86-99-7

Basic information

• Product Name: 7-Chloroquinolin-4-ol
• Synonyms: 7-CHLORO-4-QUINOLINOL;7-CHLORO-4(1H)-QUINOLINONE;7-CHLORO-4-HYDROXYQUINOLINE;7-chloroquinolin-4-ol;4-Hydroxy-7-chloroquinoline;7-Chloro-4(1H)-quinolinone([2383-97-8]);7-CHLORO-4-HYDROQUINOLINE;7-CHLORO-4-HYDROXYQUINOLINE 97+%
• CAS NO: 86-99-7
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.6
• EINECS: 201-715-2
• Product Categories: Quinolines, Quinazolines and derivatives;Quinolines;Haloquinolines;Hydroxyquinolines
• Mol File: 86-99-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 276-279 °C(lit.)
• Boiling Point: 302.8 °C at 760 mmHg
• Flash Point: 136.9 °C
• Appearance: colorless crystalline needle
• Density: 1.339 g/cm³
• Vapor Pressure: 0.000966mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.86±0.40(Predicted)
• BRN: 125356
• CAS DataBase Reference: 7-Chloroquinolin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chloroquinolin-4-ol(86-99-7)
• EPA Substance Registry System: 7-Chloroquinolin-4-ol(86-99-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 86-99-7(Hazardous Substances Data)

Usage

General Description

7-Chloroquinolin-4-ol is a chemical compound that belongs to the class of quinoline derivatives. It is a chlorinated derivative of quinolin-4-ol and is commonly used in the production of various pharmaceuticals and agrochemicals. The chemical has antimicrobial properties, making it useful in the formulation of antibacterial and antifungal agents. It is also used as a building block in the synthesis of other biologically active compounds. Additionally, 7-Chloroquinolin-4-ol has been studied for its potential use in treating parasitic infections and as an antimalarial agent. Its versatile nature and various applications make it a valuable compound in the field of medicinal and agricultural chemistry.

InChI:InChI=1/C9H6ClNO/c10-6-1-2-7-8(5-6)11-4-3-9(7)12/h1-5H,(H,11,12)

Synthetic route

4-hydroxy-7-chloro-3-quinoline-carboxylic acid (86-47-5) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
In paraffin oil at 230℃; for 0.833333h; Temperature; Solvent;	98.5%
at 250 - 270℃; oder in einem Gemisch von Diphenylaether und Biphenyl;
In diphenylether for 1h; Heating;
In water at 150 - 170℃; for 5h; Autoclave;	480 kg

7-chloro-1,2,3,4-tetrahydroquinolin-4-one (21617-15-2) → 7-chloro-4-hydroxylquinoline (86-99-7) + quinolin-4-ol (611-36-9)

Conditions	Yield
	A 88.3% B n/a

4,7-dichloroquinoline (86-98-6) → quinoline (91-22-5) + 7-chloroquinoline (612-61-3) + 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With triethylsilane; bis-triphenylphosphine-palladium(II) chloride In acetonitrile at 70℃; for 18h; chemoselective reaction;	A 5% B 85% C 8%
With triethylsilane; Pd(PPh3)2Cl2; water In acetonitrile at 70℃; for 18h; chemoselective reaction;	A 5% B 85% C 8%

7-chloro-4-methoxyquinoline (26707-52-8) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With water; hydrogen bromide; Aliquat 336 at 105℃; for 4h; Catalytic behavior;	85%

N-p-toluenesulfonyl-4-(t-butyldimethylsilyloxy)-7-chloro-1,2-dihydroquinoline (675578-65-1) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With sodium hydroxide In methanol Heating;	81%

2-(3-chlorophenylamino)methylenemalonic acid diethyl ester (3412-99-5) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With dowtherm for 4h;	49.7%
In diphenylether; biphenyl at 240℃; for 4h;	49.7%
Multi-step reaction with 3 steps 1: diphenyl ether / 1 h / Heating 2: 2 N aq. NaOH / 1 h / Heating 3: diphenyl ether / 1 h / Heating View Scheme

