90331-06-9

Basic information

• Product Name: 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene
• Synonyms: 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene
• CAS NO: 90331-06-9
• Molecular Weight: 215.338
• Mol File: 90331-06-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene(90331-06-9)
• EPA Substance Registry System: 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene(90331-06-9)

Safety Data

• Hazardous Substances Data: 90331-06-9(Hazardous Substances Data)

Upstream product

• 6852-58-0 N-benzylidene tert-butylamine 
• 7182-10-7 N-(1-buten-1-yl)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.