10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride

Base Information

• Chemical Name: 10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride
• CAS No.: 28721-08-6
• Molecular Formula: C16H12ClNO2
• Molecular Weight: 285.73
• Hs Code.: 2933990090
• European Community (EC) Number: 608-240-3
• UNII: 30H21765EJ
• DSSTox Substance ID: DTXSID30182883
• Wikidata: Q27255953
• Mol file: 28721-08-6.mol

Synonyms:28721-08-6;10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride;10-Methoxyiminostilbene-5-carbonylchloride;5-methoxybenzo[b][1]benzazepine-11-carbonyl chloride;10-Methoxy dibenzazepine-5-carbonylchloride;10-Methoxy-5H-dibenz[b,f]azepine-5-carbonyl chloride;30H21765EJ;10-Methoxy-5H-dibenzo(b,f)azepine-5-carbonyl chloride;5H-Dibenz(b,f)azepine-5-carbonyl chloride, 10-methoxy-;10-Methoxy-5H-dibenz(b,f)azepine-5-carbonyl chloride;Oxcarbazepine impurity F [EP];UNII-30H21765EJ;10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonylchloride;SCHEMBL4458688;DTXSID30182883;ANRYPESGCUZAHS-UHFFFAOYSA-N;AKOS015967583;NS00028530;OXCARBAZEPINE IMPURITY F [EP IMPURITY];Piperazine,1-methyl-4-(2-pyridinyl)-(9CI);A876648;10-Methoxy-5H-dibenz[b,f]azepine-5-carbonylchloride;Q27255953;(E)-10-methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride

Chemical Property of 10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride

Chemical Property:

• Boiling Point: 470.441 °C at 760 mmHg
• PKA: -4.53±0.40(Predicted)
• Flash Point: 238.315 °C
• PSA: 29.54000
• Density: 1.357 g/cm³
• LogP: 4.70640
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 285.0556563
• Heavy Atom Count: 20
• Complexity: 409

Purity/Quality:

99.9% ^*data from raw suppliers

10-Methoxy-5H-dibenz[b,f]azepine-5-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC=CC=C2N(C3=CC=CC=C31)C(=O)Cl
• Uses: 10-Methoxy-5H-dibenz[b,f]azepine-5-carbonyl chloride is an impurity of Oxcarbazepine (O869250) which is a metabolite of Eslicarbazepine acetate, (BIA 2-093), a novel central nervous system drug, used as an anticonvulsant.

Technology Process of 10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride

There total 2 articles about 10-Methoxy-5H-dibenzo[b,f]azepine-5-carbonyl chloride 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: 82.0%

10-methoxy-5H-dibenzo[b,f]azepine (4698-11-7) + bis(trichloromethyl) carbonate (32315-10-9) → 10-methoxyiminostilbene carbonyl chloride (28721-08-6)

Guidance literature:

With 2,3-Dimethylaniline; In chloroform; at 0 - 10 ℃; for 6h; Product distribution / selectivity;

Reference yield:

→ 10-methoxyiminostilbene carbonyl chloride (28721-08-6)

Guidance literature:

10-Methoxy-5H-dibenzazepin in Toluol, COCl2;

Reference yield:

10-methoxyiminostilbene carbonyl chloride (28721-08-6) → 10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide (28721-09-7)

Guidance literature:

With ammonia; In methanol; for 2h; Heating / reflux;

upstream raw materials:

10-methoxy-5H-dibenzo[b,f]azepine

bis(trichloromethyl) carbonate

Downstream raw materials:

10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide

Refernces

• 1、 Velugula, Siva Rama Kasibabu,Reddy, Aaramadaka Sunil Kumar,Misra, Nimesh Chandra,Reddy, Pindi Santhosh,Chavakula, Ramadas,Guduri, Anil Kumar,DouglasSanasi, Paul. "Synthesis and characterization of potential impurities of Oxcarbazepine drug substance: An antiepileptic agent". supporting information. p. 1581 - 1587. Retrieved 2021/05/06.
• 2、 -. "PROCESS FOR PREPARING OXCARBAZEPINE". Page/Page column 5;6. . Retrieved 2008/06/13.