4,5-Dihydro-1h-benzo[d]azepin-2(3h)-one

Base Information

• Chemical Name: 4,5-Dihydro-1h-benzo[d]azepin-2(3h)-one
• CAS No.: 15987-50-5
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00166756
• Nikkaji Number: J613.113A
• Wikidata: Q72505319
• Mol file: 15987-50-5.mol

Synonyms:15987-50-5;4,5-dihydro-1h-benzo[d]azepin-2(3h)-one;2H-3-Benzazepin-2-one, 1,3,4,5-tetrahydro-;1,2,3,5-tetrahydro-3-benzazepin-4-one;1,3,4,5-Tetrahydro-2H-3-benzazepin-2-one;2-Oxo-1,2,4,5-tetrahydro-3(3H)-benzazepine;2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-2-ONE;2H-3-Benzazepin-2-one,1,3,4,5-tetrahydro-;SCHEMBL2061125;DTXSID00166756;AKOS005216468;CS-W000444;MB01179;BS-52200;LS-28025;4,5-Dihydro-1H-3-benzazepin-2(3H)-one;1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one;E77977;1,3,4,5-TETRAHYDROBENZO[D]AZEPIN-2-ONE

Chemical Property of 4,5-Dihydro-1h-benzo[d]azepin-2(3h)-one

Chemical Property:

• Vapor Pressure: 6.83E-06mmHg at 25°C
• Melting Point: 158-160℃
• Boiling Point: 377.3°Cat760mmHg
• PKA: 16.04±0.20(Predicted)
• Flash Point: 221.6°C
• PSA: 29.10000
• Density: 1.1g/cm³
• LogP: 1.23020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(=O)CC2=CC=CC=C21
• Uses: 1,3,4,5-Tetrahydro-2H-3-benzazepin-2-one is used as a reagent in the synthesis of alkylated benzo[d]azepin-2-ones which can be used as potentially selective 5-HT2C agonists.

Technology Process of 4,5-Dihydro-1h-benzo[d]azepin-2(3h)-one

There total 14 articles about 4,5-Dihydro-1h-benzo[d]azepin-2(3h)-one 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: 70.0%

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one (15987-50-5)

Guidance literature:

With trimethylsilylazide; iron(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 0.766667h;

DOI:10.1016/j.tetlet.2008.05.113

Reference yield: 49.0%

1-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline (32909-74-3) → methyl [2-(2-aminoethyl)phenyl]acetate + 1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one (15987-50-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.3987/com-06-s(k)41

Reference yield:

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 1,2,4,5-tetrahydro-3H-benzo[c]azepin-3-one (17724-38-8) + 1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one (15987-50-5)

Guidance literature:

With hydrogen azide; chloroform; sulfuric acid; at 40 ℃;

upstream raw materials:

2,4-Dioxo-2,3,4,5-tetrahydro-1H-3-benzazepin

[2-(2-amino-ethyl)-phenyl]-acetic acid

1,2,3,4-tetrahydronaphthalen-2-one

1-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

3-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benz[d]azepine

1,2,4,5-tetrahydro-1,3-dimethyl-3H-3-benzazepin-2-one

1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one

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

Refernces

• 1、 Motiwala, Hashim F.,Charaschanya, Manwika,Day, Victor W.,Aubé, Jeffrey. "Remodeling and Enhancing Schmidt Reaction Pathways in Hexafluoroisopropanol". . p. 1593 - 1609. Retrieved 2016/03/01.
• 2、 Yadav,Reddy, B.V. Subba,Reddy, U.V. Subba,Praneeth. "Azido-Schmidt reaction for the formation of amides, imides and lactams from ketones in the presence of FeCl3". . p. 4742 - 4745. Retrieved 2008/12/21.