1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

Base Information

• Chemical Name: 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one
• CAS No.: 4424-80-0
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2933990090
• Mol file: 4424-80-0.mol

Synonyms:1,3,4,5-Tetrahydro-1-benzazepin-2-one;1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one; 1,3,4,5-Tetrahydrobenzo[b]azepin-2-one;1H,3H,4H,5H-Benzo[f]azepin-2-one; 2,3,4,5-Tetrahydro-1H-1-benzazepin-2-one;4,5-Dihydro-1H-benzo[b]azepin-2(3H)-one; Dihydrohomocarbostyril;Homohydrocarbostyril; NSC 65882

Chemical Property of 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 143-144 °C
• Boiling Point: 339 °C at 760 mmHg
• PKA: 15.13±0.20(Predicted)
• Flash Point: 198 °C
• PSA: 29.10000
• Density: 1.1 g/cm³
• LogP: 2.09940
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,5-Dihydro-1-benzoazepin-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,5-Dihydro-1-benzoazepin-2(3H)-one (cas# 4424-80-0) is a compound useful in organic synthesis.

Technology Process of 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

There total 3 articles about 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-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: 97.0%

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → 2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In ethanol; dimethyl sulfoxide; at 20 ℃; for 12h; Electrolysis; Green chemistry;

DOI:10.1039/d1gc00317h

Reference yield: 60.0%

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → 2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0) + 1,5-dihydro-2H-benzo[b]azepin-2-one

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; [CoCl₂(dmgH)2(pyridine)]; potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/jacs.1c06768

Reference yield:

carbon monoxide (201230-82-2) + 2-allyl-phenylamine (32704-22-6) → 3-ethyloxindole (15379-45-0) + 3-methyl-3,4-dihydroquinolin-2(1H)-one (31883-79-1) + 2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0)

Guidance literature:

With Pd(PCy₃)2(H)(H₂O)⁺BF₄^-; hydrogen; 1,4-di(diphenylphosphino)-butane; In toluene; at 100 ℃; for 48h; under 31028.9 Torr; Yield given. Yields of byproduct given;

DOI:10.1021/ja953403l

upstream raw materials:

carbon monoxide

2-allyl-phenylamine

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

Downstream raw materials:

4-(2-aminophenyl)butanoic acid hydrochloride

4-(2-aminophenyl)butyric acid

7-(2-chloroacetyl)-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one

2,3,4,5-tetrahydro-1Hbenzo[b]azepine

Refernces

• 1、 Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele. "Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins". supporting information. p. 14806 - 14813. Retrieved 2021/09/18.
• 2、 El Ali, Bassam,Okuro, Kazumi,Vasapollo, Giuseppe,Alper, Howard. "Regioselective palladium(II)-catalyzed synthesis of five- or seven-membered ring lactones and five-, six- or seven-membered ring lactams by cyclocarbonylation methodology". . p. 4264 - 4270. Retrieved 2007/10/03.