1H-Benzo[d]azepin-2(3H)-one

Base Information

• Chemical Name: 1H-Benzo[d]azepin-2(3H)-one
• CAS No.: 19301-09-8
• Molecular Formula: C10H9NO
• Molecular Weight: 159.18456
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20400942
• Mol file: 19301-09-8.mol

Synonyms:1H-Benzo[d]azepin-2(3H)-one;19301-09-8;1,3-dihydro-3-benzazepin-2-one;MFCD01101239;1,3-dihydro-benzo[d]azepin-2-one;SCHEMBL3132084;SCHEMBL6274084;SCHEMBL9542350;AMY9091;DTXSID20400942;1,3-dihydro-2H-3-Benzazepin-2-one;AKOS016013843;2H-3-Benzazepin-2-one,1,3-dihydro-;AS-32400;SY018989;FT-0731263;A880290

Chemical Property of 1H-Benzo[d]azepin-2(3H)-one

Chemical Property:

• PSA: 32.59000
• LogP: 1.60550
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

1H-Benzo[d]azepin-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C=CNC1=O
• Uses: 1H-Benzo[d]azepin-2(3H)-one is used as a reactant in the synthesis of 7-sulfonamido-3-benzazepines as potent and selective 5-HT2C receptor agonists.

Technology Process of 1H-Benzo[d]azepin-2(3H)-one

There total 4 articles about 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:

phenylacetic acid (103-82-2) → 1,3-dihydro-benzo[d]azepin-2-one (19301-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / CH₂Cl₂ / 1 h / Heating

2: triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

3: glcial acetic acid, conc. HCl / 17 h / Ambient temperature

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

DOI:10.1021/jm00167a033

Reference yield:

phenylacetyl chloride (103-80-0) → 1,3-dihydro-benzo[d]azepin-2-one (19301-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

2: glcial acetic acid, conc. HCl / 17 h / Ambient temperature

With hydrogenchloride; acetic acid; triethylamine; In dichloromethane;

DOI:10.1021/jm00167a033

Reference yield:

Benzylpenilloaldehyd-dimethylacetal (89314-87-4) → 1,3-dihydro-benzo[d]azepin-2-one (19301-09-8)

Guidance literature:

With hydrogenchloride; acetic acid; for 17h; Ambient temperature;

DOI:10.1021/jm00167a033

upstream raw materials:

Benzylpenilloaldehyd-dimethylacetal

phenylacetic acid

phenylacetyl chloride

Downstream raw materials:

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

3-(3-{[2-(3,4-Dimethoxy-phenyl)-ethyl]-methyl-amino}-propyl)-1,3,4,5-tetrahydro-benzo[d]azepin-2-one

Refernces

• 1、 Reiffen,Eberlein,Muller,Psiorz,Noll,Heider,Lillie,Kobinger,Luger. "Specific bradycardic agents. 1. Chemistry, pharmacology, and structure-activity relationships of substituted benzazepinones, a new class of compounds exerting antiischemic properties". . p. 1496 - 1504. Retrieved 2007/10/02.