4-HYDROXY-7-CYANOQUINOLINE

Base Information

• Chemical Name: 4-HYDROXY-7-CYANOQUINOLINE
• CAS No.: 860205-30-7
• Molecular Formula: C₁₀H₆N₂O
• Molecular Weight: 170.17
• Mol file: 860205-30-7.mol

Synonyms:4-HYDROXY-7-CYANOQUINOLINE

Chemical Property of 4-HYDROXY-7-CYANOQUINOLINE

Chemical Property:

• Boiling Point: 402.7±25.0 °C(Predicted)
• PKA: 7.99±0.27(Predicted)
• PSA: 56.91000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 1.81208
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxy-7-cyanoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-HYDROXY-7-CYANOQUINOLINE

There total 9 articles about 4-HYDROXY-7-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: 79.0%

(E)-N-(5-cyano-2-(3-(dimethylamino)acryloyl)phenyl)propionamide → 4-oxo-1,4-dihydroquinoline-7-carbonitrile (1186230-86-3,860205-30-7)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 9h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00968

Reference yield: 78.0%

7-cyano-4-hydroxyquinoline-3-carboxylic acid (118078-26-5,874337-85-6) → 4-hydroxyquinoline-7-carbonitrile (1186230-86-3,860205-30-7)

Guidance literature:

In diphenylether; for 1h; Reflux;

DOI:10.1016/j.bmc.2013.04.040

Reference yield: 40.0%

3-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile (1186230-83-0) → 4-hydroxyquinoline-7-carbonitrile (1186230-86-3,860205-30-7)

Guidance literature:

With diphenylether; at 265 ℃; for 0.5h;

upstream raw materials:

3-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile

1-(4-cyanophenyl)-3-dimethylamino-2-propen-1-one

4-cyanophenyl methyl ketone

m-cyanoaniline

Downstream raw materials:

4-chloroquinoline-7-carbonitrile

4-aminoquinoline-7-carbonitrile

Refernces

• 1、 Shi, Pengfei,Wang, Lili,Chen, Kehao,Wang, Jie,Zhu, Jin. "Co(III)-Catalyzed Enaminone-Directed C-H Amidation for Quinolone Synthesis". supporting information. p. 2418 - 2421. Retrieved 2017/05/12.
• 2、 Hill, Lawrence,Imam, S. Haider,McNab, Hamish,O'Neill, William J.. "Regioselective synthesis of quinolin-4-ones by pyrolysis of anilinomethylene derivatives of Meldrum's acid". experimental part. p. 1847 - 1851. Retrieved 2009/12/05.