4,7-dichloroquinoline (86-98-6) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 70℃; for 18h;	15%
With tetraethylammonium iodide; oxygen In N,N-dimethyl-formamide electrolysis, C-anode, Hg-cathode;	4%
With acetic acid
Multi-step reaction with 2 steps 1: acetic acid / 1 h / 125 °C 2: sodium hydroxide View Scheme

7-chloro-1,2,3,4-tetrahydroquinolin-4-one (21617-15-2) → 7-chloro-4-hydroxylquinoline (86-99-7)

7-chlorokynurenic acid (18000-24-3) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With 1-Chloronaphthalene
With mineral oil at 270℃;

N-(2-acetyl-5-chlorophenyl)formamide (6938-28-9) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With sodium hydroxide; ethanol; water
With hydrogenchloride; water

3t-(3-chloro-anilino)-acrylic acid methyl ester → 7-chloro-4-hydroxylquinoline (86-99-7) + 5-chloro-4-hydroxyquinoline (23443-05-2)

Conditions	Yield
With diphenylether

7-amino-quinolin-4-ol (1027189-62-3) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With sulfuric acid; acetic acid; sodium nitrite Erwaermen der Diazoniumsalz-Loesung mit Kupfer(I)-chlorid und wss. Salzsaeure.;

5-[(3-chloro-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione (25063-49-4) → 7-chloro-4-hydroxylquinoline (86-99-7) + 5-chloro-4-hydroxyquinoline (23443-05-2)

Conditions	Yield
In diphenylether at 300℃; for 0.0833333h; microwave irradiation;

cycl-isopropylidene malonate (2033-24-1) + 3-chloro-aniline (108-42-9) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Stage #1: cycl-isopropylidene malonate With orthoformic acid triethyl ester at 145℃; Stage #2: 3-chloro-aniline at 50 - 145℃; Stage #3: In diphenylether at 250℃;

2-acetyl-5-chloroaniline (39061-72-8) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 5 steps 1: 75 percent / pyridine / CH2Cl2 / 1 h / 20 °C 2: 95 percent / K2CO3 / dimethylformamide / 1 h / 80 °C 3: 98 percent / NaI; Et3N / acetonitrile / 1 h / Heating 4: 95 percent / Cl2Ru(PCy3)(=CHPh)(N,N'-(Mes)2-imidazolidin-2-yl) / CH2Cl2 / 1 h / 50 °C 5: 81 percent / aq. NaOH / methanol / Heating View Scheme
Multi-step reaction with 2 steps 2: NaOH-solution; ethanol; water View Scheme

N-(2-acetyl-5-chlorophenyl)-4-methylbenzenesulfonamide (675578-62-8) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: 95 percent / K2CO3 / dimethylformamide / 1 h / 80 °C 2: 98 percent / NaI; Et3N / acetonitrile / 1 h / Heating 3: 95 percent / Cl2Ru(PCy3)(=CHPh)(N,N'-(Mes)2-imidazolidin-2-yl) / CH2Cl2 / 1 h / 50 °C 4: 81 percent / aq. NaOH / methanol / Heating View Scheme

N-allyl-N-p-toluenesulfonyl-2-acetyl-5-chloroaniline (675578-63-9) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: 98 percent / NaI; Et3N / acetonitrile / 1 h / Heating 2: 95 percent / Cl2Ru(PCy3)(=CHPh)(N,N'-(Mes)2-imidazolidin-2-yl) / CH2Cl2 / 1 h / 50 °C 3: 81 percent / aq. NaOH / methanol / Heating View Scheme

N-allyl-N-p-toluenesulfonyl-2-[1-(tert-butyldimethylsilyloxy)vinyl]-5-chloroaniline (675578-64-0) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / Cl2Ru(PCy3)(=CHPh)(N,N'-(Mes)2-imidazolidin-2-yl) / CH2Cl2 / 1 h / 50 °C 2: 81 percent / aq. NaOH / methanol / Heating View Scheme

7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester (16600-22-9) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 2 N aq. NaOH / 1 h / Heating 2: diphenyl ether / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: aqueous NaOH 2: 250 - 270 °C / oder in einem Gemisch von Diphenylaether und Biphenyl View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide; water / diphenylether / 0.5 h 2: paraffin oil / 0.83 h / 230 °C View Scheme

