7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Base Information

• Chemical Name: 7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
• CAS No.: 73942-87-7
• Molecular Formula: C12H13NO3
• Molecular Weight: 219.24
• Hs Code.: 2933790090
• European Community (EC) Number: 456-160-0,616-033-4
• UNII: HV3ZHP3F8A
• DSSTox Substance ID: DTXSID10363259
• Nikkaji Number: J2.672.483J
• Wikidata: Q27188821
• ChEMBL ID: CHEMBL1305093
• Mol file: 73942-87-7.mol

Synonyms:73942-87-7;7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one;1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one;7,8-dimethoxy-1,3-dihydro-3-benzazepin-2-one;2H-3-Benzazepin-2-one, 1,3-dihydro-7,8-dimethoxy-;Ivabradine Impurity 22;7,8-dimethoxy-1H-benzo[d]azepin-2(3H)-one;HV3ZHP3F8A;7,8-dimethoxy-2,3-dihydro-1H-3-benzazepin-2-one;UNII-HV3ZHP3F8A;MLS000720765;SCHEMBL333847;7,8-dimethoxy-1,3-dihydro-2H-benzo[d]azepin-2-one;SCHEMBL1533850;CHEMBL1305093;DTXSID10363259;CHEBI:109655;HMS2708E18;BCP10457;CS-B1125;BBL029581;MFCD02091565;STL373037;AKOS015951200;AC-4648;SMR000336763;AM20090734;D4824;FT-0657505;EN300-51587;EC 456-160-0;6X-0944;A837974;SR-01000307300;2,3-dihydro-7,8-dimethoxy-2-oxo-1H-3-benzazepine;7,8-dimethoxy-2-oxo-1,3-dihydro-2H-3-benzazepine;J-503905;SR-01000307300-1;7,8-Dimethoxy-2,3-dihydro-1H-3-benzoazepine-2-one;Q27188821

Chemical Property of 7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Chemical Property:

• Vapor Pressure: 1.7E-08mmHg at 25°C
• Melting Point: 244.0 to 248.0 °C
• Refractive Index: 1.546
• Boiling Point: 455.8 °C at 760 mmHg
• PKA: 13.29±0.20(Predicted)
• Flash Point: 229.5 °C
• PSA: 47.56000
• Density: 1.167 g/cm³
• LogP: 1.67560
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 219.08954328
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

99% ^*data from raw suppliers

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=CNC(=O)CC2=C1)OC
• Uses: 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one is a substituted benzazepinonee derivative used in the preparation of bradycardic agents as well as isoform-selective f-current blockers.

Technology Process of 7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

There total 7 articles about 7,8-dimethoxy-1,3-dihydro-2H-3-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%

7,8-dimethoxy-3-(4-methoxybenzyl)-1,3-dihydro-2H-3-benzazepin-2-one → 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one (73942-87-7)

Guidance literature:

With trifluoroacetic acid; for 8h; Reflux;

Reference yield: 77.5%

N-(2,2-dimethoxy-ethyl)-3,4-dimethoxyphenylacetamide (73954-34-4) → 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one (73942-87-7)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 25 ℃; for 17h;

Reference yield:

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one (73942-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / thionyl chloride / CH₂Cl₂ / 1 h / Heating

2: triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

3: 75 percent / glacial acetic acid, conc. HCl / 17 h / Ambient temperature

With hydrogenchloride; thionyl chloride; acetic acid; triethylamine; In dichloromethane;

DOI:10.1021/jm00167a033

upstream raw materials:

N-(2,2-dimethoxy-ethyl)-3,4-dimethoxyphenylacetamide

(3,4-Dimethoxyphenyl)acetic acid

3,4-dimethoxyphenylacetyl chloride

7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepine-2,4-dione

Downstream raw materials:

N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-3-(phenylamino)-propylamine

N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-N-(3-phenylaminopropyl)-methylamine

N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-N-(2-phenyloxyethyl)-methylamine

ivabradine hydrochloride

Refernces

• 1、 -. "Benzo aza compound, preparation method and use thereof". Paragraph 0109; 0110. . Retrieved 2017/08/22.
• 2、 -. "PROCESS FOR THE SYNTHESIS OF BENZAZEPINE DERIVATIVES". Page/Page column 14-15. . Retrieved 2016/06/21.