2-Chloro-4-methylquinoline supplier

Name
2-CHLOROLEPIDINE
EINECS 211-209-3
CAS No. 634-47-9
Article Data21
CAS DataBase
Density 1.225 g/cm³
Solubility
Melting Point 55-58 °C(lit.)
Formula C₁₀H₈ClN
Boiling Point 296 °C at 760 mmHg
Molecular Weight 177.633
Flash Point 158.2 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Lepidine,2-chloro- (6CI,7CI,8CI);2-Chloro-4-methylquinoline;2-Chlorolepidine;NSC96476;
PSA 12.89000
LogP 3.19660

Synthetic route

: 4053-40-1
4-methylquinoline 1-oxide

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With trichlorophosphate In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃; Inert atmosphere; regioselective reaction;	81%

: (4-methylquinolin-2-yl)diphenyl(6-(trifluoromethyl)pyridin-3-yl)phosphonium trifluoromethanesulfonate

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With lithium chloride In 1,4-dioxane at 80℃; for 72h; Inert atmosphere; Sealed tube; regioselective reaction;	32%

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

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate for 24h; Chlorination; Heating;	96%
With trichlorophosphate for 10h; Heating;	82%
With phosphorus pentachloride; trichlorophosphate

: 10286-18-7
2-Chloro-4-methylquinoline 1-oxide

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 0.0833333h; Inert atmosphere; Irradiation; chemoselective reaction;	82%

: 607-66-9
4-methyl-1,2-dihydroquinolin-2-one

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 135 - 140℃;
With phosphorus pentachloride; benzoyl chloride at 250℃;
With ((1,3,5-triazine-2,4,6-triyl)tris(oxy))tris(triphenylphosphonium) chloride In neat (no solvent) at 140 - 150℃; for 2h;
With trichlorophosphate at 120℃; for 2h;

2-oxy-4-methyl-quinoline: 2-oxy-4-methyl-quinoline

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With trichlorophosphate at 80 - 85℃;

: 676-58-4
methylmagnesium chloride

: 703-61-7
2,4-dichloroquinoline

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
With zinc dibromide In tetrahydrofuran

: 102-01-2
N-phenylacetoacetamide

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 1 h / 100 °C 2: trichlorophosphate / 2 h / 120 °C View Scheme
Multi-step reaction with 2 steps 1: Polyphosphoric acid / 130 - 140 °C 2: trichlorophosphate; pyridine / 80 - 90 °C View Scheme

: 62-53-3
aniline

[(Xantphos)2Pd(3-methyl-1-butenyl]OTf: [(Xantphos)2Pd(3-methyl-1-butenyl]OTf

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 0.07 h / microwave irradiation 1.2: H2SO4 / 0.08 h / microwave irradiation 2.1: 82 percent / POCl3 / 10 h / Heating View Scheme

: 62-53-3
aniline

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 3 h / 185 °C 2: sulfuric acid / 1 h / 100 °C 3: trichlorophosphate / 2 h / 120 °C View Scheme

2-chloro-7(?)-amino-4-methyl-quinoline: 2-chloro-7(?)-amino-4-methyl-quinoline

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
durch Ueberfuehren in 2-Chlor-7(?)-hydrazino-4-methyl-chinolin und folgendes Kochen mit Kupfersulfat-Loesung;

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

: 98-88-4
benzoyl chloride

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
at 250℃;

: 114058-74-1
2-chloro-4-methyl-7-aminoquinoline

: 634-47-9
2-chloro-4-methylquinoline

Conditions

Conditions	Yield
Reduzieren des Reaktionsprodukts mit salzsaurer Zinnchloruer-Loesung und Kochen des entstandenen Hydrazins mit Kupfersulfat-Loesung.Diazotization;

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

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 634-47-9
2-chloro-4-methylquinoline

: 634-47-9
2-chloro-4-methylquinoline

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 863487-46-1
4-methyl-2-(4-(trifluoromethyl)phenyl)-4-methylquinoline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol for 4h; Heating / reflux;	100%

: 634-47-9
2-chloro-4-methylquinoline

: 103986-53-4
4-methyl-1-naphthylboronic acid

: 4-methyl-2-(4-methylnaphthalene-1-yl)quinoline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Suzuki Coupling; Inert atmosphere;	99.8%

