-7-methyl-(100381-43-9)

Safety Data

• Hazardous Substances Data: 100381-43-9(Hazardous Substances Data)

Upstream product

• 765-87-7 cyclohexane-1,2-dione 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 7647-01-0 hydrogenchloride 
• 108-94-1 cyclohexanone 
• 58010-91-6 4-methyl-2-p-tolylazo-aniline 
• 931-17-9 1,2-Cyclohexanediol 
• 89-62-3 4-methyl-2-nitroaniline 
• 120-80-9 benzene-1,2-diol 
• 578-46-1 5-methyl-2-nitroaniline 

Downstream Products

• 18450-16-3 phenazine-2-carboxylic acid 

Relevant articles and documents

Direct synthesis of novel quinoxaline derivativesviapalladium-catalyzed reductive annulation of catechols and nitroarylamines

Here, a palladium-catalyzed new hydrogenative annulation reaction of catechols and nitroarylamines, allowing straightforward access to two classes of novel quinoxaline derivatives, is reported. The reaction proceeds with operational simplicity, an easily available catalyst system, and a broad substrate scope, and without the need for pre-functionalization, which offers the potential for further design of new reductive transformations of renewable resources into value-added products.

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.

Nickel-Catalyzed Direct Synthesis of Quinoxalines from 2-Nitroanilines and Vicinal Diols: Identifying Nature of the Active Catalyst

The inexpensive and simple NiBr2/1,10-phenanthroline system-catalyzed synthesis of a series of quinoxalines from both 2-nitroanilines and 1,2-diamines is demonstrated. The reusability test for this system was performed up to the seventh cycle, which afforded good yields of the desired product without losing its reactivity significantly. Notably, during the catalytic reaction, the formation of the heterogeneous Ni-particle was observed, which was characterized by PXRD, XPS, and TEM techniques.