1-(3-Nitro-10,11-dihydro-5H-dibenzo[B,F]azepin-5-YL)ethanone

Base Information

• Chemical Name: 1-(3-Nitro-10,11-dihydro-5H-dibenzo[B,F]azepin-5-YL)ethanone
• CAS No.: 79752-03-7
• Molecular Formula: C16H14N2O3
• Molecular Weight: 282.299
• European Community (EC) Number: 279-251-5
• DSSTox Substance ID: DTXSID101000705
• Nikkaji Number: J24.611E
• Wikidata: Q72494629
• ChEMBL ID: CHEMBL1322020
• Mol file: 79752-03-7.mol

Synonyms:79752-03-7;1-(3-NITRO-10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)ETHANONE;1-(2-nitro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)ethanone;5-Acetyl-10,11-dihydro-3-nitro-5H-dibenz[b,f]azepine;EINECS 279-251-5;1-(3-Nitro-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-ethanone;5-Acetyl-10,11-dihydro-3-nitro-5H-dibenz(b,f)azepine;1-{5-Nitro-2-azatricyclo[9.4.0.0(3),?]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}ethan-1-one;Ethanone,1-(10,11-dihydro-3-nitro-5H-dibenz[b,f]azepin-5-yl)-;ChemDiv1_020026;Cambridge id 5478742;Oprea1_009387;Oprea1_701382;MLS001209440;CHEMBL1322020;SCHEMBL19224977;HMS643O06;DTXSID101000705;HMS2829I05;STL307803;AKOS000547580;AS-71194;SMR000516297;FT-0645034;W12146;AB00086548-01;A839749;SR-01000403935;4-(3-Chlorophenyl)-2-(pyridin-3-yl)butanenitrile;J-650396;SR-01000403935-1;W-111543;5-Acetyl-3-nitro-10,11-dihydro-5H-dibenz[b,f]azepine;1-(3-Nitro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethan-1-one

Chemical Property of 1-(3-Nitro-10,11-dihydro-5H-dibenzo[B,F]azepin-5-YL)ethanone

Chemical Property:

• Vapor Pressure: 4.22E-11mmHg at 25°C
• Melting Point: ≥145℃
• Refractive Index: 1.631
• Boiling Point: 524.6 °C at 760 mmHg
• Flash Point: 271.1 °C
• PSA: 66.13000
• Density: 1.295 g/cm³
• LogP: 3.96620
• Water Solubility.: 42.3mg/L
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 282.10044231
• Heavy Atom Count: 21
• Complexity: 420

Purity/Quality:

99.9% ^*data from raw suppliers

1-(3-Nitro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C2=CC=CC=C2CCC3=C1C=C(C=C3)[N+](=O)[O-]

Technology Process of 1-(3-Nitro-10,11-dihydro-5H-dibenzo[B,F]azepin-5-YL)ethanone

There total 3 articles about 1-(3-Nitro-10,11-dihydro-5H-dibenzo[B,F]azepin-5-YL)ethanone 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: 46.0%

5-acetyliminodibenzyl (13080-75-6) → 3-nitro-5-acetyl-10,11-dihydro-5H-dibenzazepine (79752-03-7)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 0.5h;

Reference yield: 20.0%

5-acetyliminodibenzyl (13080-75-6) → 3-nitro-5-acetyl-10,11-dihydro-5H-dibenzazepine (79752-03-7) + 3,7-dinitro-10,11-dihydro-5H-dibenzazepine + 3,7-dinitro-5-acetyl-10,11-dihydro-5H-dibenzazepine

Guidance literature:

With nitric acid; acetic acid;

Reference yield:

9,10-dihydrodibenzazepine (494-19-9) → 3-nitro-5-acetyl-10,11-dihydro-5H-dibenzazepine (79752-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 2 h / 110 °C

2: sulfuric acid; nitric acid / 0.5 h / 0 °C

With sulfuric acid; nitric acid; acetic acid;

upstream raw materials:

5-acetyliminodibenzyl

9,10-dihydrodibenzazepine

Downstream raw materials:

3-amino-5-acetyl-10,11-dihydro-5H-dibenzazepine

3-amino-10,11-dihydro-5H-dibenzazepine

3-carbethoxyamino-10,11-dihydro-5H-dibenzazepine

ethyl (5-(N-ethylglycyl)-10,11-dihydro-5H-dibenzo[b,f]azepin-3-yl)carbamate

Refernces

• 1、 Horowska, Barbara,Ledochowski, Andrzej. "RESEARCH ON TUMOUR INHIBITING COMPOUNDS. PART LXV. SYNTHESES OF NITRO-10,11-DIHYDRO-5H-DIBENZAZEPINES AND THEIR DERIVATIVES". . p. 39 - 46. Retrieved 2007/10/02.