: 634-47-9
2-chloro-4-methylquinoline

: 56613-80-0
(R)-Phenylglycinol

: (R)-N-(4-methyl-2-quinolyl)-phenylglycinol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 130℃; for 46h;	99%

: 6165-68-0
thiophene boronic acid

: 634-47-9
2-chloro-4-methylquinoline

: 20364-67-4
4-(4-methylquinolin-4-yl)-diphenylaniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Suzuki Coupling; Inert atmosphere;	99%
With potassium carbonate; sodium tetrachloropalladate(II) In water; butan-1-ol at 100℃; for 12h; Suzuki cross-coupling;	95%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; water; toluene at 85℃; for 8h; Suzuki Coupling; Inert atmosphere;	87%

: 634-47-9
2-chloro-4-methylquinoline

: 4294-57-9
para-methylphenylmagnesium bromide

: 4-methyl-2-(4'-methylphenyl)quinoline

Conditions

Conditions	Yield
With ((C6H4)(PPh2)(NCHPhP(O)Ph2))NiCl In diethyl ether at 25℃; for 12h; Kumada cross-coupling; Inert atmosphere;	99%
With C32H26ClN2NiP In tetrahydrofuran at 30℃; for 12h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	95%

: 634-47-9
2-chloro-4-methylquinoline

: 90252-89-4
p-tolylzinc(II) chloride

: 4-methyl-2-(4'-methylphenyl)quinoline

Conditions

Conditions	Yield
With C26H24ClN2NiP*0.1C7H8 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere;	99%
With C38H34Br2N4Ni2P2 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 40℃; for 12h; Reagent/catalyst; Negishi Coupling; Inert atmosphere; Schlenk technique;	99%
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 6h; Inert atmosphere; Schlenk technique; Heating;	99%

: 634-47-9
2-chloro-4-methylquinoline

: 84109-17-1
2-methylphenylzinc chloride

: 4-methyl-2-(2'-methylphenyl)quinoline

Conditions

Conditions	Yield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 24h; Inert atmosphere; Heating; Schlenk technique;	99%

: 634-47-9
2-chloro-4-methylquinoline

: cyclopentylzinc bromide lithium chloride

: 2-cyclopentyl-4-methylquinoline

Conditions

Conditions	Yield
With Pd-PEPPSI-IPrAn In tetrahydrofuran; 1,4-dioxane at 0 - 20℃; for 6h; Negishi Coupling; Schlenk technique; Inert atmosphere;	99%

: 634-47-9
2-chloro-4-methylquinoline

: o-tolylmagnesium bromide

: 4-methyl-2-(2'-methylphenyl)quinoline

Conditions

Conditions	Yield
With C32H26ClN2NiP In tetrahydrofuran at 30℃; for 12h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	99%

: 634-47-9
2-chloro-4-methylquinoline

: 7353-91-5
4-dimethylaminophenylmagnesium bromide

: 863487-47-2
N,N-dimethyl-4-(4-methylquinolin-2-yl)benzenamine

Conditions

Conditions	Yield
With C32H26ClN2NiP In tetrahydrofuran at 30℃; for 24h; Time; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	99%

: 634-47-9
2-chloro-4-methylquinoline

mesitylzinc halide: mesitylzinc halide

: 1448351-76-5
2-mesityl-4-methylquinoline

Conditions

Conditions	Yield
With silica supported Pd-PEPPSI-IPent In tetrahydrofuran at 25℃; for 0.111667h; Negishi Coupling; Flow reactor; Inert atmosphere;	99%

: 109-01-3
1-methyl-piperazine

: 634-47-9
2-chloro-4-methylquinoline

: 100949-89-1
4-methyl-2-(4-methylpiperazin-1-yl)quinoline

Conditions

Conditions	Yield
at 100℃; for 16h;	98%
With ethanol
In toluene Heating;

: 634-47-9
2-chloro-4-methylquinoline

: 62-53-3
aniline

: 10562-04-6
4-methyl-N-phenylquinolin-2-amine

Conditions

Conditions	Yield
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Schlenk technique; Inert atmosphere;	98%
In ethanol for 12h; Heating;	74%
In butan-1-ol Heating;	70%

