2,3-Dichlorobenzoyl cyanide

Base Information

• Chemical Name: 2,3-Dichlorobenzoyl cyanide
• CAS No.: 77668-42-9
• Molecular Formula: C8H3Cl2NO
• Molecular Weight: 200.024
• Hs Code.: 2926909090
• European Community (EC) Number: 278-747-9
• UNII: 3K95NM9ZHZ
• DSSTox Substance ID: DTXSID80228306
• Nikkaji Number: J309.426J
• Wikidata: Q72465587
• Mol file: 77668-42-9.mol

Synonyms:2,3-dichlorobenzoyl cyanide;77668-42-9;2,3-Dichlorobenzoylcyanide;(2,3-Dichlorophenyl)oxoacetonitrile;2-(2,3-dichlorophenyl)-2-oxoacetonitrile;EINECS 278-747-9;2,3-Dichlorobenzoyl nitrile;3K95NM9ZHZ;EC 278-747-9;dichlorobenzoyl cyanide;UNII-3K95NM9ZHZ;2,3-dichloro-benzoyl cyanide;2,3-Dichloro benzolyl nitrile;SCHEMBL3273583;DTXSID80228306;FIBBFBXFASKAON-UHFFFAOYSA-N;BCP15619;MFCD00792559;AKOS015849938;CS-O-31465;AC-15881;AS-14221;CS-0157242;FT-0609560;F11408;Benzeneacetonitrile, 2,3-dichloro-.alpha.-oxo-;A839158;W-104305;2-[2,3-bis(chloranyl)phenyl]-2-oxidanylidene-ethanenitrile;2-(2,3-Dichlorophenyl)-2-oxoacetonitrile (2,3-Dichlorobenzoylcyanide)

Chemical Property of 2,3-Dichlorobenzoyl cyanide

Chemical Property:

• Melting Point: 52-53 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 309.4 °C at 760 mmHg
• Flash Point: 140.9 °C
• PSA: 40.86000
• Density: 1.446 g/cm³
• LogP: 2.69968
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.9591691
• Heavy Atom Count: 12
• Complexity: 233

Purity/Quality:

98% ^*data from raw suppliers

2,3-DichlorobenzoylNitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)C(=O)C#N
• Uses: 2,3-Dichlorobenzoyl cyanide is an impurity of Lamotrigine (L173250), an anticonvulsant that is used in the treatment of bipolar and depression.

Technology Process of 2,3-Dichlorobenzoyl cyanide

There total 10 articles about 2,3-Dichlorobenzoyl cyanide 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: 94.2%

2,3-dichlorobenzoyl chloride (2905-60-4) + copper(I) cyanide (544-92-3) → 2,3-dichlorobenzoyl cyanide (77668-42-9)

Guidance literature:

at 160 - 165 ℃; for 7h;

Reference yield: 84.0%

2,3-dichlorobenzoyl chloride (2905-60-4) + copper(l) cyanide → 2,3-dichlorobenzoyl cyanide (77668-42-9)

Guidance literature:

With potassium iodide; In toluene; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/acs.oprd.7b00262

Reference yield: 80.0%

2,3-dichlorobenzoyl chloride (2905-60-4) + sodium cyanide (143-33-9,25596-52-5) → 2,3-dichlorobenzoyl cyanide (77668-42-9)

Guidance literature:

With copper(l) iodide; In acetonitrile; at 20 ℃; for 6 - 9h;

upstream raw materials:

2,3-dichlorobenzoyl chloride

sodium cyanide

copper(I) cyanide

2,3-dichlorbenzoic acid

Downstream raw materials:

lamotrigine

2-(2,3-dichlorophenyl)-2-guanidinyliminoacetonitrile

2-(2,3-dichlorophenyl)-2-oxoacetamide

(2,3-dichlorophenyl)-oxoacetic acid methyl ester

Refernces

• 1、 -. "Improved synthesis process for lamotrigine". . . Retrieved 2017/07/21.
• 2、 -. "A PROCESS FOR THE PREPARATION OF LAMOTRIGINE". Page/Page column 12. . Retrieved 2008/06/13.