3-chloro-aniline (108-42-9) + potassium-<6-chloro-3-nitro benzoate> → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.5 h / 165 °C 2: diphenyl ether / 1 h / Heating 3: 2 N aq. NaOH / 1 h / Heating 4: diphenyl ether / 1 h / Heating View Scheme

3-chloro-aniline (108-42-9) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous hydrochloric acid 2: diphenyl ether View Scheme
Multi-step reaction with 3 steps 1: acetic acid / Erhitzen des Reaktionsprodukts in Paraffinoel auf 250grad 2: aqueous NaOH 3: mineral oil / 270 °C View Scheme
Multi-step reaction with 4 steps 3: aqueous NaOH 4: 250 - 270 °C / oder in einem Gemisch von Diphenylaether und Biphenyl View Scheme

7-amino-4-hydroxy-quinoline-3-carboxylic acid (85344-88-3) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: diphenyl ether / 225 - 245 °C 2: acetic acid; sodium nitrite; sulfuric acid / Erwaermen der Diazoniumsalz-Loesung mit Kupfer(I)-chlorid und wss. Salzsaeure. View Scheme

7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester (21640-97-1) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous NaOH 2: mineral oil / 270 °C View Scheme
Multi-step reaction with 2 steps 1: aqueous NaOH 2: 1-chloro-naphthalene View Scheme

ethyl α-ethoxycarbonyl-β-(m-nitroanilino)acrylate (40107-10-6) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 4 steps 2: iron-powder; aqueous acetic acid / Erwaermen des Reaktionsprodukts mit wss. NaOH 3: diphenyl ether / 225 - 245 °C 4: acetic acid; sodium nitrite; sulfuric acid / Erwaermen der Diazoniumsalz-Loesung mit Kupfer(I)-chlorid und wss. Salzsaeure. View Scheme

7-nitro-4-hydroxy-quinoline-3-carboxylic acid ethylester (7248-88-6) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: iron-powder; aqueous acetic acid / Erwaermen des Reaktionsprodukts mit wss. NaOH 2: diphenyl ether / 225 - 245 °C 3: acetic acid; sodium nitrite; sulfuric acid / Erwaermen der Diazoniumsalz-Loesung mit Kupfer(I)-chlorid und wss. Salzsaeure. View Scheme

3-nitro-aniline (99-09-2) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 5 steps 1: 110 °C 3: iron-powder; aqueous acetic acid / Erwaermen des Reaktionsprodukts mit wss. NaOH 4: diphenyl ether / 225 - 245 °C 5: acetic acid; sodium nitrite; sulfuric acid / Erwaermen der Diazoniumsalz-Loesung mit Kupfer(I)-chlorid und wss. Salzsaeure. View Scheme

C11H8ClNO2 → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With sodium hydroxide	9.07 g

4'-chloro-2'-nitroacetophenone (23082-51-1) → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-d6-formamide / 6 h / 80 °C 2: iron; acetic acid / 4 h / 90 °C View Scheme

C11H11ClN2O3 → 7-chloro-4-hydroxylquinoline (86-99-7)

Conditions	Yield
With iron; acetic acid at 90℃; for 4h;	14 g

7-chloro-4-hydroxylquinoline (86-99-7) → 4,7-dichloroquinoline (86-98-6)

Conditions	Yield
With trichlorophosphate for 1h; Heating;	94%
With trichlorophosphate Reflux;	89.5%
With trichlorophosphate for 2h; Heating / reflux;	88.5%

7-chloro-4-hydroxylquinoline (86-99-7) + benzoyl chloride (98-88-4) → 7-chloroquinolin-4-yl benzoate (1318249-24-9)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane at 10 - 25℃;	94%

7-chloro-4-hydroxylquinoline (86-99-7) + p-toluenesulfonyl chloride (98-59-9) → C16H12ClNO3S

Conditions	Yield
With triethylamine In dichloromethane at 0 - 50℃; for 4h;	94%

7-chloro-4-hydroxylquinoline (86-99-7) + 3-methyl-1-{[methyl(phenyl)amino]carbonyl}-1H-imidazol-3-ium iodide → methyl-phenyl-carbamic acid 7-chloro-quinolin-4-yl ester (431935-03-4)

