2,3,4,5-Tetrahydro-1H-benzo[b]azepine

Base Information

• Chemical Name: 2,3,4,5-Tetrahydro-1H-benzo[b]azepine
• CAS No.: 1701-57-1
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933990090
• Mol file: 1701-57-1.mol

Synonyms:2,3,4,5-tetrahydro-1H-1-benzazepine;1H-1-Benzazepine,2,3,4,5-tetrahydro-;

Chemical Property of 2,3,4,5-Tetrahydro-1H-benzo[b]azepine

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 32 °C
• Refractive Index: 1.531
• Boiling Point: 268.9 °C at 760 mmHg
• PKA: 5.22±0.20(Predicted)
• Flash Point: 122.7 °C
• PSA: 12.03000
• Density: 0.981 g/cm³
• LogP: 2.57280
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99%, ^*data from raw suppliers

2,3,4,5-Tetrahydro-1H-1-benzazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3,4,5-Tetrahydro-1H-benzo[b]azepine

There total 41 articles about 2,3,4,5-Tetrahydro-1H-benzo[b]azepine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0) → 2,3,4,5-tetrahydro-1Hbenzo[b]azepine (1701-57-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

Reference yield: 92.0%

1-tetralone oxime (3349-64-2,68253-36-1,100485-58-3) → 2,3,4,5-tetrahydro-1Hbenzo[b]azepine (1701-57-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)86234-6

Reference yield: 84.7%

7-Amino-1-(2-(pyrrolidin-1-yl)ethyl)-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one (1063407-29-3) → 2,3,4,5-tetrahydro-1Hbenzo[b]azepine (1701-57-1)

Guidance literature:

7-Amino-1-(2-(pyrrolidin-1-yl)ethyl)-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 23h;

With sodium hydroxide; water; In tetrahydrofuran;

upstream raw materials:

1-methyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one

1-iodo-butane

1-iodo-3-chloro-propane

Downstream raw materials:

N-(p-toluoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

2,3,4,5-tetrahydro-1-phenacyl-1H-benzazepine

1,2,3,4-Tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepine

(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-2-chloro-4-nitrobenzamide

Refernces

HETEROLYSIS OF N-CHLORO-1,2,3,4-TETRAHYDRO-1,4-IMINONAPHTHALENES AND RELATED SYSTEMS; EFFECTS OF STRUCTURE AND SOLVENT ON REACTION PATHWAYS

10.1016/S0040-4039(00)84913-8

The research focuses on the heterolysis of N-chloro-1,2,3,4-tetrahydro-1,4-iminonaphthalenes and related systems, exploring the effects of structure and solvent on reaction pathways. The purpose of the study was to understand how the substitution of hydrogen by methyl at the 1,4-positions in these compounds significantly alters their Ag(I)-catalysed solvolytic behavior, leading to the formation of tetrahydrobenzazepine derivatives. The researchers found that the presence of small amounts of methanol in non-polar solvents profoundly favors heterolytic over homolytic N-Cl cleavage, resulting in the production of methanoquinolines via secondary rearrangement. Bridgehead methyl substituents were also found to divert the reactions, leading to quinoline derivatives.

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