2-Hydroxy-4-quinolincarboxylic acid supplier

Name
2-Hydroxy-4-quinolincarboxylic acid
EINECS 239-827-9
CAS No. 15733-89-8
Article Data48
CAS DataBase
Density 1.429 g/cm³
Solubility
Melting Point 350°C
Formula C10H7 N O3
Boiling Point 403.6 °C at 760 mmHg
Molecular Weight 189.17
Flash Point 197.9 °C
Transport Information
Appearance Orange crystalline powder
Safety 26-36
Risk Codes R22
Molecular Structure
Hazard Symbols
Synonyms Cinchoninicacid, 2-hydroxy- (6CI,7CI,8CI); 1,2-Dihydro-2-oxo-4-quinolinecarboxylic acid;2-Hydroxy-4-quinolinecarboxylic acid; 2-Hydroxycinchoninic acid;2-Hydroxyquinoline-4-carboxylic acid; 4-Carboxycarbostyril; NSC 3564
PSA 70.42000
LogP 1.63860

Synthetic route

: 141-82-2
malonic acid

: 91-56-5
indole-2,3-dione

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With sodium acetate; acetic acid for 6h; Reagent/catalyst; Reflux; Large scale;	97.3%
With acetic acid for 0.25h;	68%
With acetic acid Reflux;	60%

: 574-17-4
1-acetyl-1H-indole-2,3-dione

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In water for 0.05h; microwave irradiation;	65%
With sodium hydroxide at 100℃; for 1h;	60%
With sodium hydroxide

: 491-35-0
C6H4NCH2CHCCH2

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With copper-salt; benzene Photolysis.Reagens 4: Anthrachinon; in einer Sauerstoff-Atmosphaere;
With iron-salt; 9,10-phenanthrenequinone; benzene Photolysis.In einer Sauerstoff-Atmosphaere;
With silver-salt; benzene Photolysis.Reagens 4: Anthrachinon; in einer Sauerstoff-Atmosphaere;

: 5467-57-2
2-chloroquinoline-4-carboxylic acid

A: 157915-68-9
2-amino-quinoline-4-carboxylic acid

B: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide; ammonium carbonate at 140 - 150℃;

: 5467-61-8
ethyl ester of 2-chlorocinchoninic acid

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 910035-64-2
ethyl (2Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 32375-61-4
2-(2-acetamidophenyl)-2-oxoacetic acid

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide
With sodium acetate at 220℃;

: 91-56-5
indole-2,3-dione

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; acetic anhydride; acetic acid at 220℃; Erwaermen des Reaktionsprodukts mit wss. Na2CO3;
Multi-step reaction with 2 steps 2: diluted NaOH-solution View Scheme

: (2-oxo-indolin-3-yl)-thioxo-acetic acid ; dipotassium-salt

: 64-19-7
acetic acid

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 486-74-8
4-quinolinic acid

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide; water

: 7647-01-0
hydrogenchloride

: 910035-64-2
ethyl (2Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 91-56-5
indole-2,3-dione

chromium trioxide: chromium trioxide

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / 0.08 h / microwave irradiation 2: 65 percent / sodium hydroxide / H2O / 0.05 h / microwave irradiation View Scheme

: 65112-88-1
ethyl oxindole-3-glyoxalate

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: palladium/charcoal; ethanol / Hydrogenation 2: concentrated H2SO4; acetic acid 3: aqueous HCl View Scheme

: 67520-95-0
hydroxy-(2-oxo-indolin-3-yl)-acetic acid ethyl ester

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated H2SO4; acetic acid 2: aqueous HCl View Scheme

: 118-10-5
Cinchonin

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Cr2O3-H2SO4 2: potassium hydroxide; water View Scheme

: 102-01-2
N-phenylacetoacetamide

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 0.5 h 2: potassium permanganate / 6 h / Reflux View Scheme

: 607-66-9
4-methylquinolin-2-ol

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With potassium permanganate for 6h; Reflux;

: 42366-35-8, 1769-41-1
hydroxyimino-N-phenylacetamide

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 0.5 h / 80 °C 2: acetic acid / Reflux View Scheme

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 64-17-5
ethanol

: 5466-27-3
ethyl 2-hydroxyquinoline-4-carboxylate

Conditions

Conditions	Yield
With sulfuric acid for 0.166667h; microwave irradiation;	99%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 108-95-2
phenol

: phenyl 2-chloroquinoline-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 2-hydroxyquinoline-4-carboxylic acid With thionyl chloride for 1h; Reflux; Inert atmosphere; Stage #2: phenol With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	93%

