5H-Dibenz[b,f]azepine-5-carbonitrile

Base Information

• Chemical Name: 5H-Dibenz[b,f]azepine-5-carbonitrile
• CAS No.: 42787-75-7
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• European Community (EC) Number: 255-944-8
• UNII: LH9UN2C8ES
• DSSTox Substance ID: DTXSID50195475
• Nikkaji Number: J309.975J
• Mol file: 42787-75-7.mol

Synonyms:42787-75-7;5-CYANO-5H-DIBENZO(B,F)AZEPINE;5H-DIBENZO[B,F]AZEPINE-5-CARBONITRILE;5H-Dibenz[b,f]azepine-5-carbonitrile;benzo[b][1]benzazepine-11-carbonitrile;EINECS 255-944-8;5H-Dibenz(b,f)azepine-5-carbonitrile;LH9UN2C8ES;Dibenz[b,f]azepine-5-carbonitrile;5-Cyano-5H-dibenz[b,f]azepine;5H-DIBENZ [B,F] AZEPINE 5-CARBONITRILE;5-Cyano-5H-dibenzo[b,f]azepine;(Z)-5H-dibenzo[b,f]azepine-5-carbonitrile;UNII-LH9UN2C8ES;SCHEMBL1679789;DTXSID50195475;5-Cyano-5H-dibenzo[b,f]azepine #;5H-Dibenz[b,f]azepin-5-carbonitrile;11-benzo[b][1]benzazepinecarbonitrile;AKOS015895866;AB13300;AC-16235;Dibenz[b,f]azepine-5-carbonitrile, 97%;5H-Dibenz[b,f]azepin-5-carbonsaeurenitril;11H-benzo[b][1]benzazepine-11-carbonitrile;FT-0658988;5H-DIBENZ[B,F]AZEPINE 5-CARBONITRILE;C90481;A826007;W-106260

Chemical Property of 5H-Dibenz[b,f]azepine-5-carbonitrile

Chemical Property:

• Melting Point: 106-110 °C(lit.)
• Boiling Point: 410.4 °C at 760 mmHg
• Flash Point: 183.3 °C
• PSA: 27.03000
• Density: 1.25 g/cm³
• LogP: 3.85458
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Dibenz[b,f]azepine-5-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC=CC=C3N2C#N

Technology Process of 5H-Dibenz[b,f]azepine-5-carbonitrile

There total 7 articles about 5H-Dibenz[b,f]azepine-5-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: 99.0%

dibenzoazepine (256-96-2) + 5-(cyano)dibenzothiophenium triflate → 5-cyanodibenzazepine (42787-75-7)

Guidance literature:

With caesium carbonate; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.201904557

Reference yield: 96.0%

carbamazepin (298-46-4) → 5-cyanodibenzazepine (42787-75-7)

Guidance literature:

With bis(trichloromethyl) carbonate; In toluene; for 5h; Product distribution / selectivity; Reflux;

Reference yield:

dibenzoazepine (256-96-2) → 5-cyanodibenzazepine (42787-75-7)

Guidance literature:

dibenzoazepine; With bromocyane; Hexamethylphosphorous triamide; In 1,2-dichloro-ethane; at 40 - 50 ℃; for 7 - 8h;

With sodium hydroxide; In water; 1,2-dichloro-ethane;

In water;

upstream raw materials:

dibenzoazepine

bromocyane

carbamazepin

N,N,N,N,N,N-hexamethylphosphoric triamide

Downstream raw materials:

carbamazepin

5-cyano-10-oxo-10,11-dihydro-5H-dibenz[b,f]-azepine

5-cyano-10-nitro-5H-dibenz[b,f]azepine

Refernces

• 1、 Li, Xiangdong,Golz, Christopher,Alcarazo, Manuel. "5-(Cyano)dibenzothiophenium Triflate: A Sulfur-Based Reagent for Electrophilic Cyanation and Cyanocyclizations". supporting information. p. 9496 - 9500. Retrieved 2019/06/27.
• 2、 -. "PROCESS FOR PRODUCING 10-OXO-L10, 11-DIHYDR0-5H-DIBENZ [B, F] AZEPINE-5-CARBOXAMIDE STARTING FROM 5-CYANOIMINOSTILBENE". Page/Page column 10; 12-13. . Retrieved 2008/06/13.