Conditions	Yield
With triethylamine In acetonitrile	93%

7-chloro-4-hydroxylquinoline (86-99-7) + trifluoromethane sulfonyl chloride (421-83-0) → Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions	Yield
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 10h;	92%

7-chloro-4-hydroxylquinoline (86-99-7) → 3,7-dichloroquinolin-4-ol (152210-26-9, 93516-30-4)

Conditions	Yield
With N-chloro-succinimide; acetic acid at 60℃; for 5h;	88%

7-chloro-4-hydroxylquinoline (86-99-7) → 7-chloro-3-bromoquinolin-4-ol (860715-45-3)

Conditions	Yield
With N-Bromosuccinimide; acetic acid at 60℃; for 5h;	88%

7-chloro-4-hydroxylquinoline (86-99-7) → 7-chloro-3-iodoquinolin-4-ol (860236-13-1)

Conditions	Yield
With N-iodo-succinimide; acetic acid at 60℃; for 5h;	87%
With iodine; N-butylamine; potassium iodide In water; N,N-dimethyl-formamide at 20℃; for 36h;	59%
With Iodine monochloride; acetic acid

7-chloro-4-hydroxylquinoline (86-99-7) + trifluoromethylsulfonic anhydride (358-23-6) → Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃; for 1h;	82%

7-chloro-4-hydroxylquinoline (86-99-7) → 7-chloro-3-nitro-4-hydroxyquinoline (5350-50-5)

Conditions	Yield
With nitric acid; propionic acid at 125℃;	79%
With nitric acid; propionic acid at 90℃; for 3h; Reflux;	74%
With nitric acid; propionic acid for 1.25h; Reflux;	70%

7-chloro-4-hydroxylquinoline (86-99-7) + (2,6-dimethylphenyl)-λ3-iodanediyl diacetate (123084-61-7) → 3-chloro-11-methyl-7H-chromeno[3,2-c]quinoline

Conditions	Yield
Stage #1: 7-chloro-4-hydroxylquinoline; (2,6-dimethylphenyl)-λ3-iodanediyl diacetate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 6h; Inert atmosphere; Schlenk technique; Stage #2: With palladium diacetate; caesium carbonate; triphenylphosphine In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 30h; Schlenk technique; Inert atmosphere; Molecular sieve;	78%

7-chloro-4-hydroxylquinoline (86-99-7) + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide Ambient temperature;	75%

7-chloro-4-hydroxylquinoline (86-99-7) → 7-chloro-4-bromo-quinoline (98519-65-4)

Conditions	Yield
With phosphorus tribromide In N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;	70%
With phosphorus tribromide In N,N-dimethyl-formamide at 20℃; for 0.5h;	57%
With phosphorus tribromide In N,N-dimethyl-formamide at 60℃;	56%
Stage #1: 7-chloro-4-hydroxylquinoline With dibromotriphenylphosphorane In acetonitrile for 16h; Reflux; Stage #2: With sodium hydroxide In dichloromethane; water
With phosphorus tribromide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;

7-chloro-4-hydroxylquinoline (86-99-7) + diethyl phosphorochloridothioate (2524-04-1) → sulfotep (3689-24-5) + Thiophosphoric acid O-(7-chloro-quinolin-4-yl) ester O',O''-diethyl ester (93516-22-4)

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide In tetrachloromethane at 60℃; for 55h;	A n/a B 69%

7-chloro-4-hydroxylquinoline (86-99-7) + para-iodoanisole (696-62-8) → 7-chloro-1-(4-methoxyphenyl)quinolin-4(1H)-one

Conditions	Yield
With potassium phosphate; copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione In dimethyl sulfoxide at 120℃; for 24h;	69%

7-chloro-4-hydroxylquinoline (86-99-7) + (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester (74844-91-0, 114676-69-6, 135042-17-0, 227935-38-8, 102195-79-9) → (2S,4R)-N-Boc-4-(7-chloro-quinolin-4-yloxy)-proline methyl ester (220424-77-1)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 30h;	68%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 30h;	68%

7-chloro-4-hydroxylquinoline (86-99-7) + methyl 4-hydroxy-4-methyl-2-pentynoate (25294-59-1) → 2-chloro-8,8-dimethylfuro[3',4':5,6]pyrano[2,3,4-de]quinolin-10(8H)-one

