Product Name

  • Name

    7-Chloroquinolin-4-ol

  • EINECS 201-715-2
  • CAS No. 86-99-7
  • Article Data28
  • CAS DataBase
  • Density 1.339 g/cm3
  • Solubility
  • Melting Point 276-279 °C(lit.)
  • Formula C9H6ClNO
  • Boiling Point 302.8 °C at 760 mmHg
  • Molecular Weight 179.606
  • Flash Point 136.9 °C
  • Transport Information
  • Appearance colorless crystalline needle
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 86-99-7 (7-Chloroquinolin-4-ol)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Hydroxy-7-chloroquinoline;7-Chloro-4-hydroxyquinoline;7-Chloro-4-quinolinol;NSC 38928;
  • PSA 33.12000
  • LogP 2.59380

Synthetic route

4-hydroxy-7-chloro-3-quinoline-carboxylic acid
86-47-5

4-hydroxy-7-chloro-3-quinoline-carboxylic acid

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-1,2,3,4-tetrahydroquinolin-4-one

A

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

B

quinolin-4-ol
611-36-9

quinolin-4-ol

Conditions
ConditionsYield
A 88.3%
B n/a
4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

A

quinoline
91-22-5

quinoline

B

7-chloroquinoline
612-61-3

7-chloroquinoline

C

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-methoxyquinoline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

N-p-toluenesulfonyl-4-(t-butyldimethylsilyloxy)-7-chloro-1,2-dihydroquinoline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
With sodium hydroxide In methanol Heating;81%
2-(3-chlorophenylamino)methylenemalonic acid diethyl ester
3412-99-5

2-(3-chlorophenylamino)methylenemalonic acid diethyl ester

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

4,7-dichloroquinoline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-1,2,3,4-tetrahydroquinolin-4-one

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chlorokynurenic acid
18000-24-3

7-chlorokynurenic acid

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
With 1-Chloronaphthalene
With mineral oil at 270℃;
N-(2-acetyl-5-chlorophenyl)formamide
6938-28-9

N-(2-acetyl-5-chlorophenyl)formamide

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
With sodium hydroxide; ethanol; water
With hydrogenchloride; water
3t-(3-chloro-anilino)-acrylic acid methyl ester

3t-(3-chloro-anilino)-acrylic acid methyl ester

A

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

B

5-chloro-4-hydroxyquinoline
23443-05-2

5-chloro-4-hydroxyquinoline

Conditions
ConditionsYield
With diphenylether
7-amino-quinolin-4-ol
1027189-62-3

7-amino-quinolin-4-ol

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

5-[(3-chloro-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

A

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

B

5-chloro-4-hydroxyquinoline
23443-05-2

5-chloro-4-hydroxyquinoline

Conditions
ConditionsYield
In diphenylether at 300℃; for 0.0833333h; microwave irradiation;
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

3-chloro-aniline
108-42-9

3-chloro-aniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

2-acetyl-5-chloroaniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

N-(2-acetyl-5-chlorophenyl)-4-methylbenzenesulfonamide

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

N-allyl-N-p-toluenesulfonyl-2-acetyl-5-chloroaniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

N-allyl-N-p-toluenesulfonyl-2-[1-(tert-butyldimethylsilyloxy)vinyl]-5-chloroaniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-hydroxyquinoline-3-carboxylic acid,ethyl ester

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

3-chloro-aniline

potassium-<6-chloro-3-nitro benzoate>

potassium-<6-chloro-3-nitro benzoate>

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

3-chloro-aniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-amino-4-hydroxy-quinoline-3-carboxylic acid

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-hydroxy-quinoline-2-carboxylic acid ethyl ester

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

ethyl α-ethoxycarbonyl-β-(m-nitroanilino)acrylate

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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-nitro-4-hydroxy-quinoline-3-carboxylic acid ethylester

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

3-nitro-aniline

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

C11H8ClNO2

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
With sodium hydroxide9.07 g
4'-chloro-2'-nitroacetophenone
23082-51-1

4'-chloro-2'-nitroacetophenone

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
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

C11H11ClN2O3

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Conditions
ConditionsYield
With iron; acetic acid at 90℃; for 4h;14 g
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

benzoyl chloride
98-88-4

benzoyl chloride

7-chloroquinolin-4-yl benzoate
1318249-24-9

7-chloroquinolin-4-yl benzoate

Conditions
ConditionsYield
With 4-methyl-morpholine In dichloromethane at 10 - 25℃;94%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

C16H12ClNO3S

C16H12ClNO3S

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 50℃; for 4h;94%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

3-methyl-1-{[methyl(phenyl)amino]carbonyl}-1H-imidazol-3-ium iodide

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

methyl-phenyl-carbamic acid 7-chloro-quinolin-4-yl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile93%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 10h;92%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

3,7-dichloroquinolin-4-ol
152210-26-9, 93516-30-4

3,7-dichloroquinolin-4-ol

Conditions
ConditionsYield
With N-chloro-succinimide; acetic acid at 60℃; for 5h;88%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chloro-3-bromoquinolin-4-ol
860715-45-3

7-chloro-3-bromoquinolin-4-ol

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid at 60℃; for 5h;88%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chloro-3-iodoquinolin-4-ol
860236-13-1

7-chloro-3-iodoquinolin-4-ol

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78 - 20℃; for 1h;82%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chloro-3-nitro-4-hydroxyquinoline
5350-50-5

