6-METHOXYQUINOLINE N-OXIDE

Base Information

• Chemical Name: 6-METHOXYQUINOLINE N-OXIDE
• CAS No.: 6563-13-9
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2933499090
• Mol file: 6563-13-9.mol

Synonyms:6-MethoxyquinolinN-oxide; 6-Methoxyquinoline 1-oxide; 6-Methoxyquinoline-N-oxide; NSC 77096

Chemical Property of 6-METHOXYQUINOLINE N-OXIDE

Chemical Property:

• Vapor Pressure: 0.000173mmHg at 25°C
• Melting Point: 102-104 °C(lit.)
• Boiling Point: 340.1ºC at 760 mmHg
• PKA: 0.66±0.30(Predicted)
• Flash Point: 159.5ºC
• PSA: 34.69000
• Density: 1.16g/cm3
• LogP: 2.27690
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Methoxyquinoline N-Oxide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-METHOXYQUINOLINE N-OXIDE

There total 4 articles about 6-METHOXYQUINOLINE N-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: 97.0%

6-methoxy quinoline (5263-87-6) → 6-methoxyquinoline N-oxide (6563-13-9)

Guidance literature:

With dihydrogen peroxide; In water; for 0.25h; Sonication;

Reference yield:

4-methoxy-aniline (104-94-9) → 6-methoxyquinoline N-oxide (6563-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ferrous(II) sulfate heptahydrate; dihydroxyborane; sulfuric acid / nitrobenzene / 20 h / 120 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / 20 °C / Inert atmosphere

With ferrous(II) sulfate heptahydrate; dihydroxyborane; sulfuric acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; nitrobenzene;

DOI:10.1002/anie.201608181

Reference yield:

6-nitroquinoline-N-oxide (13675-92-8) + sodium methylate (124-41-4) → 6-methoxyquinoline N-oxide (6563-13-9)

Guidance literature:

With methanol;

upstream raw materials:

6-methoxy quinoline

6-nitroquinoline-N-oxide

sodium methylate

4-methoxy-aniline

Downstream raw materials:

2-cyano-6-methoxyquinoline

2-phenyl-6-methoxyquinoline

6-methoxy-2(1H)-quinolinone

quinolin-2-yl 4-methylbenzenesulfonate

Refernces

• 1、 Zhang, Dong,Cai, Jinlin,Du, Jinze,Wang, Qingdong,Yang, Jinming,Geng, Rongqing,Fang, Zheng,Guo, Kai. "Electrochemical-Oxidation-Promoted Direct N-ortho-Selective Difluoromethylation of Heterocyclic N-Oxides". supporting information. p. 1434 - 1438. Retrieved 2022/03/01.
• 2、 Ferlin, Francesco,Zangarelli, Agnese,Lilli, Simone,Santoro, Stefano,Vaccaro, Luigi. "Waste-minimized synthesis of C2 functionalized quinolines exploiting iron-catalysed C-H activation". supporting information. p. 490 - 495. Retrieved 2021/01/28.