345894-08-8

Basic information

• Product Name: N-(4-nitrobenzylidene)-2-(butenyl-2)aniline
• CAS NO: 345894-08-8
• Molecular Weight: 280.326
• Mol File: 345894-08-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(4-nitrobenzylidene)-2-(butenyl-2)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-nitrobenzylidene)-2-(butenyl-2)aniline(345894-08-8)
• EPA Substance Registry System: N-(4-nitrobenzylidene)-2-(butenyl-2)aniline(345894-08-8)

Safety Data

• Hazardous Substances Data: 345894-08-8(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 71759-33-6 1-methyl-1-(o-aminophenyl)cyclopropane 
• 345894-04-4 N-(4-nitrobenzylidene)-2-(1-methylcyclopropyl)aniline 

Relevant articles and documents

Acid-catalyzed conversions of N-(4-nitrobenzylidene)-2-cyclopropyl And N-(4-nitrobenzylidene)-2-alkenylanilines. A new method for the synthesis of dihydroquinolines and quinolines

The acid-catalyzed conversions of N-(4-nitrobenzylidene)-2-cyclopropyl- and N-(4-nitrobenzylidene)-2-alkenylanilines have been studied. It has been established that the protonated azomethine unit of N-(4-nitrobenzylidene)-2-cyclopropylanilines is not capable of initiating intramolecular heterocyclization with participation of the three-membered ring. Conversion of N-(4-nitrobenzylidene)-2-(1-methylcyclopropyl)aniline to derivatives of quinoline is possible under the influence of concentrated H2SO4. Under the same conditions 2-methylcyclopropyl- and cyclopropyl-substituted Schiff's bases form only the corresponding alkenylazomethines (isomerization of the three-membered ring). Under the influence of more moderate acids (trifluoroacetic, polyphosphoric) N-(4-nitrobenzylidene)-2-propenyl- and N-(4-nitrobenzylidene)-2-buten-2-yl)anilines are converted to the corresponding dihydroquinolines and quinolines in high yields. N-(4-Nitrobenzylidene)-2-(2,2- dimethylvinyl)aniline does not form derivatives of quinoline under the influence of the same acids in the given conditions.