5-Amino-8-hydroxyquinoline supplier

Name
5-Amino-8-hydroxyquinoline
EINECS 1533716-785-6
CAS No. 13207-66-4
Article Data36
CAS DataBase
Density 1.363g/cm³
Solubility
Melting Point
Formula C₉H₈N₂O
Boiling Point 408.3 °C at 760 mmHg
Molecular Weight 160.175
Flash Point 200.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5-Amino-8-hydroxyquinoline;5-Amino-8-quinolinol;5-Aminoquinoline-8-ol;
PSA 59.14000
LogP 2.10380

Synthetic route

: 4008-48-4
nitroxoline

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol for 3.5h; Schlenk technique; Inert atmosphere;	98%
With sodium dithionite In tetrahydrofuran; water at 55℃; for 0.25h; Inert atmosphere;	63%
With 5%-palladium/activated carbon; hydrazine hydrate In water; isopropyl alcohol for 7h; Reflux;	50.8%

: 63450-86-2
5-Nitroso-8-hydroxyquinoline hydrochloride

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With sodium hydroxide; sodium dithionite In water at 40 - 45℃;	83%
With sodium dithionite; sulfuric acid; sodium hydroxide Inert atmosphere;

: 3565-26-2
5-nitroso-8-hydroxyquinoline

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With hydrogenchloride; tin In water for 6h; Reflux;	79.87%
With nickel; acetone Hydrogenation;
With ethanol; nickel Hydrogenation;

: 109701-95-3
5,8-quinolinoquinone 5-oxime

: 100-63-0
phenylhydrazine

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
at 100℃;

: 607-34-1
5-nitroquinoline

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With sulfate solution elektrolytische Reduktion;

: 16588-39-9
p-<(8-hydroxy-5-quinolyl)azo>benzenesulphonamide

A: 13207-66-4
5-amino-8-hydroxyquinoline

B: 63-74-1
sulfanilamide

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide for 1.5h; electrolysis at dropping mercury electrode;

: 607-34-1
5-nitroquinoline

: 7664-93-9
sulfuric acid

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
Electrolysis;

5-nitroso-8-oxy-quinoline: 5-nitroso-8-oxy-quinoline

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With phenylhydrazine
With hydrogen sulfide; ammonia

5-nitroso-quinolin-8-ol hydrochloride: 5-nitroso-quinolin-8-ol hydrochloride

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

5-nitroso-quinolin-8-ol sulfate: 5-nitroso-quinolin-8-ol sulfate

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With ammonium hydroxide; sodium hydrogensulfite

-<4 azo 5>-<8-oxy-quinoline>: -<4 azo 5>-<8-oxy-quinoline>

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

hydrochloride of 5-nitroso-8-oxy-quinoline: hydrochloride of 5-nitroso-8-oxy-quinoline

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 8-hydroxy-5-hydroxyamino-quinoline-6-sulfonic acid

: 7664-41-7
ammonia

Na2S2O4: Na2S2O4

: 13207-66-4
5-amino-8-hydroxyquinoline

...Expand

phenetol-<4 azo 5>-<8-oxy-quinoline>: phenetol-<4 azo 5>-<8-oxy-quinoline>

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 7647-01-0
hydrogenchloride

: 109701-95-3
5,8-quinolinoquinone 5-oxime

tin dichloride: tin dichloride

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
Reaktion des Hydrochlorids;

...Expand

: 7647-01-0
hydrogenchloride

: 75907-28-7
5-[(E)-2-(4'-ethoxyphenyl)-1-(diazenyl)]quinolin-8-ol

tin: tin

: 13207-66-4
5-amino-8-hydroxyquinoline

...Expand

: 574-70-9
(E)-4-((8-hydroxyquinolin-5-yl)diazenyl)benzenesulfonic acid

HCl-salt tin dichloride solution: HCl-salt tin dichloride solution

A: 13207-66-4
5-amino-8-hydroxyquinoline

B: 121-57-3
4-aminobenzene sulfonic acid

...Expand

: 21302-43-2
5-amino-8-hydroxyquinoline dihydrochloride

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water pH=7.5;	740 mg

: 4008-48-4
nitroxoline

A: 13207-66-4
5-amino-8-hydroxyquinoline

B: 5-(hydroxyamino)quinolin-8-ol

Conditions

Conditions	Yield
With hydrazine hydrate In chloroform for 2h; chemoselective reaction;

: 148-24-3
8-quinolinol

: 13207-66-4
5-amino-8-hydroxyquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 4 °C 2: sodium dithionite; sulfuric acid; sodium hydroxide / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid; sodium nitrite 2: sulfuric acid; nitric acid 3: hydrogenchloride; tin(ll) chloride / water / 80 °C View Scheme

: 13207-66-4
5-amino-8-hydroxyquinoline

: 189306-94-3
5-acetyl-2-ethyl-4-nitro-6-phenylpyridazin-3(2H)-one

: 720717-72-6
5-acetyl-2-ethyl-4-((8-hydroxyquinolin-5-yl)amino)-6-phenylpyridazin-3(2H)-one

Conditions

Conditions	Yield
In ethanol at 20℃; for 40h;	90%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 13790-39-1
6,7-dimethoxy-4-chloroquinazoline

