4-HYDROXY-5-METHOXYQUINOLINE

Base Information

• Chemical Name: 4-HYDROXY-5-METHOXYQUINOLINE
• CAS No.: 643069-43-6
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Mol file: 643069-43-6.mol

Synonyms:4-HYDROXY-5-METHOXYQUINOLINE;4(1H)-Quinolinone,5-methoxy-(9CI);5-Methoxyquinolin-4-ol

Chemical Property of 4-HYDROXY-5-METHOXYQUINOLINE

Chemical Property:

• Vapor Pressure: 1.97E-05mmHg at 25°C
• Melting Point: 118-121 °C
• Refractive Index: 1.649
• Boiling Point: 351.8 °C at 760 mmHg
• Flash Point: 166.6 °C
• PSA: 42.35000
• Density: 1.258 g/cm³
• LogP: 1.94900

Purity/Quality:

98%min ^*data from raw suppliers

5-Methoxyquinolin-4-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-HYDROXY-5-METHOXYQUINOLINE

There total 2 articles about 4-HYDROXY-5-METHOXYQUINOLINE 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: 74.08%

5-[[(3-methoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (213699-52-6) → 4-hydroxy-7-methoxyquinoline (82121-05-9) + C10H9NO2 (643069-43-6,1466525-83-6)

Guidance literature:

at 180 ℃; for 12h; Temperature;

Reference yield: 62.0%

5-[[(3-methoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (213699-52-6) → 5-methoxy-1H-quinolin-4-one (643069-43-6) + 7-methoxy-4(1H)-oxoquinoline (190516-85-9,82121-05-9)

Guidance literature:

at 160 - 600 ℃; for 1h; under 0.0142514 Torr; regioselective reaction; Inert atmosphere; Flash vacuum pyrolysis;

DOI:10.1055/s-0029-1217383

Reference yield: 85.0%

5-methoxy-1H-quinolin-4-one (643069-43-6) → 4-bromo-5-methoxyquinoline (643069-46-9)

Guidance literature:

With phosphorus tribromide; In DMF (N,N-dimethyl-formamide); for 2h;

upstream raw materials:

5-[[(3-methoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Downstream raw materials:

4-bromo-5-methoxyquinoline

Refernces

• 1、 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.
• 2、 Al-Awadi, Nouria A.,Abdelhamid, Ismail Abdelshafy,Al-Etaibi, Alya M.,Elnagdi, Mohamed Hilmy. "Gas-phase pyrolysis in organic synthesis: Rapid green synthesis of 4-quinolinones". . p. 2205 - 2208. Retrieved 2008/02/10.