5-Amino-8-hydroxyquinoline dihydrochloride

Base Information

• Chemical Name: 5-Amino-8-hydroxyquinoline dihydrochloride
• CAS No.: 21302-43-2
• Molecular Formula: C9H10Cl2N2O
• Molecular Weight: 233.097
• Hs Code.: 29334990
• European Community (EC) Number: 627-849-5
• DSSTox Substance ID: DTXSID60583526
• Mol file: 21302-43-2.mol

Synonyms:21302-43-2;5-Amino-8-hydroxyquinoline dihydrochloride;5-Amino-8-quinolinol dihydrochloride;5-aminoquinolin-8-ol dihydrochloride;5-Amino-8-hydroxyquinoline DiHCl;5-aminoquinolin-8-ol;dihydrochloride;5-Amino-8-hydroxyquinoline.2HCl;MFCD00012737;8-Quinolinol, 5-amino-, dihydrochloride;SCHEMBL361071;DTXSID60583526;4-chloro-alpha-cyclopropylbenzylalcohol;AKOS015844933;CS-W001024;FS-4616;SB69283;PD129990;SY045909;5-amino-8-hydroxyquinoline dihydro-chloride;A1005;F16215;5-Amino-8-hydroxyquinoline dihydrochloride, 95%;5-Aminoquinolin-8-ol--hydrogen chloride (1/2);J-013976;J-516728

Chemical Property of 5-Amino-8-hydroxyquinoline dihydrochloride

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 1.9E-08mmHg at 25°C
• Melting Point: 279 °C (dec.)(lit.)
• Boiling Point: 442.6 °C at 760 mmHg
• Flash Point: 221.5 °C
• PSA: 59.14000
• Density: 1.363g/cm3
• LogP: 3.70780
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: almost transparency
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 232.0170183
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-8-hydroxyquinoline dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)O)N.Cl.Cl
• Uses: 5-Amino-8-hydroxyquinoline dihydrochloride was used in synthesis of:5-acetamido-8-hydroxyquinoline hydrochloride5-(p-tolylsulfonylimino)quinolin-8-one5,8-quinolinesemiquinone via ferric chloride oxidation

Technology Process of 5-Amino-8-hydroxyquinoline dihydrochloride

There total 3 articles about 5-Amino-8-hydroxyquinoline dihydrochloride 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%

nitroxoline (4008-48-4) → 5-amino-8-hydroxyquinoline dihydrochloride (21302-43-2)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In water; for 1.5h; under 2280 Torr;

DOI:10.1021/ja00297a044

Reference yield: 69.0%

5-Nitroso-8-hydroxyquinoline hydrochloride (63450-86-2) → 5-amino-8-hydroxyquinoline dihydrochloride (21302-43-2)

Guidance literature:

5-Nitroso-8-hydroxyquinoline hydrochloride; With sodium hydroxide; sodium dithionite; In water; at 75 - 80 ℃;

With hydrogenchloride; water; at 50 ℃;

Reference yield:

8-quinolinol (148-24-3,24804-14-6) → 5-amino-8-hydroxyquinoline dihydrochloride (21302-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaNO₂; HCl

2: 13.7 g / HCl; tin(II) chloride dihydrate / 1 h

With hydrogenchloride; tin(ll) chloride; sodium nitrite;

DOI:10.1023/B:RUJO.0000034916.63587.a4

upstream raw materials:

nitroxoline

5-Nitroso-8-hydroxyquinoline hydrochloride

8-quinolinol

Downstream raw materials:

6,7-dichloroquinoline-5,8-dione

6,7-Dibrom-5,8-dihydrochinolin-5,8-dion

8-(benzyloxy)quinolin-5-amine

N-(8-hydroxyquinolin-5-yl)-N'-(4-nitrophenyl) thiourea