5,6-dimethoxyquinolin-8-amine

Base Information

• Chemical Name: 5,6-dimethoxyquinolin-8-amine
• CAS No.: 6938-02-9
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.228
• Mol file: 6938-02-9.mol

Synonyms:

Chemical Property of 5,6-dimethoxyquinolin-8-amine

Chemical Property:

• Vapor Pressure: 5.55E-06mmHg at 25°C
• Boiling Point: 380.2°Cat760mmHg
• Flash Point: 183.7°C
• Density: 1.222g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-dimethoxyquinolin-8-amine

There total 8 articles about 5,6-dimethoxyquinolin-8-amine 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: 100.0%

5,6-dimethoxy-8-nitroquinoline (5333-02-8) → 8-amino-5,6-dimethoxyquinoline (6938-02-9)

Guidance literature:

With hydrogen; RaNi;

DOI:10.1016/S0960-894X(97)10024-5

Reference yield:

4-amino-5-nitroveratrol (7595-31-5) → 8-amino-5,6-dimethoxyquinoline (6938-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / arsenic acid, 85percent aq. phosphoric acid / 0.5 h / 100 °C

2: 86 percent / H₂ / Raney nickel / ethanol / 1 h / 2327.2 Torr

With phosphoric acid; hydrogen; orthoarsenic acid; nickel; In ethanol;

DOI:10.1021/jm00350a016

Reference yield:

6-methoxy-8-nitroquinoline (85-81-4) → 8-amino-5,6-dimethoxyquinoline (6938-02-9)

Guidance literature:

Multi-step reaction with 3 steps

1: iron; calcium carbonate; chloroform; bromine / Reagens 4:Wasser, Erwaermen des Reaktionsprodukts mit einem Gemisch von Cyclohexen und Benzol

2: 130 - 140 °C / unter Druck

3: Na₂S₂; H₂O

With sodium disulfide; chloroform; water; bromine; iron; calcium carbonate;

upstream raw materials:

5,6-dimethoxy-8-nitroquinoline

4-amino-5-nitroveratrol

6-methoxy-8-nitroquinoline

4,5-dimethoxy-1,2-dinitrobenzene

Downstream raw materials:

5-hydroxy-6-desmethylprimaquine

N-(5,6-dimethoxy-[8]quinolyl)-hexanediyldiamine

4-Bromo-N-(5,6-dioxo-5,6-dihydro-quinolin-8-yl)-benzamide

4-Chloro-N-(5,6-dioxo-5,6-dihydro-quinolin-8-yl)-benzamide

Refernces

• 1、 Camarda, Grazia,Jirawatcharadech, Piyaporn,Priestley, Richard S.,Saif, Ahmed,March, Sandra,Wong, Michael H. L.,Leung, Suet,Miller, Alex B.,Baker, David A.,Alano, Pietro,Paine, Mark J. I.,Bhatia, Sangeeta N.,O’Neill, Paul M.,Ward, Stephen A.,Biagini, Giancarlo A.. "Antimalarial activity of primaquine operates via a two-step biochemical relay". . . Retrieved 2019/07/31.
• 2、 Armer, Richard E.,Barlow, Jacqueline S.,Dutton, Christopher J.,Greenway, David H.J.,Greenwood, Sean D.W.,Lad, Nita,Tommasini, Ivan. "8-Aminoquinolines as anticoccidials - I". . p. 2585 - 2588. Retrieved 2007/10/03.