Product Name

  • Name

    4-CHLORO-8-METHOXY-2-METHYLQUINOLINE

  • EINECS
  • CAS No. 64951-58-2
  • Article Data7
  • CAS DataBase
  • Density 1.228 g/cm3
  • Solubility
  • Melting Point 89-93℃
  • Formula C11H10ClNO
  • Boiling Point 308.8 °C at 760 mmHg
  • Molecular Weight 207.659
  • Flash Point 140.6 °C
  • Transport Information
  • Appearance
  • Safety 26-39-45
  • Risk Codes 25-41
  • Molecular Structure Molecular Structure of 64951-58-2 (4-CHLORO-8-METHOXY-2-METHYLQUINOLINE)
  • Hazard Symbols IrritantXi
  • Synonyms Quinaldine,4-chloro-8-methoxy- (6CI);4-Chloro-8-methoxy-2-methylquinoline;
  • PSA 22.12000
  • LogP 3.20520

Synthetic route

8-methoxy-2-methyl-4-quinolinol
15644-89-0

8-methoxy-2-methyl-4-quinolinol

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
With N,N-dimethyl-aniline; trichlorophosphate for 2h; Heating;81.9%
With trichlorophosphate for 3h; Reflux;81%
With trichlorophosphate at 130℃;61%
ethyl 3-<(2-methoxyphenyl)amino>but-2-enoate
33267-45-7

ethyl 3-<(2-methoxyphenyl)amino>but-2-enoate

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 48.7 percent / diphenyl ether; various solvent(s) / 3 h / 235 °C
2: 81.9 percent / phosphorus oxychloride; N,N-dimethylaniline / 2 h / Heating
View Scheme
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

phenylmethanesulfonic acid chloride

phenylmethanesulfonic acid chloride

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99.8 percent / AcOH / benzene / 8 h / Heating
2: 48.7 percent / diphenyl ether; various solvent(s) / 3 h / 235 °C
3: 81.9 percent / phosphorus oxychloride; N,N-dimethylaniline / 2 h / Heating
View Scheme
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

potassium-<2.5-dichloro benzoate>

potassium-<2.5-dichloro benzoate>

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) HCl, 2.) acetic anhydride, sulphuric acid
2: phosphorous oxychloride / 75 °C
View Scheme
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 336 h / 20 °C
1.2: 0.5 h / Reflux
2.1: trichlorophosphate / 15 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: polyphosphoric acid / 5 h / 120 °C
2: trichlorophosphate / 4 h / 130 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / 25 °C
2: diethyl ether / 1 h / 235 °C
3: trichlorophosphate / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: polyphosphoric acid / 120 °C
2: trichlorophosphate / 130 °C
View Scheme
2-methyl-8-methoxy-1H-quinolin-4-one
50553-62-3

2-methyl-8-methoxy-1H-quinolin-4-one

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
With trichlorophosphate for 15h; Reflux;2.28 g
ethyl (E)-3-((2-methoxyphenyl)amino)but-2-enoate

ethyl (E)-3-((2-methoxyphenyl)amino)but-2-enoate

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 1 h / 235 °C
2: trichlorophosphate / 3 h / Reflux
View Scheme
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

(4E)-4-[(2-mercaptophenyl)imino]-2-methyl-8-methoxy-1,4-dihydroquinoline dihydrochloride

(4E)-4-[(2-mercaptophenyl)imino]-2-methyl-8-methoxy-1,4-dihydroquinoline dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 5 - 6h; Heating on water bath;97%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

thiourea
17356-08-0

thiourea

S-(2-methyl-8-methoxy-4-quinolyl)thiouronium chloride

S-(2-methyl-8-methoxy-4-quinolyl)thiouronium chloride

Conditions
ConditionsYield
In acetone Heating;94%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

m-phenylenediamine dihydrochloride
541-69-5

m-phenylenediamine dihydrochloride

N-(3-aminophenyl)-8-methoxy-2-methylquinolin-4-amine

N-(3-aminophenyl)-8-methoxy-2-methylquinolin-4-amine

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 8h; Heating;94%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

p-phenylenediammonium sulfate
16245-77-5

p-phenylenediammonium sulfate

N-(4-aminophenyl)-8-methoxy-2-methylquinolin-4-amine

N-(4-aminophenyl)-8-methoxy-2-methylquinolin-4-amine

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 8h; Heating;94%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

3-(8-methoxy-2-methylquinolin-4-ylamino)phenol dihydrochloride

3-(8-methoxy-2-methylquinolin-4-ylamino)phenol dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 10h; Heating;92%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

4-hydrazino-8-methoxy-2-methylquinoline dihydrochloride

4-hydrazino-8-methoxy-2-methylquinoline dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrazine In ethanol; water for 15h; Heating;92%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

4-[(2-aminophenyl)thio]-2-methyl-8-methoxyquinoline hydrochloride
1126485-27-5

4-[(2-aminophenyl)thio]-2-methyl-8-methoxyquinoline hydrochloride

Conditions
ConditionsYield
In acetone at 20℃; for 48h;81%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

ethyl 5-amino-1H-indole-2-carboxylate
71086-99-2

ethyl 5-amino-1H-indole-2-carboxylate

ethyl 5-((8-methoxy-2-methylquinolin-4-yl)amino)-1H-indole-2-carboxylate

ethyl 5-((8-methoxy-2-methylquinolin-4-yl)amino)-1H-indole-2-carboxylate

Conditions
ConditionsYield
With hydrogenchloride In water; butan-1-ol Reflux;81%
With hydrogenchloride In water; butan-1-ol for 7h; Reflux;61 mg
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

