54311-87-4

Basic information

• Product Name: 2-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine
• Synonyms: 2-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine
• CAS NO: 54311-87-4
• Molecular Weight: 223.318
• Mol File: 54311-87-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine(54311-87-4)
• EPA Substance Registry System: 2-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine(54311-87-4)

Safety Data

• Hazardous Substances Data: 54311-87-4(Hazardous Substances Data)

Upstream product

• 7216-22-0 2,3,4,5-tetrahydro-1H-benzo[c]azepine 
• 108-86-1 bromobenzene 
• 25040-17-9 methyl 3-[2-(methoxycarbonyl)phenyl]propionate 
• 136863-23-5 3-[2-(hydroxymethyl)phenyl]propan-1-ol 
• 62-53-3 aniline 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 34288-40-9 2-(E)-[2-methoxycarbonylphenyl]acrylic acid methylester 
• 71-43-2 benzene 

Relevant articles and documents

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

Facile and simple synthesis of N -alkyl and N -aryl 2-benzazepines by nucleophilic heteroannulation

An efficient and practical synthesis of N-alkyl and N-aryl 2-benzazepine has been developed. The key steps involved in the synthesis were palladium-mediated Heck reaction followed by aza heterocyclic ring construction by nucleophilic heteroannulation. This four-step sequence synthetic protocol gave moderate to good yields for a wide range of substrates. Subsequently, functionalization of the synthesized compound was carried out under Heck and Suzuki reaction conditions.