Conditions	Yield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; lithium trifluoromethanesulfonate In 1,2-dimethoxyethane at 100℃; for 12h; Schlenk technique; Inert atmosphere;	64%

7-chloro-4-hydroxylquinoline (86-99-7) + 4-(4-(3-bromopropyl)piperazin-1-yl)-7-chloroquinoline → 7-chloro-4-(4-{3-[(7-chloroquinolin-4-yl)oxyl]propyl}piperazin-1-yl)quinoline (1233345-93-1)

Conditions	Yield
With sodium hydroxide In water for 14h; Reflux;	59.4%

7-chloro-4-hydroxylquinoline (86-99-7) + 7-chloro-4-[4-(3-chloropropyl)piperazin-1-yl]quinoline (4038-99-7) → 7-chloro-4-(4-{3-[(7-chloroquinolin-4-yl)oxyl]propyl}piperazin-1-yl)quinoline (1233345-93-1)

Conditions	Yield
With sodium hydroxide In water for 14h; Reflux;	59.14%

7-chloro-4-hydroxylquinoline (86-99-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 4-(β-O-tetraacetyl-D-glucosyloxy)-7-chloroquinoline

Conditions	Yield
With silver carbonate In toluene for 1h; Heating;	58%

7-chloro-4-hydroxylquinoline (86-99-7) + 5-diethylamino-2-pentylamine (140-80-7) → 4-(4-diethylamino-1-methylbutylamino)-quinoline (1915-92-0) + Chloroquine (54-05-7)

Conditions	Yield
With potassium pyrosulfite; palladium 10% on activated carbon; water; ammonium formate at 120℃; for 16h; Inert atmosphere; Schlenk technique;	A 12% B 56%

formaldehyd (50-00-0) + 7-chloro-4-hydroxylquinoline (86-99-7) + ethylamine (75-04-7) → Bis(7-chloro-4-hydroxy-3-quinolylmethyl)benzylamine (108005-46-5)

Conditions	Yield
In diethyl ether for 20h; Heating;	55%

7-chloro-4-hydroxylquinoline (86-99-7) + 5-(bromomethyl)-3-isoxazolecarboxylic acid ethyl ester (84654-29-5) → 5-[[(7-chloroquinolin-4-yl)oxy]methyl]-isoxazole-3-carboxylic acid ethyl ester (1141428-17-2)

Conditions	Yield
Stage #1: 7-chloro-4-hydroxylquinoline With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 5-(bromomethyl)-3-isoxazolecarboxylic acid ethyl ester In acetone Reflux;	54%

7-chloro-4-hydroxylquinoline (86-99-7) + cinnamyl methyl carbonate (85217-69-2, 87802-71-9) → C18H14ClNO

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 24h; Inert atmosphere; stereoselective reaction;	44%

Upstream product

• 86-98-6 4,7-dichloroquinoline 
• 86-47-5 4-hydroxy-7-chloro-3-quinoline-carboxylic acid 
• 3412-99-5 2-(3-chlorophenylamino)methylenemalonic acid diethyl ester 
• 40107-10-6 ethyl α-ethoxycarbonyl-β-(m-nitroanilino)acrylate 
• 21617-15-2 7-chloro-1,2,3,4-tetrahydroquinolin-4-one 
• 23082-51-1 4'-chloro-2'-nitroacetophenone 
• 26707-52-8 7-chloro-4-methoxyquinoline 
• 99-09-2 3-nitro-aniline 
• 7248-88-6 7-nitro-4-hydroxy-quinoline-3-carboxylic acid ethylester 
• 21640-97-1 7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester 
• 85344-88-3 7-amino-4-hydroxy-quinoline-3-carboxylic acid 
• 108-42-9 3-chloro-aniline 
• 16600-22-9 7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester 
• 675578-64-0 N-allyl-N-p-toluenesulfonyl-2-[1-(tert-butyldimethylsilyloxy)vinyl]-5-chloroaniline 

