103749-64-0

Basic information

• Product Name: N-[(E)-(4-chlorophenyl)methylidene]-4-methoxyaniline
• Synonyms: benzenamine, N-[(1E)-(4-chlorophenyl)methylene]-4-methoxy-; N-[(E)-(4-Chlorophenyl)methylene]-4-methoxyaniline; p-chlorobenzylidene-(4-methoxyphenyl)-amine
• CAS NO: 103749-64-0
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.7042
• Mol File: 103749-64-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 378.6°C at 760 mmHg
• Flash Point: 182.8°C
• Density: 1.11g/cm³
• Vapor Pressure: 1.35E-05mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: N-[(E)-(4-chlorophenyl)methylidene]-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(E)-(4-chlorophenyl)methylidene]-4-methoxyaniline(103749-64-0)
• EPA Substance Registry System: N-[(E)-(4-chlorophenyl)methylidene]-4-methoxyaniline(103749-64-0)

Safety Data

• Hazardous Substances Data: 103749-64-0(Hazardous Substances Data)

Upstream product

• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 100-17-4 para-methoxynitrobenzene 
• 179811-64-4 4-(aminomethyl)benzene-1,2-diol hydrochloride 
• 104-94-9 4-methoxy-aniline 
• 108791-87-3 N-(2-bromo-4-chlorobenzylidene)-4-methoxyaniline 
• 108791-92-0 N-(4-chloro-2-tributylphosphoniobenzylidene)-4-methoxyaniline bromide 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 20357-42-0 N-(4-chlorobenzyl)-4-methoxyaniline 
• 2849-15-2 N,N'-Bis-(4-bromphenyl)-1,2-diphenyl-aethylendiamin 
• 1332456-79-7 (2R,4R)-2-(4-chlorophenyl)-3-(4-methoxyphenyl)-4-vinyloxazolidine 

Relevant articles and documents

The first aza Diels-Alder reaction involving an α,β-unsaturated hydrazone as the dienophile: Stereoselective synthesis of C-4 functionalized 1,2,3,4-tetrahydroquinolines containing a quaternary stereocenter

The reaction between aromatic imines and methacrolein dimethylhydrazone in the presence of 10% indium trichloride affords in good to excellent yields biologically and synthetically relevant 1,2,3,4-tetrahydroquinolines bearing a hydrazone function at C-4 in a one-pot process that involves the formation of two C-C bonds and the stereoselective generation of two stereocenters, one of them quaternary, and this constitutes the first example of an α,β-unsaturated dimethylhydrazone behaving as a dienophile in a hetero Diels-Alder reaction and the first vinylogous aza-Povarov reaction. This journal is The Royal Society of Chemistry.

Application of a catalyst-free Domino Mannich/Friedel-Crafts alkylation reaction for the synthesis of novel tetrahydroquinolines of potential antitumor activity

A useful and efficient method to construct diversely substituted 1,2,3,4-tetrahydroquinolines in good to excellent yields has been developed through a catalyst-free Domino Mannich and intramolecular Friedel-Crafts alkylation reactions of N-arylamines with

Quinone-catalyzed oxidative deformylation: Synthesis of imines from amino alcohols

A new method for imine synthesis by way of quinone-catalyzed oxidative deformylation of 1, 2-amino alcohols is reported. A wide range of readily accessible amino alcohols and primary amines can be reacted to provide N-protected imine products. The methodology presented provides a novel organocatalytic approach for imine synthesis and demonstrates the synthetic versatility of quinone-catalyzed oxidative C-C bond cleavage.