81816-92-4

Basic information

• Product Name: Pyridine, 3-ethyl-5-phenyl-
• CAS NO: 81816-92-4
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Mol File: 81816-92-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pyridine, 3-ethyl-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 3-ethyl-5-phenyl-(81816-92-4)
• EPA Substance Registry System: Pyridine, 3-ethyl-5-phenyl-(81816-92-4)

Safety Data

• Hazardous Substances Data: 81816-92-4(Hazardous Substances Data)

Upstream product

• 64244-33-3 [1-Phenyl-meth-(E)-ylidene]-((E)-styryl)-amine 
• 80716-46-7 1-tert-Butyl-3-ethyl-1-aza-1,3-butadiene 
• 39166-25-1 (E)-N-(2-phenylethenyl)morpholine 
• 36838-59-2 N-styrylmorpholine 
• 332-15-0 1-(2-phenylethynyl)piperidine 

Relevant articles and documents

Novel Synthesis of 3,5-Disubstituted Pyridines by 1,4-Cycloaddition of 1-Aza-1,3-butadienes with Enamines

A new method for the synthesis of 3,5-disubstituted pyridines is described.Reactions of the N-substituted methanimines 1 with the β-substituted enamines 2 give 1-aza-1,3-butadienes 3a-3i and/or symmetrically 3,5-disubstituted pyridines 4a-c,e-h in moderate to good yields.At reaction temperatures of 150 deg C the azadienes 3 are the predominant products, and the reaction provides a good route to 1-azadienes with no substituent at the 4-position.At reaction temperatures of 200 deg C, and particularly using N-tert-butylmethanimine 1a and p-toluenesulfonic acid catalyst, the principal products are symmetrically 3,5-disubstituted pyridines.The cycloaddition was shown to proceed via the azabutadiene intermediate 3.Reactions of 3 with the enamines 2 lead to unsymmetrically 3,5-disubstituted pyridines.The mechanisms of these cycloadditions are discussed.