Quinoline, 6-methoxy-2-phenyl-, 1-oxide

Base Information

• Chemical Name: Quinoline, 6-methoxy-2-phenyl-, 1-oxide
• CAS No.: 61845-41-8
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol file: 61845-41-8.mol

Synonyms:

Chemical Property of Quinoline, 6-methoxy-2-phenyl-, 1-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Quinoline, 6-methoxy-2-phenyl-, 1-oxide

There total 10 articles about Quinoline, 6-methoxy-2-phenyl-, 1-oxide 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: 87.0%

6-methoxyquinoline N-oxide (6563-13-9) + phenylhydrazine (100-63-0) → 6-methoxy-2-phenylquinoline-N-oxide (61845-41-8)

Guidance literature:

With potassium permanganate; In acetonitrile; at 90 ℃; for 1h; regioselective reaction; Schlenk technique;

DOI:10.1016/j.tet.2016.11.070

Reference yield: 83.0%

6-methoxyquinoline N-oxide (6563-13-9) + phenylboronic acid (98-80-6) → 6-methoxy-2-phenylquinoline-N-oxide (61845-41-8)

Guidance literature:

With potassium permanganate; In acetonitrile; at 90 ℃; for 1h; regioselective reaction; Schlenk technique;

DOI:10.1016/j.cclet.2017.01.016

Reference yield: 72.0%

bromobenzene (108-86-1,52753-63-6) + 6-methoxyquinoline N-oxide (6563-13-9) → 6-methoxy-2-phenylquinoline-N-oxide (61845-41-8)

Guidance literature:

With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; palladium diacetate; potassium carbonate; In toluene; at 110 ℃; for 16h; Inert atmosphere;

upstream raw materials:

Perbenzoic acid

2-phenyl-6-methoxyquinoline

2-cyano-6-methoxyquinoline N-oxide

6-methoxy quinoline

Downstream raw materials:

4-chloro-6-methoxy-2-phenylquinoline

2-phenyl-6-methoxyquinoline

N⁴,N⁴-diethyl-N¹-(6-methoxy-2-phenyl-[4]quinolyl)-1-methyl-butanediyldiamine

Refernces

• 1、 -. "Preparation method of 2- aryl substituted quinoline nitrogen oxide compound". Paragraph 0078-0088. . Retrieved 2020/03/16.
• 2、 Yuan, Jin-Wei,Qu, Ling-Bo. "KMnO4-mediated direct selective radical cross-coupling: An effective strategy for C2 arylation of quinoline N-oxide with arylboronic acids". supporting information. p. 981 - 985. Retrieved 2017/05/22.