8-Methoxy-5-Methyl-quinoline

Base Information

• Chemical Name: 8-Methoxy-5-Methyl-quinoline
• CAS No.: 126403-57-4
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Mol file: 126403-57-4.mol

Synonyms:8-Methoxy-5-Methyl-quinoline

Chemical Property of 8-Methoxy-5-Methyl-quinoline

Chemical Property:

• PSA: 22.12000
• LogP: 2.55180

Purity/Quality:

95+% ^*data from raw suppliers

8-Methoxy-5-methyl-quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Methoxy-5-methyl-quinoline is an intermediate in the synthesis of 5-Methyl-7-chloro-8-hydroxy-quinoline which allows for germicides to be deposited in oily mediums, however activity is reduced.

Technology Process of 8-Methoxy-5-Methyl-quinoline

There total 4 articles about 8-Methoxy-5-Methyl-quinoline 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: 15.0%

5-methyl-8-quinolinol (5541-67-3) + methyl iodide (74-88-4) → 8-methoxy-5-methyl-quinoline (126403-57-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1002/chem.201304166

Reference yield:

Cresidine (120-71-8) + acrolein (107-02-8,25068-14-8) → 8-methoxy-5-methyl-quinoline (126403-57-4)

Guidance literature:

With sulfuric acid; sodium iodide; In water; at 110 ℃; for 4h;

Reference yield:

3-amino-4-hydroxytoluene (95-84-1) → 8-methoxy-5-methyl-quinoline (126403-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium o-nitrobenzenesulfonate; sulfuric acid / water / 20 - 65 °C

1.2: 5 h / 65 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

With sulfuric acid; sodium o-nitrobenzenesulfonate; potassium carbonate; In water; N,N-dimethyl-formamide; 1.1: |Skraup Quinoline Synthesis / 1.2: |Skraup Quinoline Synthesis;

DOI:10.1002/chem.201304166

upstream raw materials:

5-methyl-8-quinolinol

methyl iodide

chloro-5 methoxy-8 quinoleine

methyllithium

Downstream raw materials:

5-methyl-8-quinolinol

Refernces

• 1、 Kallweit, Christine,Haberhauer, Gebhard,Woitschetzki, Sascha. "4,4'-bipyridine as a unidirectional switching unit for a molecular pushing motor". supporting information. p. 6358 - 6365. Retrieved 2014/06/09.
• 2、 Hojjatie, Massoud,Muralidharan, Subramaniam,Dietz, Mark L.,Freiser, Henry. "A SHORT AND CONVENIENT SYNTHESIS OF 5-ALKYL SUBSTITUTED 8-HYDROXYQUINOLINES". . p. 2273 - 2282. Retrieved 2007/10/02.