Iminostilbene

Base Information

• Chemical Name: Iminostilbene
• CAS No.: 256-96-2
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 29339900
• European Community (EC) Number: 205-970-0
• NSC Number: 123458
• UNII: J411KQJ8C2
• DSSTox Substance ID: DTXSID90871625
• Nikkaji Number: J24.602F
• Wikipedia: Dibenzazepine
• Wikidata: Q61388
• Metabolomics Workbench ID: 56798
• ChEMBL ID: CHEMBL243596
• Mol file: 256-96-2.mol

Synonyms:dibenzazepine;GSI XX;iminostilbene;iminostilbene, 10-(13)C-labeled

Chemical Property of Iminostilbene

Chemical Property:

• Appearance/Colour: Yellow to orange-yellow fine powder
• Vapor Pressure: 4.81E-05mmHg at 25°C
• Melting Point: 197-201 °C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 349.1 °C at 760 mmHg
• PKA: 1.71±0.20(Predicted)
• Flash Point: 178.4 °C
• PSA: 12.03000
• Density: 1.116 g/cm³
• LogP: 4.05200
• Storage Temp.: Refrigerator
• Solubility.: dioxane: 50 mg/mL, clear
• Water Solubility.: Soluble in ethyl acetate (25 mg/ml), water (partly), dioxane, chloroform, and DMSO.
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Iminostilbene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi,N,Xn
• Hazard Codes: C,Xi,N,Xn
• Statements: 34-51/53-22-36/37/38
• Safety Statements: 26-36/37/39-45-61-27-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC=CC=C3N2
• Uses: Iminostilbene is mainly used as a pharmaceutical intermediate for the production of carbamazepine, Oxcarbazepine, and rhodium catalyst ligand. It is a metabolite of of carbamazepine which is used primarily in the treatment of epilepsy and neuropathic pain.

Technology Process of Iminostilbene

There total 52 articles about Iminostilbene 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%

N-acetyl iminostilbene (19209-60-0) → dibenzoazepine (256-96-2)

Guidance literature:

With triethyl borane; sodium hydroxide; In tert-butyl methyl ether; at 80 ℃; for 6h; Inert atmosphere; Sealed tube;

Reference yield: 99.0%

2-bromostyrene (2039-88-5) + o-chloroaniline (95-51-2) → dibenzoazepine (256-96-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; DavePhos; In 1,4-dioxane; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ja107511g

Reference yield: 98.9%

2-(2-phenylethenyl)benzenamine (13066-19-8) → dibenzoazepine (256-96-2)

Guidance literature:

With phosphoric acid; at 100 - 300 ℃; for 2h; Temperature; Reagent/catalyst; Inert atmosphere; Industrial scale;

upstream raw materials:

N-methyldibenzazepine

9,10-dihydrodibenzazepine

10-bromo-dibenz[b,f]azepine

ethanol

Downstream raw materials:

5-cyanodibenzazepine

(3aR,12bR)-1-(2,4-Dinitro-phenyl)-3-methyl-1,3a,8,12b-tetrahydro-1,2,8-triaza-dibenzo[e,h]azulene

(3aR,12bR)-3-Phenyl-1-p-tolyl-1,3a,8,12b-tetrahydro-1,2,8-triaza-dibenzo[e,h]azulene

acridine

Refernces

• 1、 Oparin, Roman D.,Vaksler, Yevhenii A.,Krestyaninov, Michael A.,Idrissi, Abdenacer,Kiselev, Michael G.. "High temperature polymorphic conversion of carbamazepine in supercritical CO2: A way to obtain pure polymorph I". . . Retrieved 2021.
• 2、 Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo. "Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores". . p. 8086 - 8090. Retrieved 2020/11/03.