: 634-47-9
2-chloro-4-methylquinoline

: pyridin-2-ylzinc(II) bromide

: 20364-45-8
4-methyl-2-(α-pyridyl)quinoline

Conditions

Conditions	Yield
Stage #1: 2-chloro-4-methylquinoline; pyridin-2-ylzinc(II) bromide With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); zinc(II) chloride In tetrahydrofuran at 23℃; for 24h; Negishi coupling; Inert atmosphere; Stage #2: With sodium hydrogencarbonate; trisodium Edetate In tetrahydrofuran; water pH=8;	98%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃; for 24h; Negishi reaction;	92%

: 634-47-9
2-chloro-4-methylquinoline

: 420-37-1
trimethoxonium tetrafluoroborate

: 2-chloro-4-methyl-N-methylquinolinium tetrafluoroborate

Conditions

Conditions	Yield
In dichloromethane; acetonitrile at 20℃; for 1.5h;	98%

: 634-47-9
2-chloro-4-methylquinoline

: 144025-03-6
2,4-difluorophenylboronic acid

: 2-(2,4-difluorophenyl)-4-methylquinoline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 110℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere;	98%
Suzuki Coupling; Inert atmosphere; Schlenk technique;

: 110-91-8
morpholine

: 634-47-9
2-chloro-4-methylquinoline

: 79140-31-1
4-(4-methylquinolin-2-yl)morpholine

Conditions

Conditions	Yield
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Schlenk technique; Inert atmosphere;	97%
With aluminum oxide for 0.0319444h; microwave irradiation;	91%
Stage #1: morpholine With C40H50BrCl2N3Pd; potassium tert-butylate at 20℃; Schlenk technique; Inert atmosphere; Stage #2: 2-chloro-4-methylquinoline In toluene at 100℃; for 24h; Schlenk technique; Inert atmosphere;	82%

: 634-47-9
2-chloro-4-methylquinoline

: 146037-86-7
3-methyl-5-oxo-2,5-dihydro-isoxazole-4-carboxylic acid ethyl ester

: 153704-40-6
ethyl 3-methyl-2-(4-methylquinolin-2-yl)-5-oxo-2,5-dihydroisoxazole-4-carboxylate

Conditions

Conditions	Yield
In nitrobenzene at 140℃; for 0.5h;	97%

: 634-47-9
2-chloro-4-methylquinoline

: 108-00-9
N,N-dimethylethylenediamine

: 141268-28-2
N1,N1-dimethyl-N2-(4-methylquinolin-2-yl)ethane-1,2-diamine

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; [1,3-bis(2,6-diisopentylphenyl)-4,5-dichloroimidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; sodium hydride In toluene at 60℃; for 8h; Inert atmosphere; Schlenk technique;	97%
at 100℃; for 16h;	69%

: 634-47-9
2-chloro-4-methylquinoline

: 693-02-7
hex-1-yne

: 2-hex-1-ynyl-4-methyl-quinoline

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 80℃; for 24h;	97%

: 634-47-9
2-chloro-4-methylquinoline

: 108-45-2
m-phenylenediamine

: 1436858-72-8
N-(4-methylquinolin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water Heating;	97%

: 634-47-9
2-chloro-4-methylquinoline

: C8H10MgO

: 14428-50-3
4-methyl-2-(4'-methoxyphenyl)quinoline

Conditions

Conditions	Yield
With C32H26ClN2NiP In tetrahydrofuran at 30℃; for 12h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	97%

: 634-47-9
2-chloro-4-methylquinoline

: 54535-14-7
ethyl 5-oxo-2,5-dihydroisoxazole-4-carboxylate

: 153704-35-9
ethyl 2-(4-methylquinolin-2-yl)-5-oxo-2,5-dihydroisoxazole-4-carboxylate

Conditions

Conditions	Yield
In nitrobenzene at 140℃; for 0.0833333h;	96%

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 634-47-9
2-chloro-4-methylquinoline