: 553-26-4
4,4'-bipyridine

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 71-48-7, 917-69-1, 5931-89-5, 55881-15-7, 68931-68-0, 68931-69-1, 93029-27-7
cobalt(II) acetate

: {Co(2-hydroxyquinoline-4-carboxylic acid)2(4,4'-bipyridine)*2(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	92%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 74-88-4
methyl iodide

: 39497-01-3
methyl 1,2-dihydro-2-oxoquinoline-4-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	90%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 5467-57-2
2-chloroquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With trichlorophosphate for 24h; Heating / reflux;	87%
With trichlorophosphate Behandeln des Reaktionsprodukts mit H2O;
With trichlorophosphate for 2h; Reflux;

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 14179-84-1
2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With acetic acid; zinc	80%

: 67-56-1
methanol

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 39497-01-3
methyl 2-hydroxyquinoline-4-carboxylate

Conditions

Conditions	Yield
With sulfuric acid for 18h; Reflux;	70%
With hydrogenchloride at 20℃;
With sulfuric acid In water for 20h; Reflux;
Stage #1: methanol; 2-hydroxyquinoline-4-carboxylic acid With hydrogenchloride In 1,4-dioxane for 24h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water
With hydrogenchloride In methanol

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 1‐(2,4‐dichlorophenylsulfonyl)piperazine

: (4-((2,4-dichlorophenyl)sulfonyl)piperazin-1-yl)(2-hydroxyquinolin-4-yl)methanone

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dimethyl sulfoxide at 20℃;	70%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 64-17-5
ethanol

: 5467-61-8
ethyl ester of 2-chlorocinchoninic acid

Conditions

Conditions	Yield
Stage #1: 2-hydroxyquinoline-4-carboxylic acid With trichlorophosphate Inert atmosphere; Reflux; Stage #2: With thionyl chloride for 2h; Inert atmosphere; Reflux; Stage #3: ethanol With triethylamine for 0.5h; Reflux;	67%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 27106-51-0
1-tosylpiperazine

: (2-hydroxyquinolin-4-yl)(4-tosylpiperazin-1-yl)methanone

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dimethyl sulfoxide at 20℃;	67%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 2632-99-7
1,2-bis(5-methylisoxazol-3-yl)hydrazine

: 557-34-6
zinc diacetate

: {[Zn(4,4'-azobispyridine)(H2O)4](2-hydroxyquinoline-4-carboxylic acid)2*6(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	66%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 74-88-4
methyl iodide

: 72430-31-0
methyl 1-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 100℃; for 19h;	65%

: 553-26-4
4,4'-bipyridine

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3
manganese(II) acetate

: {Mn(2-hydroxyquinoline-4-carboxylic acid)2(4,4'-bipyridine)*2(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	60%

...Expand

: 2002-04-2
2-amino-5-(pyrid-4-yl)-1,3,4-thiadiazole

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 2-oxo-N-((5-pyridin-4-yl)-1,3,4-thiadiazol-2-yl)-1,2-dihydroquinoline-4-carboxamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	59%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 2632-99-7
1,2-bis(5-methylisoxazol-3-yl)hydrazine

: 71-48-7, 917-69-1, 5931-89-5, 55881-15-7, 68931-68-0, 68931-69-1, 93029-27-7
cobalt(II) acetate

: {[Co(4,4'-azobispyridine)(H2O)4](2-hydroxyquinoline-4-carboxylic acid)2*6(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	58%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 15733-87-6
2-bromoquinoline-4-carboxylic acid

Conditions

Conditions	Yield
With phosphorus(V) oxybromide In toluene at 100℃; for 3h;	56%
With phosphorus pentabromide; toluene Behandeln des Reaktionsprodukts mit wss NaOH;
With phosphorus(V) oxybromide at 90℃; for 4h;

: 553-26-4
4,4'-bipyridine

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 557-34-6
zinc diacetate

: {Zn(2-hydroxyquinoline-4-carboxylic acid)2(4,4'-bipyridine)*2(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	56%

...Expand

: 7154-73-6
1-(2-aminoethyl)pyrrolidine

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 2-chloro-N-(2-(pyrrolidin-1-yl)ethyl)quinoline-4-carboxamide

Conditions

Conditions	Yield
Stage #1: 2-hydroxyquinoline-4-carboxylic acid With thionyl chloride In dichloromethane; N,N-dimethyl-formamide for 3h; Inert atmosphere; Reflux; Stage #2: 1-(2-aminoethyl)pyrrolidine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	56%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 837-52-5
7-chloro-4-piperazinylquinoline

: (4-(7-chloroquinolin-4-yl)piperazin-1-yl)(2-hydroxyquinolin-4-yl)methanone

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dimethyl sulfoxide at 20℃;	52%

