4-CHLORO-2-CYANOQUINOLINE

Base Information

• Chemical Name: 4-CHLORO-2-CYANOQUINOLINE
• CAS No.: 4552-43-6
• Molecular Formula: C10H5 Cl N2
• Molecular Weight: 188.616
• Hs Code.: 2933499090
• Mol file: 4552-43-6.mol

Synonyms:Quinaldonitrile,4-chloro- (6CI,7CI,8CI); 4-Chloro-2-cyanoquinoline

Chemical Property of 4-CHLORO-2-CYANOQUINOLINE

Chemical Property:

• Vapor Pressure: 0.000319mmHg at 25°C
• Refractive Index: 1.666
• Boiling Point: 320.4°Cat760mmHg
• Flash Point: 147.6°C
• PSA: 36.68000
• Density: 1.36g/cm³
• LogP: 2.75988
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-Chloroquinoline-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLORO-2-CYANOQUINOLINE

There total 10 articles about 4-CHLORO-2-CYANOQUINOLINE 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%

zinc(II) cyanide (557-21-1) + 2,4-dichloroquinoline (703-61-7) → 4-chloroquinoline-2-carbonitrile (4552-43-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

DOI:10.1016/j.ejmech.2016.11.012

Reference yield: 77.0%

4-Chloroquinoline N-oxide (4637-59-6) + trimethylsilyl cyanide (7677-24-9) → 4-chloroquinoline-2-carbonitrile (4552-43-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In 1,2-dichloro-ethane; at 80 ℃; regioselective reaction;

DOI:10.1002/adsc.201801185

Reference yield: 40.0%

4-Chloroquinoline N-oxide (4637-59-6) + diethyl cyanophosphonate (2942-58-7) → 4-chloroquinoline-2-carbonitrile (4552-43-6)

Guidance literature:

With triethylamine; In acetonitrile; for 18h; Heating;

upstream raw materials:

4-Chloroquinoline N-oxide

potassium cyanide

4-nitroquinoline-N-oxide

diethyl cyanophosphonate

Downstream raw materials:

2-carboxy-4-chloroquinoline

Refernces

• 1、 Khelifi, Ilhem,Naret, Timothée,Renko, Dolor,Hamze, Abdallah,Bernadat, Guillaume,Bignon, Jérome,Lenoir, Christine,Dubois, Jo?lle,Brion, Jean-Daniel,Provot, Olivier,Alami, Mouad. "Design, synthesis and anticancer properties of IsoCombretaQuinolines as potent tubulin assembly inhibitors". . p. 1025 - 1034. Retrieved 2017.
• 2、 Xu, Feng,Li, Yuqin,Huang, Xin,Fang, Xinjie,Li, Zhuofei,Jiang, Hongshuo,Qiao, Jingyi,Chu, Wenyi,Sun, Zhizhong. "Hypervalent Iodine(III)-Mediated Regioselective Cyanation of Quinoline N-Oxides with Trimethylsilyl Cyanide". . p. 520 - 525. Retrieved 2018/12/13.