7-chloro-3-nitro-4-hydroxyquinoline

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

(2,6-dimethylphenyl)-λ3-iodanediyl diacetate
123084-61-7

(2,6-dimethylphenyl)-λ3-iodanediyl diacetate

3-chloro-11-methyl-7H-chromeno[3,2-c]quinoline

3-chloro-11-methyl-7H-chromeno[3,2-c]quinoline

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Trifluoro-methanesulfonic acid 7-chloro-quinolin-4-yl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide Ambient temperature;75%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chloro-4-bromo-quinoline
98519-65-4

7-chloro-4-bromo-quinoline

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

diethyl phosphorochloridothioate
2524-04-1

diethyl phosphorochloridothioate

A

sulfotep
3689-24-5

sulfotep

B

Thiophosphoric acid O-(7-chloro-quinolin-4-yl) ester O',O''-diethyl ester
93516-22-4

Thiophosphoric acid O-(7-chloro-quinolin-4-yl) ester O',O''-diethyl ester

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

para-iodoanisole
696-62-8

para-iodoanisole

7-chloro-1-(4-methoxyphenyl)quinolin-4(1H)-one

7-chloro-1-(4-methoxyphenyl)quinolin-4(1H)-one

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

(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,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

(2S,4R)-N-Boc-4-(7-chloro-quinolin-4-yloxy)-proline methyl ester
220424-77-1

(2S,4R)-N-Boc-4-(7-chloro-quinolin-4-yloxy)-proline methyl ester

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

methyl 4-hydroxy-4-methyl-2-pentynoate
25294-59-1

methyl 4-hydroxy-4-methyl-2-pentynoate

2-chloro-8,8-dimethylfuro[3',4':5,6]pyrano[2,3,4-de]quinolin-10(8H)-one

2-chloro-8,8-dimethylfuro[3',4':5,6]pyrano[2,3,4-de]quinolin-10(8H)-one

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

4-(4-(3-bromopropyl)piperazin-1-yl)-7-chloroquinoline

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

7-chloro-4-(4-{3-[(7-chloroquinolin-4-yl)oxyl]propyl}piperazin-1-yl)quinoline

Conditions
ConditionsYield
With sodium hydroxide In water for 14h; Reflux;59.4%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

7-chloro-4-[4-(3-chloropropyl)piperazin-1-yl]quinoline
4038-99-7

7-chloro-4-[4-(3-chloropropyl)piperazin-1-yl]quinoline

7-chloro-4-(4-{3-[(7-chloroquinolin-4-yl)oxyl]propyl}piperazin-1-yl)quinoline
1233345-93-1

7-chloro-4-(4-{3-[(7-chloroquinolin-4-yl)oxyl]propyl}piperazin-1-yl)quinoline

Conditions
ConditionsYield
With sodium hydroxide In water for 14h; Reflux;59.14%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

4-(β-O-tetraacetyl-D-glucosyloxy)-7-chloroquinoline

4-(β-O-tetraacetyl-D-glucosyloxy)-7-chloroquinoline

Conditions
ConditionsYield
With silver carbonate In toluene for 1h; Heating;58%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

5-diethylamino-2-pentylamine
140-80-7

5-diethylamino-2-pentylamine

A

4-(4-diethylamino-1-methylbutylamino)-quinoline
1915-92-0

4-(4-diethylamino-1-methylbutylamino)-quinoline

B

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
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

formaldehyd

7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

ethylamine
75-04-7

ethylamine

Bis(7-chloro-4-hydroxy-3-quinolylmethyl)benzylamine
108005-46-5

Bis(7-chloro-4-hydroxy-3-quinolylmethyl)benzylamine

Conditions
ConditionsYield
In diethyl ether for 20h; Heating;55%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

5-(bromomethyl)-3-isoxazolecarboxylic acid ethyl ester
84654-29-5

5-(bromomethyl)-3-isoxazolecarboxylic acid ethyl ester

5-[[(7-chloroquinolin-4-yl)oxy]methyl]-isoxazole-3-carboxylic acid ethyl ester
1141428-17-2

5-[[(7-chloroquinolin-4-yl)oxy]methyl]-isoxazole-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
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

7-chloro-4-hydroxylquinoline

cinnamyl methyl carbonate
85217-69-2, 87802-71-9

cinnamyl methyl carbonate

C18H14ClNO

C18H14ClNO

Conditions
ConditionsYield
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%

7-Chloroquinolin-4-ol Chemical Properties

Molecular Structure of 7-Chloroquinolin-4-ol (CAS NO.86-99-7):

IUPAC Name: 7-chloro-1H-quinolin-4-one 
Empirical Formula: C9H6ClNO
Molecular Weight: 179.603
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 20.31Å2
Index of Refraction: 1.608
Molar Refractivity: 46.4 cm3
Molar Volume: 134 cm3
Surface Tension: 46.8 dyne/cm
Density: 1.339 g/cm3
Flash Point: 136.9 °C
Enthalpy of Vaporization: 54.31 kJ/mol
Boiling Point: 302.8 °C at 760 mmHg
Vapour Pressure: 0.000966 mmHg at 25°C
Melting point: 276-279 °C(lit.)
BRN: 125356
InChI
InChI=1/C9H6ClNO/c10-6-1-2-7-8(5-6)11-4-3-9(7)12/h1-5H,(H,11,12)
Smiles
c12c(cc(cc1)Cl)nccc2O
EINECS: 201-715-2
Product Categories: Quinolines, Quinazolines and derivatives; Quinolines; Haloquinolines; Hydroxyquinolines

7-Chloroquinolin-4-ol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

7-Chloroquinolin-4-ol Specification

  7-Chloroquinolin-4-ol , with CAS number of 86-99-7, can be called 4-quinolinol, 7-chloro- ; 7-Chloro-4-Hydroxyquinoline ; 7-Chloro-4-quinolinol .

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