29722-97-2

Basic information

• Product Name: N-[(3-Pyridinyl)methylene]aniline
• Synonyms: 3-[(Phenylimino)methyl]pyridine;N-(3-Pyridinylmethylene)benzenamine;N-(3-Pyridylmethylene)aniline;N-[(3-Pyridinyl)methylene]aniline;N-Phenyl-3-pyridylmethyleneamine;N-Phenylpyridine-3-methanimine
• CAS NO: 29722-97-2
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 0
• Mol File: 29722-97-2.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-[(3-Pyridinyl)methylene]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(3-Pyridinyl)methylene]aniline(29722-97-2)
• EPA Substance Registry System: N-[(3-Pyridinyl)methylene]aniline(29722-97-2)

Safety Data

• Hazardous Substances Data: 29722-97-2(Hazardous Substances Data)

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 62-53-3 aniline 
• 100-55-0 3-hydroxymethylpyridin 
• 64-10-8 phenyl carbamate 
• 98-95-3 nitrobenzene 
• 3768-55-6 N-trimethylsilylaniline 

Downstream Products

• 73570-11-3 N-(pyridin-3-ylmethyl)aniline 
• 83871-61-8 DL-N-Phenyl-pyrid-3-yl-glycinethylester 
• 159110-62-0 Phenyl-(1-pyridin-3-yl-but-3-enyl)-amine 
• 500-22-1 3-pyridinecarboxaldehyde 
• 62-53-3 aniline 
• 1391156-06-1 diethyl 2-(3-pyridyl)-1,1-difluoro-2-phenylaminoethylphosphonate 
• 1752-96-1 N-phenylnicotinamide 
• 3360-71-2 diphenyl (phenylamino)(pyridin-3-yl)methylphosphonate 
• 13238-38-5 3-(2-phenylethynyl)pyridine 
• 110684-32-7 3-(1-phenyl-1H-1,2,3-triazol-5-yl)pyridine 
• 17285-51-7 3-(1-phenyl-1H-pyrrol-2-yl)pyridine 

Relevant articles and documents

Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation

An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N-aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Br?nsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ

A cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ is reported, which uses nonmetallic quinone DDQ as an oxidant in the allylation of N-benzylanilines under mild conditions. C–C bond with high selectivity and activity was constructed in this reaction and homoallylic amines were obtained with yields of up to 99%.