780-21-2

Basic information

• Product Name: N-benzylidene-4-chloroaniline
• Synonyms: N-benzylidene-4-chloroaniline;N-(4-Chlorophenyl)benzylideneamine;N-(4-Chlorophenyl)phenylmethanimine;N-Benzylidene-4-chlorobenzenamine;N-Benzylidene-p-chloroaniline;N-BENZYLIDENE-4-CHLOROANILINE, TECH.
• CAS NO: 780-21-2
• Molecular Formula: C₁₃H₁₀ClN
• Molecular Weight: 215.68
• Mol File: 780-21-2.mol
• Article Data: 200

Chemical Properties

• Boiling Point: 342.7 °C at 760 mmHg
• Flash Point: 161.1 °C
• Appearance: /
• Density: 1.08 g/cm³
• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: N-benzylidene-4-chloroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzylidene-4-chloroaniline(780-21-2)
• EPA Substance Registry System: N-benzylidene-4-chloroaniline(780-21-2)

Safety Data

• Hazardous Substances Data: 780-21-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 967, 1985 DOI: 10.1055/s-1985-31406

InChI:InChI=1/C13H10ClN/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-10H/b15-10+

Upstream product

• 3296-05-7 1-azido-4-chlorobenzene 
• 108-88-3 toluene 
• 106-47-8 4-chloro-aniline 
• 100-51-6 benzyl alcohol 
• 106-49-0 p-toluidine 
• 62-53-3 aniline 
• 100-47-0 benzonitrile 
• 100-52-7 benzaldehyde 
• 19865-58-8 N-(4-chlorophenyl)-α-phenylnitrone 
• 861308-74-9 N-(α-bromo-benzyl)-4-chloro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 6554-98-9 trans-4-Hydroxystilbene 
• 94-41-7 benzalacetophenone 
• 140-38-5 N-(4-chlorophenyl)urea 

Downstream Products

• 69617-28-3 6-trans-styryl-3-(4-trans-styryl-phenyl)-benzo[d]isoxazole 
• 69600-14-2 5-methyl-3-(4-trans-styryl-phenyl)-benzo[d]isoxazole 
• 69600-20-0 6-chloro-3-(3-chloro-4-trans-styryl-phenyl)-benzo[d]isoxazole 
• 69591-89-5 3-(4-methoxy-phenyl)-6-trans-styryl-benzo[d]isoxazole 
• 69591-91-9 3-biphenyl-4-yl-6-trans-styryl-benzo[d]isoxazole 
• 38550-04-8 2-(4-styryl-phenyl)-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,2,3]triazole 
• 69591-86-2 3-phenyl-6-trans-styryl-benzo[d]isoxazole 
• 41226-88-4 4-(4-chloro-phenyl)-2-(4-nitro-phenyl)-3-phenyl-oxazolidine-5,5-dicarbonitrile 
• 59425-68-2 4,5,4',5'-tetraphenyl-2,2'-[3,3'-dichloro-4,4'-(2-phenyl-propane-1,3-diyl)-diphenyl]-bis-oxazole 
• 97495-20-0 2-(4-Chlor-anilino)-benzylphosphonsaeure-trimethylenester 
• 66311-96-4 3-(4-chloro-phenyl)-2,4-diphenyl-3,4-dihydro-2H-naphtho[2,1-e][1,3]oxazine 
• 98173-84-3 2-(4-Chloranilino)-benzylphosphonsaeure-(butylen-(1.3)-ester) 
• 52823-21-9 2-dibenzofuran-3-yl-5-(4-trans-styryl-phenyl)-[1,3,4]oxadiazole 
• 69600-17-5 6-chloro-3-(4-trans-styryl-phenyl)-benzo[d]isoxazole 

Relevant articles and documents

Copper-Catalyzed Intramolecular Amination of C(sp3)-H Bond of Secondary Amines to Access Azacycles

The cross-coupling of C-N bond directly from inert C-H bonds is an ideal approach to synthesize saturated azacycles due to its high efficiency and atom economy. In this article, a copper-catalyzed intramolecular amination via the cross coupling of C(sp3)-H and N-H bonds of secondary amine has been reported, which exhibit excellent chemo- and regioselectivity, extensive substrate scope, and functional group tolerance in good to excellent yield, offering an efficient pathway to build nitrogen-containing heterocycle skeletons.

Sulfated polyborate: A dual catalyst for the reductive amination of aldehydes and ketones by NaBH4

An efficient, quick, and environment-friendly one-pot reductive amination of aldehydes or ketones was developed. In ethanol at 70 °C, a imination catalyzed by sulfated polyborate and further reduced by sodium borohydride yields various amines. The present method has many significant benefits, including a shorter reaction time, excellent yields, and a hassle-free, straightforward experimental process. The reaction has a wide range of applications due to its flexibility, including secondary amine for reductive amination.

Direct synthesis of imines from nitro compounds and biomass-derived carbonyl compounds over nitrogen-doped carbon material supported Ni nanoparticles

The selective synthesis of imines from biomass-derived chemicals over heterogeneous non-noble metal catalysts is of great importance for organic transformation. Herein, non-noble heterogeneous nitrogen-doped carbon supported Ni catalysts (abbreviated as Ni/CN-MgO-T, whereTrepresents the pyrolysis temperature) have been facilely prepared from the simple pyrolysis of Ni precursors and biomass, and Ni/CN-MgO-600 with the smallest size of Ni nanoparticles demonstrated the highest catalytic activity. The reductive coupling of nitroarenes and carbonyl compounds could be performed under mild conditions (80 °C, and 10 bar H2), affording structurally-diverse imines with high to excellent yields (84.2-98.1%). Thanks to the mild reaction conditions, the developed method showed good tolerance to other functional groups such as nitriles, halogen and vinyl groups.