Benzofuran-6-carbonitrile

Base Information

• Chemical Name: Benzofuran-6-carbonitrile
• CAS No.: 17450-68-9
• Molecular Formula: C9H5NO
• Molecular Weight: 143.145
• Mol file: 17450-68-9.mol

Synonyms:5-Benzofurancarbonitrile;

Chemical Property of Benzofuran-6-carbonitrile

Chemical Property:

• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.6 °C
• PSA: 36.93000
• Density: 1.22 g/cm³
• LogP: 2.30448
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

benzofuran-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzofuran-6-carbonitrile

There total 19 articles about Benzofuran-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: 93.0%

3-hydroxy-4-((trimethylsilyl)ethynyl)benzonitrile (1430837-12-9) → benzo[b]furan-6-carbonitrile (17450-68-9)

Guidance literature:

3-hydroxy-4-((trimethylsilyl)ethynyl)benzonitrile; With copper(l) iodide; triethylamine; In ethanol; at 75 ℃; for 6.5h;

With sodium carbonate; sodium hydroxide; In chloroform; for 18h;

DOI:10.1080/00397911.2012.684086

Reference yield: 82.0%

zinc cyanide (748101-41-9) + trifluoromethanesulfonic acid benzofuran-6-yl ester (227752-25-2) → benzo[b]furan-6-carbonitrile (17450-68-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1080/00397911.2013.855788

Reference yield: 68.8%

zinc(II) cyanide (557-21-1) + 6-bromo-benzofuran (128851-73-0) → benzo[b]furan-6-carbonitrile (17450-68-9)

Guidance literature:

With tetrakis-(triphenylphosphine)-palladium; In N,N-dimethyl-formamide; at 180 ℃; for 16h; Inert atmosphere;

DOI:10.1007/s00044-022-02851-9

upstream raw materials:

m-cyanophenol

3-hydroxy-4-iodobenzonitrile

3-hydroxy-4-((trimethylsilyl)ethynyl)benzonitrile

6-hydroxybenzofuran-3-one

Downstream raw materials:

benzofuran-6-carboxylic acid

(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid

Refernces

• 1、 -. "NOVEL PROCESS FOR THE PREPARATION OF LIFITEGRAST". Page/Page column 18. . Retrieved 2019/05/02.
• 2、 Wang, Youxin,Chen, Feifei,Di, Hongxia,Xu, Yong,Xiao, Qiang,Wang, Xuehai,Wei, Hanwen,Lu, Yanli,Zhang, Lingling,Zhu, Jin,Sheng, Chunquan,Lan, Lefu,Li, Jian. "Discovery of Potent Benzofuran-Derived Diapophytoene Desaturase (CrtN) Inhibitors with Enhanced Oral Bioavailability for the Treatment of Methicillin-Resistant Staphylococcus aureus (MRSA) Infections". . p. 3215 - 3230. Retrieved 2016/05/19.