Downstream Products

• 132467-00-6 7-chloro-1-(2-chloro-benzyl)-1H-quinolin-4-one 
• 26707-52-8 7-chloro-4-methoxyquinoline 
• 86-98-6 4,7-dichloroquinoline 
• 860236-13-1 7-chloro-3-iodoquinolin-4-ol 
• 5350-50-5 7-chloro-3-nitro-4-hydroxyquinoline 
• 70237-22-8 4,7-dichloro-3-iodoquinoline 
• 133325-72-1 4-chloro-7-p-tolylsulfanyl-quinoline 
• 525-31-5 7-Chlor-4-(2-hydroxy-3-diethylamino-propylamino)-chinolin 
• 22931-74-4 4,7-dichloro-3-nitroquinoline 
• 860195-22-8 (7-chloro-3-nitro-[4]quinolyl)-phenyl-amine 
• 1318249-22-7 7-chloro-4-(4-chlorophenyl)quinoline 
• 1318249-24-9 7-chloroquinolin-4-yl benzoate 
• 1915-92-0 4-(4-diethylamino-1-methylbutylamino)-quinoline 

Relevant articles and documents

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Synthesis method of 4,7-dichloroquinoline

The invention discloses a synthesis method of 4,7-dichloroquinoline. The synthesis method is characterized by comprising the following steps: synthesizing 7-chloro-4-hydroxylquinoline-3-carboxylic acid by using a one-pot method, and carrying out decarboxylation and chlorination on the 7-chloro-4-hydroxylquinoline-3-carboxylic acid to obtain 4,7-dichloroquinoline. The step of synthesizing the 7-chloro-4-hydroxylquinoline-3-carboxylic acid by the one-pot method comprises the following sub-steps: with m-chloroaniline, triethyl orthoformate or trimethyl orthoformate and diethyl malonate as raw materials, carrying out condensation under the catalysis of anhydrous ferric trichloride to obtain diethyl 2-[[(3-chlorophenyl)amino]methylene]malonate, directly adding a condensation reaction solution into an organic solvent, carrying out heating cyclization to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid ethyl ester, and after the cyclization reaction is completed, adding sodium hydroxidefor hydrolysis to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid. Although the whole process comprises five reactions, intermediate products are good enough in purity and can be directly synthesized into a target product without purification, so operation is easy and convenient and industrialization is facilitated; and raw materials are easily available, and pollution is small.

Design, synthesis and study of antibacterial and antitubercular activity of quinoline hydrazone hybrids

Emerging bacterial resistance is causing widespread problems for the treatment of various infections. Therefore, the search for antimicrobials is a never-ending task. Hydrazones and quinolines possess a wide variety of biological activities. Herewith, eleven quinoline hydrazone derivatives have been designed, synthesized, characterized and evaluated for their antibacterial activity and antitubercular potential against Mtb WT H37Rv. Compounds QH-02, QH-04 and QH-05 were found to be promising compounds with an MIC value of 4 μg/mL against Mtb WT H37Rv. Compounds QH-02, QH-04, QH-05, and QH-11 were also found to be active against bacterial strains including Acinetobacter baumanii, Escherichia coli and Staphylococcus aureus. Further, we have carried out experiments to confirm the cytotoxicity of the active compounds and found them to be non-toxic.

Synthesis, antituberculosis studies and biological evaluation of new quinoline derivatives carrying 1,2,4-oxadiazole moiety

Tuberculosis is the infectious disease caused by mycobacterium tuberculosis (Mtb), responsible for the utmost number of deaths annually across the world. Herein, twenty-one new substituted 1,2,4-oxadiazol-3-ylmethyl-piperazin-1-yl-quinoline derivatives were designed and synthesized through multistep synthesis followed by in vitro evaluation of their antitubercular potential against Mtb WT H37Rv. The compound QD-18 was found to be promising with MIC value of 0.5 μg/ml and QD-19 to QD-21 were also remarkable with MIC value of 0.25 μg/ml. Additionally, we have carried out experiments to confirm the metabolic stability, cytotoxicity and pharmacokinetics of these compounds along with kill kinetics of QD-18. These compounds were found to be orally bioavailable and highly effective. Altogether, these results indicate that QD-18, QD-19, QD-20 and QD-21 are promising lead compounds for the development of a novel chemical class of antitubercular drugs.