2-Methylpiperidin
109-05-7, 3000-79-1

2-Methylpiperidin

8-Methoxy-2-methyl-4-(2-methyl-piperidin-1-yl)-quinoline
87602-61-7

8-Methoxy-2-methyl-4-(2-methyl-piperidin-1-yl)-quinoline

Conditions
ConditionsYield
With pyridine In ethanol for 8h; Heating;80%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

thiosemicarbazide
79-19-6

thiosemicarbazide

2-(8-methoxy-2-methylquinolin-4-yl)hydrazinecarbothioamide dihydrochloride

2-(8-methoxy-2-methylquinolin-4-yl)hydrazinecarbothioamide dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water Heating;80%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

aniline
62-53-3

aniline

(8-methoxy-2-methyl-[4]quinolyl)-phenyl-amine

(8-methoxy-2-methyl-[4]quinolyl)-phenyl-amine

Conditions
ConditionsYield
In ethanol for 6h; Heating;73%
With acetic acid
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

4-chloro-8-hydroxy-2-methylquinoline
28507-46-2

4-chloro-8-hydroxy-2-methylquinoline

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -50 - 25℃; for 2h; Inert atmosphere;73%
With boron tribromide for 2h; Heating;70.4%
With water; hydrogen bromide
With water; hydrogen bromide
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

(8-methoxy-2-methyl-quinolin-4-yl)-pyridin-3-yl-amine
870621-01-5

(8-methoxy-2-methyl-quinolin-4-yl)-pyridin-3-yl-amine

Conditions
ConditionsYield
In ethanol for 6.5h; Heating;73%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

1-(p-Aminophenyl)-4-(o-tolyl)piperazine
73518-73-7

1-(p-Aminophenyl)-4-(o-tolyl)piperazine

(8-Methoxy-2-methyl-quinolin-4-yl)-[4-(4-o-tolyl-piperazin-1-yl)-phenyl]-amine
87602-44-6

(8-Methoxy-2-methyl-quinolin-4-yl)-[4-(4-o-tolyl-piperazin-1-yl)-phenyl]-amine

Conditions
ConditionsYield
With pyridine In ethanol for 8h; Heating;72%
4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

2-Hydroxy-4-(8-methoxy-2-methyl-quinolin-4-ylamino)-benzoic acid ethyl ester; hydrochloride
79340-71-9

2-Hydroxy-4-(8-methoxy-2-methyl-quinolin-4-ylamino)-benzoic acid ethyl ester; hydrochloride

Conditions
ConditionsYield
In ethanol Heating;65%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

4-[4-(2-chlorophenyl)piperazin-1-yl]phenylamine
75291-16-6

4-[4-(2-chlorophenyl)piperazin-1-yl]phenylamine

{4-[4-(2-Chloro-phenyl)-piperazin-1-yl]-phenyl}-(8-methoxy-2-methyl-quinolin-4-yl)-amine
87602-46-8

{4-[4-(2-Chloro-phenyl)-piperazin-1-yl]-phenyl}-(8-methoxy-2-methyl-quinolin-4-yl)-amine

Conditions
ConditionsYield
With pyridine In ethanol for 8h; Heating;65%
4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

A

2-methyl-4-chloro-5-nitro-8-methoxy quinoline
18004-89-2

2-methyl-4-chloro-5-nitro-8-methoxy quinoline

B

2-methyl-4-chloro-5,7-dinitro-8-methoxy quinoline

2-methyl-4-chloro-5,7-dinitro-8-methoxy quinoline

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 5℃; for 12h;A 64%
B 5%
4-hydroxy-4-phenylpiperidin
40807-61-2

4-hydroxy-4-phenylpiperidin

4-chloro-8-methoxy-2-methylquinoline
64951-58-2

4-chloro-8-methoxy-2-methylquinoline

1-(8-Methoxy-2-methyl-quinolin-4-yl)-4-phenyl-piperidin-4-ol
87602-60-6

1-(8-Methoxy-2-methyl-quinolin-4-yl)-4-phenyl-piperidin-4-ol

Conditions
ConditionsYield
With pyridine In ethanol for 8h; Heating;60%

4-Chloro-8-methoxy-2-methylquinoline Specification

The 4-Chloro-8-methoxy-2-methylquinoline, with the CAS registry number 64951-58-2, is also known as Quinoline, 4-chloro-8-methoxy-2-methyl-. This chemical's molecular formula is C11H10ClNO and molecular weight is 207.66. Its IUPAC name is called 4-chloro-8-methoxy-2-methylquinoline. When you are using this chemical, please be cautious about it: this chemical may cause inflammation to the skin or other mucous membranes.

Physical properties about this chemical are: (1)ACD/LogP: 3.00; (2)#H bond acceptors: 2; (3)#H bond donors: 0; (4)#Freely Rotating Bonds: 1; (5)Polar Surface Area: 22.12 Å2; (6)Index of Refraction: 1.609; (7)Molar Refractivity: 58.58 cm3; (8)Molar Volume: 169 cm3; (9)Surface Tension: 44 dyne/cm; (10)Density: 1.228 g/cm3; (11)Flash Point: 140.6 °C; (12)Enthalpy of Vaporization: 52.76 kJ/mol; (13)Boiling Point: 308.8 °C at 760 mmHg; (14)Vapour Pressure: 0.00121 mmHg at 25°C.

Uses of 4-Chloro-8-methoxy-2-methylquinoline: it can be heated to produce 4-(5-nitro-2-thiazolyl)amino-2-methyl-8-metoxyquinoline. This reaction will need reagent pyridine and solvent xylene. The yield is about 20%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=NC2=C(C=CC=C2OC)C(=C1)Cl
(2)InChI: InChI=1S/C11H10ClNO/c1-7-6-9(12)8-4-3-5-10(14-2)11(8)13-7/h3-6H,1-2H3
(3)InChIKey: RHSCPZBPNUZBOA-UHFFFAOYSA-N

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