: 95876-56-5
2-[methyl-(4-methyl-quinolin-2-yl)-amino]-ethanol

Conditions

Conditions	Yield
Heating;	96%

: 634-47-9
2-chloro-4-methylquinoline

: 17933-03-8
m-tolylboronic acid

: 1039775-39-7
4-methyl-2-(m-tolyl)quinoline

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); dicyclohexyl {2-sulfo-9-[3-(4-sulfophenyl)propyl]-9H-fluoren-9-yl}phosphonium hydrogen sulfate; potassium carbonate In water; butan-1-ol at 100℃; for 12h; Suzuki coupling; Inert atmosphere;	96%

: 634-47-9
2-chloro-4-methylquinoline

: 1423-26-3
(meta-(trifluoromethyl)phenyl)boronic acid

: 1039775-40-0
4-methyl-2-(3-trifluoromethyl-phenyl)-quinoline

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); dicyclohexyl {2-sulfo-9-[3-(4-sulfophenyl)propyl]-9H-fluoren-9-yl}phosphonium hydrogen sulfate; potassium carbonate In water; butan-1-ol at 100℃; for 12h; Suzuki coupling; Inert atmosphere;	96%
Suzuki Coupling; Inert atmosphere; Schlenk technique;

: 634-47-9
2-chloro-4-methylquinoline

: 21450-64-6
(2,6-dimethylphenyl)magnesium bromide

: 1224595-40-7
2-(2,6-dimethylphenyl)-4-methylquinoline

Conditions

Conditions	Yield
Stage #1: (2,6-dimethylphenyl)magnesium bromide With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); zinc(II) chloride In tetrahydrofuran at 23℃; for 0.333333h; Inert atmosphere; Stage #2: 2-chloro-4-methylquinoline In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 23℃; for 24h; Negishi coupling; Inert atmosphere;	96%

: 634-47-9
2-chloro-4-methylquinoline

: 81745-86-0
2-furylzinc chloride

: 20364-42-5
2-(furan-2-yl)-4-methylquinoline

Conditions

Conditions	Yield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 2h; Inert atmosphere; Heating; Schlenk technique;	96%

: 634-47-9
2-chloro-4-methylquinoline

: 6954-27-4
(1,1'-biphenyl)-4,4'-dithiol

: 1608504-45-5
2,2'-(biphenyl-4,4'-diylbissulfanediyl)bis-(4-methylquinoline)

Conditions

Conditions	Yield
In ethanol Reflux;	96%

2-Chloro-4-methylquinoline Chemical Properties

Molecular Structure:

Molecular Formula: C₁₀H₈ClN
Molecular Weight: 177.6302
IUPAC Name: 2-Chloro-4-methylquinoline
Synonyms of Quinoline,2-chloro-4-methyl- (CAS NO.634-47-9): 2-Chloro-4-methylquinoline ; 2-Chlorolepidine ; EINECS 211-209-3 ; NSC 96476 ; Lepidine, 2-chloro- (8CI) ; Quinoline, 2-chloro-4-methyl- (9CI)
CAS NO: 634-47-9
Classification Code: Quinoline&Isoquinoline ; Alkylquinolines ; Haloquinolines ; Quinolines
Melting point: 55-58 °C
Index of Refraction: 1.634
Molar Refractivity: 51.9 cm³
Molar Volume: 144.9 cm³
Surface Tension: 46.5 dyne/cm
Density: 1.225 g/cm³
Flash Point: 158.2 °C
Enthalpy of Vaporization: 51.43 kJ/mol
Boiling Point: 296 °C at 760 mmHg
Vapour Pressure: 0.0026 mmHg at 25°C

2-Chloro-4-methylquinoline Uses

Quinoline,2-chloro-4-methyl- (CAS NO.634-47-9) is used in organic synthesis.

2-Chloro-4-methylquinoline Safety Profile

Hazard Codes of Quinoline,2-chloro-4-methyl- (CAS NO.634-47-9): Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-36
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.
S36: Wear suitable protective clothing.
WGK Germany: 3

Product Name

2-CHLOROLEPIDINE

Synthetic route

2-Chloro-4-methylquinoline Chemical Properties

2-Chloro-4-methylquinoline Uses

2-Chloro-4-methylquinoline Safety Profile

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