1701-57-1

Basic information

• Product Name: 2,3,4,5-Tetrahydro-1H-benzo[b]azepine
• Synonyms: 2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE;2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE;2,3,4,5-Tetrahydro-1H-benzo[b]azepin
• CAS NO: 1701-57-1
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• Product Categories: pharmacetical
• Mol File: 1701-57-1.mol
• Article Data: 48

Chemical Properties

• Melting Point: 32 °C
• Boiling Point: 268.9 °C at 760 mmHg
• Flash Point: 122.7 °C
• Appearance: /
• Density: 0.981 g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.22±0.20(Predicted)
• CAS DataBase Reference: 2,3,4,5-Tetrahydro-1H-benzo[b]azepine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-Tetrahydro-1H-benzo[b]azepine(1701-57-1)
• EPA Substance Registry System: 2,3,4,5-Tetrahydro-1H-benzo[b]azepine(1701-57-1)

Safety Data

• Hazardous Substances Data: 1701-57-1(Hazardous Substances Data)

Usage

Uses

2,3,4,5-Tetrahydro-1H-1-benzazepine is a reactant in the synthesis of adamantane derivatives as cannabinoid receptor 2 agonists.

InChI:InChI=1/C10H13N/c1-2-7-10-9(5-1)6-3-4-8-11-10/h1-2,5,7,11H,3-4,6,8H2

Upstream product

• 6940-76-7 1-iodo-3-chloro-propane 
• 134-20-3 2-carbomethoxyaniline 
• 119-64-2 tetralin 
• 91-22-5 quinoline 
• 542-69-8 1-iodo-butane 
• 4424-80-0 2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one 
• 209967-15-7 4-(2-aminophenyl)but-3-yn-1-ol 
• 864512-14-1 2-iodophenyl 4-chlorobenzenesulfonate 
• 17718-14-8 Methyl 1,2-Dihydroquinoline-1-carboxylate 
• 19886-89-6 1-Acetyl-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 832684-26-1 (+/-)-1-azido-1,2,3,4-tetrahydronaphthalene 
• 529-33-9 1,2,3,4-Tetrahydro-1-naphthol 
• 847173-91-5 1,2,3,4-tetrahydronaphthalen-1-yl methanesulfonate 

Downstream Products

• 4425-15-4 4,5,6,7-tetrahydro-azepino[3,2,1-hi]indole-1,2-dione 
• 99293-85-3 N-(p-toluoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 88920-00-7 2,3,4,5-tetrahydro-1-phenacyl-1H-benzazepine 
• 200729-53-9 (2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-2-chloro-4-nitrobenzamide 
• 65797-77-5 α,α-bis(trifluoromethyl)-2,3,4,5-tetrahydro-1H-1-benzazepine-7-methanol 
• 34583-83-0 7-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepiney 
• 384831-92-9 C₂₃H₂₇FN₂O₃ 
• 1092844-19-3 C₂₀H₂₀N₂O 
• 535960-92-0 N-[6-(4-chloro-3,5-dimethylphenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 
• 535960-91-9 N-[6-(2,4-dichlorophenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 
• 535960-90-8 N-[6-(3-methyl-4-chlorophenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 
• 535960-88-4 N-[6-(2-isopropoxyphenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 
• 535960-87-3 N-[6-(2-fluorophenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 
• 535960-86-2 N-[6-(4-chlorophenoxy)pyridin-3-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxamide 

Relevant articles and documents

Regioselectivity in Forming Dipole-Stabilized Anions. Sites of Metalation of Indolines, Tetrahydroquinolines, and Benzazepines Activated by N-Formimidoyl or N-Boc Groups

Metalation of the title compounds indicated that the formamidine-equipped indolines or 1,2,3,4-tetrahydroquinolines give rise solely to C-2 alkylation products (5,6) whereas the corresponding N-t-Boc systems give only ortho aryl alkylation (7,8).

Dehydrogenative and Redox-Neutral N-Heterocyclization of Aminoalcohols Catalyzed by Manganese Pincer Complexes

A new manganese catalyzed heterocyclization of aminoalcohols has been accomplished. A wide range of heterocycles were synthesized, including 1,2,3,4-tetrahydroquinolines, dihydroquinolinones, and 2,3,4,5-tetrahydro-1H-benzo[b]azepines. The reaction is performed under mild reaction conditions using air and moisture stable manganese catalysts. The desired heterocycles were obtained in good to excellent yields.

Indirect reduction of CO2and recycling of polymers by manganese-catalyzed transfer hydrogenation of amides, carbamates, urea derivatives, and polyurethanes

The reduction of polar bonds, in particular carbonyl groups, is of fundamental importance in organic chemistry and biology. Herein, we report a manganese pincer complex as a versatile catalyst for the transfer hydrogenation of amides, carbamates, urea derivatives, and even polyurethanes leading to the corresponding alcohols, amines, and methanol as products. Since these compound classes can be prepared using CO2as a C1 building block the reported reaction represents an approach to the indirect reduction of CO2. Notably, these are the first examples on the reduction of carbamates and urea derivatives as well as on the C-N bond cleavage in amides by transfer hydrogenation. The general applicability of this methodology is highlighted by the successful reduction of 12 urea derivatives, 26 carbamates and 11 amides. The corresponding amines, alcohols and methanol were obtained in good to excellent yields up to 97%. Furthermore, polyurethanes were successfully converted which represents a viable strategy towards a circular economy. Based on control experiments and the observed intermediates a feasible mechanism is proposed.

Mild, Metal-Free Oxidative Ring-Expansion Approach for the Synthesis of Benzo[ b]azepines

Benzo[b]azepines are important structural motifs for the pharmaceutical industry. However, their syntheses are usually lengthy, involving several steps, transition-metal catalysts, and/or harsh conditions. A novel, general, mild, and metal-free oxidative ring expansion tandem reaction of hydroquinolines with TMSCHN2 as a versatile soft nucleophile to gain access to these valuable compounds in a simple and straightforward manner is presented.