1749-03-7

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: 1749-03-7
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.7042
• Mol File: 1749-03-7.mol
• Article Data: 83

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(1749-03-7)
• EPA Substance Registry System: N-[(E)-(4-chlorophenyl)methylidene]-4-methoxyaniline(1749-03-7)

Safety Data

• Hazardous Substances Data: 1749-03-7(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 100-17-4 para-methoxynitrobenzene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 1073-67-2 4-vinylbenzyl chloride 
• 6212-33-5 2-(4-Chlorophenyl)glycine 
• 67-56-1 methanol 
• 62-53-3 aniline 
• 103-82-2 phenylacetic acid 
• 599-67-7 1,1-diphenylethanol 
• 60-12-8 2-phenylethanol 
• 555-16-8 4-nitrobenzaldehdye 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 100-52-7 benzaldehyde 

Downstream Products

• 90475-32-4 4-(4-chlorophenyl)-1-(4-methoxyphenyl)azetidin-2-one 
• 1061672-23-8 (2E,5R)-5-(4-methoxyphenylamino)-5-(4-chlorophenyl)-1-(piperidin-1-yl)pent-2-en-1-one 
• 20357-42-0 N-(4-chlorobenzyl)-4-methoxyaniline 
• 1012859-54-9 C₁₅H₁₅ClN₂O₃ 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 

Relevant articles and documents

Synthesis of lactones and lactams from vinylcyclopropane by palladium-catalyzed nucleophilic allylation

A palladium-catalyzed nucleophilic allylation of aldehydes with vinylcyclopropane in the presence of diethylzinc proceeded to provide homoallyl alcohols with anti stereoselectivity. Aldimines prepared from aldehyde and primary amines in situ underwent a s

Arene diruthenium(II)-mediated synthesis of imines from alcohols and amines under aerobic condition

The utility and selectivity of the newly synthesized dinuclear arene Ru(II) complex were demonstrated towards the synthesis of imines from coupling of alcohols and amines in the aerobic condition. Analytical and various spectral methods have been used to establish the unprecedented formation of the new thiolato-bridged dinuclear ruthenium complex. The molecular structure of the titled complex was evidenced with aid of X-ray crystallographic technique. A wide range of imines were obtained in good-to-excellent yields up to 98% and water as the by-product through an acceptorless dehydrogenative coupling of alcohols with amines. The catalytic reaction operated a concise atom economical without any oxidant with 1 mol% of the catalyst load. Further, the role of base, solvent and catalyst loading of the coupling reaction has been investigated. A plausible mechanism has been described and was found to proceed via the formation of an aldehyde intermediate. Short synthesis of antibacterial drug N-(salicylidene)-2-hydroxyaniline illustrated the utility of the present protocol.

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.

Method for preparing asymmetric imine or asymmetric secondary amine compound through photocatalysis

The invention relates to a method for preparing asymmetric imine or asymmetric secondary amine compounds through photocatalysis. According to the method, under the conditions of illumination and inert gas, different types of photocatalysts supported by cocatalysts are selected, so that an aromatic alcohol compound and an aromatic amino compound can react to obtain the asymmetric imine compound or the asymmetric secondary amine compound. The method can be used for replacing the existing mature organic synthesis process, is mild in condition and high in selectivity, has universality and is suitable for industrial production.