1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine

Base Information

• Chemical Name: 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine
• CAS No.: 137973-03-6
• Molecular Formula: C17H18N2O
• Molecular Weight: 266.343
• DSSTox Substance ID: DTXSID30442191
• Nikkaji Number: J1.445.184F
• Wikidata: Q82259331
• ChEMBL ID: CHEMBL344848
• Mol file: 137973-03-6.mol

Synonyms:CHEMBL344848;137973-03-6;SCHEMBL7347092;1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine;DTXSID30442191;RSEFMSOKHZWZHB-UHFFFAOYSA-N;(4-aminophenyl)-(2,3,4,5-tetrahydro-1-benzazepin-1-yl)methanone;BDBM50094081;AKOS011332621;4-(2,3,4,5-Tetrahydro-1H-1-benzazepine-1-ylcarbonyl)aniline;(4-Amino-phenyl)-(2,3,4,5-tetrahydro-benzo[b]azepin-1-yl)-methanone

Chemical Property of 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 266.141913202
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C2=CC=CC=C2C1)C(=O)C3=CC=C(C=C3)N

Technology Process of 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine

There total 6 articles about 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine 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: 100.0%

1,2,3,4-Tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepine (137975-23-6) → 6-<(4-aminophenyl)carbonyl>-2,6-diazabicyclo<5.4.0>undeca-1(7),8,10-trien-3-one (137973-03-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 5h; under 1034.32 Torr; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00697

Reference yield:

2,3,4,5-tetrahydro-1Hbenzo[b]azepine (1701-57-1) → 6-<(4-aminophenyl)carbonyl>-2,6-diazabicyclo<5.4.0>undeca-1(7),8,10-trien-3-one (137973-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

2: Fe, AcOH / methanol / 1 h / Heating

With iron; acetic acid; triethylamine; In methanol; dichloromethane;

DOI:10.1248/cpb.47.501

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → 6-<(4-aminophenyl)carbonyl>-2,6-diazabicyclo<5.4.0>undeca-1(7),8,10-trien-3-one (137973-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: H₂ / 10percent Pd/C / ethanol / 5 h / 760 Torr / Ambient temperature

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jm960133o

upstream raw materials:

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

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

4-nitro-benzoyl chloride

3,4-dihydronaphthalene-1(2H)-one

Downstream raw materials:

4'-Nitro-biphenyl-2-carboxylic acid [4-(2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-amide

4'-Methoxy-biphenyl-2-carboxylic acid [4-(2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-amide