5877-51-0

Basic information

• Product Name: Benzenamine, N-[(4-bromophenyl)methylene]-
• CAS NO: 5877-51-0
• Molecular Formula: C13H10BrN
• Molecular Weight: 260.133
• Mol File: 5877-51-0.mol
• Article Data: 79

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-[(4-bromophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-[(4-bromophenyl)methylene]-(5877-51-0)
• EPA Substance Registry System: Benzenamine, N-[(4-bromophenyl)methylene]-(5877-51-0)

Safety Data

• Hazardous Substances Data: 5877-51-0(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 62-53-3 aniline 
• 24720-81-8 α-(4-bromo)-N-phenylnitrone 
• 26456-05-3 10-methylacridinium perchlorate 
• 68695-51-2 4-bromobenzylaniline 
• 98-95-3 nitrobenzene 
• 873-75-6 4-bromobenzenemethanol 
• 64-10-8 phenyl carbamate 
• 1774-66-9 3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 622-37-7 Phenyl azide 

Downstream Products

• 40046-77-3 2-(4-bromo-phenyl)-3,6-diphenyl-2,3-dihydro-[1,3,5]oxadiazin-4-one 
• 5676-93-7 N-(4-Brom-benzyliden)-N-pikryl-anilinium-chlorid 
• 74979-95-6 ethyl 2-((4-bromophenyl)(phenylamino)methyl)-3-oxobutanoate 
• 114021-98-6 (4-Bromo-phenyl)-phenylamino-methanesulfonic acid; compound with methylamine 
• 138714-66-6 trans-4-(4-bromophenyl)-1,3-diphenylazetidin-2-one 
• 26040-15-3 diphenyl 1-phenylamino-1-(4-bromophenyl)methanephosphonate 
• 62305-54-8 [(4-Bromo-phenyl)-phenylamino-methyl]-phosphinic acid; compound with phenylamine 
• 140424-47-1 2-(4-Bromo-phenyl)-4-hydroxy-5-oxo-1-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid tert-butyl ester 
• 16917-42-3 4-bromobenzaldehyde phenylhydrazone 
• 74956-42-6 meso-dimethyl 2,3-dihydroxy-2,3-diphenylsuccinate 
• 68695-51-2 4-bromobenzylaniline 
• 162825-35-6 N-(4-bromobenzylidene)-4-(xanthen-9-yl)aniline 
• 24720-81-8 α-(4-bromo)-N-phenylnitrone 
• 1122-91-4 4-bromo-benzaldehyde 

Relevant articles and documents

Redox-Neutral Imination of Alcohol with Azide: A Sustainable Alternative to the Staudinger/Aza-Wittig Reaction

The traditional Staudinger/aza-Wittig reaction represents one of the most powerful tools for imine formation. However, for this multistep procedure, the sacrificial phosphine has to be used, resulting in difficulties in the purification process and waste disposal at the same time. Here, we report a redox-neutral azide-alcohol imination methodology enabled by a base-metal nickel PN3 pincer catalyst. The one-step, waste-free, and high atom-economical features highlight its advantages further. Moreover, mechanistic insight suggests a non-metal-ligand cooperation pathway based on the observation of an intermediate and density functional theory calculations.

Aza-peterson olefinations: Rapid synthesis of (E)-alkenes

An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyltrimethylsilane is described. Silanes can be deprotonated using Schlosser's base and added to N -phenyl imines or ketones to directly give the desired products in high yields.

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.