: 553-26-4
4,4'-bipyridine

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 543-90-8
cadmium(II) acetate

: {Cd(2-hydroxyquinoline-4-carboxylic acid)2(4,4'-bipyridine)*2(H2O)}

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	50%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 95-00-1
2,4-dichloro-benzenemethanamine

: 134480-66-3
2-hydroxy-4-quinoline

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h;	43%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 790626-85-6
2-(2,4-dichlorobenzyloxy)ethylamine

: 134480-60-7
2-hydroxy-4-quinoline

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h;	40%

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 543-90-8
cadmium(II) acetate

: [Cd(2-hydroxyquinoline-4-carboxylic acid)2(1,2-bis(4-pyridyl)ethane)(H2O)2]*0.5(1,2-bis(4-pyridyl)ethane)*5(H2O)

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	39%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 405902-62-7
2-methyl-N-(naphthalen-1-yl)benzo[h]quinolin-4-amine

: C34H21N3O

Conditions

Conditions	Yield
With PPA at 110℃; for 1h;	39%

: 542-69-8
1-iodo-butane

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

A: 107779-36-2
2-(n-butyloxy)-4-(n-butyloxycarbonyl)-quinoline

B: 139094-73-8
1-(n-butyl)-4-(n-butyloxycarbonyl)-2-oxo-1,2-dihydroquinoline

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 24h; Ambient temperature;	A 34% B 26%
With sodium hydride In N,N-dimethyl-formamide for 24h;	A 34% B 26%

...Expand

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 64-04-0
phenethylamine

: 107520-08-1
2-hydroxy-4-quinoline

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h;	34%

: 542-69-8
1-iodo-butane

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 10222-61-4
2-(n-butyloxy)-4-quinolinecarboxylic acid

Conditions

Conditions	Yield
In N-methyl-acetamide	34%

: 15733-89-8
2-hydroxyquinoline-4-carboxylic acid

: 2632-99-7
1,2-bis(5-methylisoxazol-3-yl)hydrazine

: 638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3
manganese(II) acetate

: 9H2O*Mn*C10H8N4*C20H14N2O6

Conditions

Conditions	Yield
In water at 150℃; for 48h; Sealed tube;	32%

...Expand

2-Hydroxy-4-quinolincarboxylic acid Chemical Properties

Product Name: 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8)

Molecular Formula: C₁₀H₇NO₃
Molecular Weight: 189.17g/mol
Mol File: 15733-89-8.mol
EINECS: 9-827-9
Melting Point: 350°C
Boiling point: 403.6 °C at 760 mmHg
Flash Point: 197.9 °C
Density: 1.429 g/cm³
Index of Refraction: 1.638 Molar Refractivity: 47.61 cm³
Molar Volume: 132.3 cm³
Surface Tension: 62.5 dyne/cm
Enthalpy of Vaporization: 69.07 kJ/mol
Vapour Pressure: 3.07E-07 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 2
H-Bond Acceptor: 3
Structure Descriptors of 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8):
IUPAC Name: 2-oxo-1H-quinoline-4-carboxylic acid
Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=O)N2)C(=O)O
InChI: InChI=1S/C10H7NO3/c12-9-5-7(10(13)14)6-3-1-2-4-8(6)11-9/h1-5H,(H,11,12)(H,13,14)
InChIKey: MFSHNFBQNVGXJX-UHFFFAOYSA-N
Product Categories: Hydroxyquinolines; Quinolines

2-Hydroxy-4-quinolincarboxylic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intraperitoneal	> 500mg/kg (500mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 338, 1953.

2-Hydroxy-4-quinolincarboxylic acid Safety Profile

Safety Information of 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8):
Hazard Codes: Xi Irritant ,Xn Harmful
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RTECS: GD3869000
HazardClass: IRRITANT

2-Hydroxy-4-quinolincarboxylic acid Specification

2-Hydroxy-4-quinolincarboxylic acid , its CAS NO. is 15733-89-8, the synonyms are 2-Hydroxycinchoninic acid ; 4-Carboxycarbostyril ; 1,2-Dihydro-2-oxoquinoline-4-carboxylic acid ; 4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo- ; Cinchoninic acid, 2-hydroxy- .

Product Name

2-Hydroxy-4-quinolincarboxylic acid

Synthetic route

2-Hydroxy-4-quinolincarboxylic acid Chemical Properties

2-Hydroxy-4-quinolincarboxylic acid Toxicity Data With Reference

2-Hydroxy-4-quinolincarboxylic acid Safety Profile

2-Hydroxy-4-quinolincarboxylic acid Specification

Related Products

Hot Products