: 4-[(3'-hydroxyquiline)-5]-amino-6,7-dimethoxyquinazoline

Conditions

Conditions	Yield
In ethanol for 4h; Reflux;	85%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 4748-78-1
4-ethylbenzylaldehyde

: C18H16N2O

Conditions

Conditions	Yield
In ethanol for 4h; Reflux;	83%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 100-52-7
benzaldehyde

: 1236049-61-8
5-(benzylidene)amino-8-hydroxyquinoline

Conditions

Conditions	Yield
With formic acid In ethanol at 85℃; for 5h;	80.6%
With formic acid In ethanol at 83℃; for 4h;	78.2%
With sulfuric acid In ethanol Reflux;

: 872-85-5
pyridine-4-carbaldehyde

: 13207-66-4
5-amino-8-hydroxyquinoline

: 5-((pyridin-4-ylmethylene)amino)quinolin-8-ol

Conditions

Conditions	Yield
With formic acid In ethanol at 85℃; for 5h;	80.2%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 642-31-9
9-anthracene aldehyde

: 5-(9-anthranylene)-8-hydroxyquinoline

Conditions

Conditions	Yield
In methanol for 6h; Reflux;	71%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 90-02-8
salicylaldehyde

: C17H13NO2

Conditions

Conditions	Yield
With formic acid In ethanol at 70 - 80℃; for 3h;	69%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 10470-83-4
5,8-quinolinedione

Conditions

Conditions	Yield
With sodium dichromate; sulfuric acid In dichloromethane; water at 0℃; for 1h;	61%
	50%
With potassium dichromate; sulfuric acid
With sulfuric acid In water at 0℃; for 0.5h;

: 13207-66-4
5-amino-8-hydroxyquinoline

: 814-68-6
acryloyl chloride

: 65930-22-5
N-(8-hydroxy-quinolin-5-yl)-acrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane	50%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 18162-48-6
tert-butyldimethylsilyl chloride

: (8-((tert-butyldimethylsilyl)oxy)quinolin-5-amine)

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 4h;	40%
With 1H-imidazole In dichloromethane

: 1121-60-4
pyridine-2-carbaldehyde

: 13207-66-4
5-amino-8-hydroxyquinoline

: 5-[(pyridin-2-ylmethylene)-amino]quinolin-8-ol

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Reflux;	7%

: 13207-66-4
5-amino-8-hydroxyquinoline

: 108-24-7
acetic anhydride

: 65618-64-6
N-(8-hydroxyquinolin-5-yl)acetamide

Conditions

Conditions	Yield
With diethyl ether; sodium acetate

: 13207-66-4
5-amino-8-hydroxyquinoline

: 100-52-7
benzaldehyde

: 127-17-3
2-oxo-propionic acid

: 6-hydroxy-2-phenyl-[1,7]phenanthroline-4-carboxylic acid

Conditions

Conditions	Yield
With ethanol

...Expand

: 13207-66-4
5-amino-8-hydroxyquinoline

: 98-88-4
benzoyl chloride

: 92868-24-1
N-(8-hydroxyquinolin-5-yl)benzamide

Conditions

Conditions	Yield
With pyridine

: 13207-66-4
5-amino-8-hydroxyquinoline

: 98-88-4
benzoyl chloride

: 65618-63-5
5-benzoylamino-8-benzoyloxy-quinoline

Conditions

Conditions	Yield
With alkaline solution

: 13207-66-4
5-amino-8-hydroxyquinoline

: 123-62-6
propionic acid anhydride

: 75653-04-2
N-(8-hydroxy-[5]quinolyl)-propionamide

: 13207-66-4
5-amino-8-hydroxyquinoline

: 100-35-6
2-(diethylamino)ethyl chloride

: 5-(2-diethylamino-ethylamino)-quinolin-8-ol; dihydrochloride

Conditions

Conditions	Yield
With benzene

: 13207-66-4
5-amino-8-hydroxyquinoline

: 1198-14-7
5-bromo-8-hydroxyquinoline

Conditions

Conditions	Yield
Diazotization;
With water; hydrogen bromide Diazotization.Beim Erhitzen einer Diazoniumsalz-Loesung mit Kupfer(I)-bromid;

5-Amino-8-hydroxyquinoline Specification

The 5-Amino-8-hydroxyquinoline, with CAS registry number 13207-66-4, has the systematic name of 5-aminoquinolin-8-ol. Besides this, it is also called 8-Quinolinol, 5-amino-. And the chemical formula of this chemical is C₉H₈N₂O.

Physical properties of 5-Amino-8-hydroxyquinoline: (1)ACD/LogP: 0.22; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 3; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 25.36 Å²; (7)Index of Refraction: 1.759; (8)Molar Refractivity: 48.3 cm³; (9)Molar Volume: 117.4 cm³; (10)Polarizability: 19.14×10^-24cm³; (11)Surface Tension: 75.3 dyne/cm; (12)Enthalpy of Vaporization: 68.6 kJ/mol; (13)Vapour Pressure: 3E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(c2cccnc12)N
(2)InChI: InChI=1/C9H8N2O/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H,10H2
(3)InChIKey: YDEUKNRKEYICTH-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C9H8N2O/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H,10H2
(5)Std. InChIKey: YDEUKNRKEYICTH-UHFFFAOYSA-N

Product Name

5-Amino-8-hydroxyquinoline

Synthetic route

5-Amino-8-hydroxyquinoline Specification

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