11H-Dibenzo[b,e]azepine-6-carbonitrile

Base Information

• Chemical Name: 11H-Dibenzo[b,e]azepine-6-carbonitrile
• CAS No.: 80012-69-7
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00576013
• Mol file: 80012-69-7.mol

Synonyms:11H-Dibenzo[b,e]azepine-6-carbonitrile;80012-69-7;11H-benzo[c][1]benzazepine-6-carbonitrile;11H-Dibenz[b,e]azepine-6-carbonitrile;SCHEMBL5366018;DTXSID00576013;AKOS025311524;A839805

Chemical Property of 11H-Dibenzo[b,e]azepine-6-carbonitrile

Chemical Property:

• Vapor Pressure: 6.76E-06mmHg at 25°C
• Melting Point: 99-101 °C(Solv: acetonitrile (75-05-8))
• Refractive Index: 1.646
• Boiling Point: 377.4 °C at 760 mmHg
• PKA: -0.84±0.20(Predicted)
• Flash Point: 182.1 °C
• PSA: 36.15000
• Density: 1.14 g/cm³
• LogP: 2.67078
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 362

Purity/Quality:

99% ^*data from raw suppliers

11H-Dibenzo[b,e]azepine-6-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(=NC3=CC=CC=C31)C#N

Technology Process of 11H-Dibenzo[b,e]azepine-6-carbonitrile

There total 4 articles about 11H-Dibenzo[b,e]azepine-6-carbonitrile 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: 86.04%

sodium cyanide (773837-37-9) + 6-chloro-11H-dibenzazepine (4998-12-3) → 11H-dibenzazepine-6-carbonitrile (80012-69-7)

Guidance literature:

With dimethyl sulfoxide; at 85 ℃; for 2h;

Reference yield: 70.2%

6-chloro-11H-dibenzazepine (4998-12-3) + sodium cyanide (143-33-9,25596-52-5) → 11H-dibenzazepine-6-carbonitrile (80012-69-7)

Guidance literature:

In dimethyl sulfoxide; at 90 ℃; for 3h;

Reference yield:

5,6-dihydro-6,11-dioxomorphanthridine (1143-50-6) → 11H-dibenzazepine-6-carbonitrile (80012-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; 5%-palladium/activated carbon / acetic acid / 12 h / 50 °C / Inert atmosphere

2: trichlorophosphate / N,N-dimethyl-aniline / 6 h / 110 °C

3: dimethyl sulfoxide / 2 h / 85 °C

With 5%-palladium/activated carbon; hydrogen; dimethyl sulfoxide; trichlorophosphate; In acetic acid; N,N-dimethyl-aniline;

upstream raw materials:

6-chloro-11H-dibenzazepine

sodium cyanide

sodium cyanide

5,6-dihydro-6,11-dioxomorphanthridine

Downstream raw materials:

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine

9,13b-dihydro-3-(4-morpholinyl)-1H-dibenzimidazo<1,5-a>azepine

9,13b-dihydro-N-pentyl-1H-dibenzimidazo<1,5-a>azepin-3-amine

9,13b-dihydro-3-(1-pyrrolidinyl)-1H-dibenzimidazo<1,5-a>azepine

Refernces

• 1、 Walther,Daniel,Bechtel,Brandt. "New tetracyclic guanidine derivatives with H1-antihistaminic properties. Chemistry of epinastine". . p. 440 - 446. Retrieved 2007/10/02.