16585-31-2

Basic information

• Product Name: 2-Pyridinemethanimine, a-phenyl-
• CAS NO: 16585-31-2
• Molecular Formula: C12H10N2
• Molecular Weight: 182.225
• Mol File: 16585-31-2.mol

Chemical Properties

• CAS DataBase Reference: 2-Pyridinemethanimine, a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinemethanimine, a-phenyl-(16585-31-2)
• EPA Substance Registry System: 2-Pyridinemethanimine, a-phenyl-(16585-31-2)

Safety Data

• Hazardous Substances Data: 16585-31-2(Hazardous Substances Data)

Upstream product

• 100-70-9 2-Cyanopyridine 
• 100-58-3 phenylmagnesium bromide 
• 100-47-0 benzonitrile 
• 91-02-1 phenyl(pyridin-2-yl)methanone 

Downstream Products

• 182944-25-8 2-((E)-2-Nitro-1-phenyl-vinyl)-pyridine 
• 39930-11-5 1-phenyl-1-(pyridin-2-yl)methanamine 
• 132396-19-1 3-Methoxy-1-phenylpyrido<1,2-a>pyrazinium hexafluorophosphate 
• 132395-94-9 3-Hydroxy-1-phenylpyrido<1,2-a>pyrazinium chloride 
• 205523-36-0 1-Phenylpyrido<1,2-a>pyrazinium-3-olate 

Relevant articles and documents

Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines

N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.

Synthetic procedure to pyrido[2,1-f][1,2,4]triazinium salt and related compounds

N-aminopyridyl ketone salts were reacted with formamide to yield heteroaromatic pyrido[2,1-f][1,2,4]triazinium salts. Upon storage of these products in the presence of water, formation of covalent hydrates have been observed. Reaction of the same starting compound with urethane yielded 3-chloropyrido[2,1-f][1,2,4]triazinium salt which readily reacted with secondary amines to afford 3-amino derivatives. An analogous ring closure reaction of 2-formylaminomethyl- and formaminobenzylpyridine allowed the synthesis of the partially reduced 3,4-dihydropyrido[2,1-f][1,2,4]triazinium compounds. The cyclization procedure was also applied for the synthesis of the related pyrimido[2,1-f][1,2,4]triazinium salt.

Synthesis of homo- and heterobiarylmethylamines

A variety of homo- and heterobiarylmethylamines were prepared in modest to high yields via a convenient one-pot process. Georg Thieme Verlag Stuttgart.

Synthesis and Reduction of 2,2-diaryl-1-nitroethylenes by using a chiral and a non chiral NADH model in the pyrrolopyridine series

Reduction of 2,2-diphenyl-1-nitroethylene (1) and 2-(2-pyridyl)-2-phenyl-1-nitroethylene (5) is achieved by using the NADH model in the pyrrolopyridine series 2a to give 2,2-diphenyl-1-nitroethane (3) and 2-(2-pyridyl)-2-phenyl-1-nitroethane (7) respectively in 40% yield. The asymmetric reduction of 2-(2-pyridyl)-2-phenyl-1-nitroethylene by the chiral NADH model 2b is studied. Thus, 2-(2-pyridyl)-2-phenyl-1-nitroethane (7) is obtained in 15 to 32% yield. The stereocontrol of the reduction proved to be dependent on the amount of magnesium ions.