4-CHLOROPYRIDINE supplier | CasNO.626-61-9

Name
4-chloropyridine
EINECS
CAS No. 626-61-9
Article Data81
CAS DataBase
Density 1.2
Solubility
Melting Point -43.5°C
Formula C5H4 Cl N
Boiling Point 147ºC
Molecular Weight 113.546
Flash Point 53ºC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Chloropyridine;g-Chloropyridine
PSA 12.89000
LogP 1.73500

Synthetic route

: 7379-35-3
4-chlorpyridine hydrochloride

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 6h; Inert atmosphere; Schlenk technique;	100%
With sodium hydroxide In water Cooling with ice;	50%
With sodium hydroxide In 2-methyltetrahydrofuran; water

: 1121-76-2
4-chloropyridine N-oxide

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In diethyl ether for 0.5h; Ambient temperature;	95%
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 0 - 35℃; for 0.25h; Reduction;	95%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 35℃; for 0.5h; Reduction;	95%

: 626-64-2
pyridin-4-ol

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With trichloroacetonitrile; triphenylphosphine In toluene for 4h; Reflux;	94%
With phosphorus pentachloride; trichlorophosphate at 150℃;
With trichlorophosphate

: 139585-50-5
4-chloro-2-trimethylsilylpyridine

A: 626-61-9
4-Chloropyridine

B: 1762-41-0
4,4'-dichloro-2,2'-bipyridine

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; silver(l) oxide In N,N-dimethyl-formamide at 20℃; for 12h;	A 92% B 5%

: 108-96-3
4-pyridone

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With trichlorophosphate	80%
Multi-step reaction with 2 steps 1: phosphorus (V)-sulfide / 60 - 70 °C 2: water containing acetic acid; chlorine / Behandeln des Reaktionsprodukts mit wss. Ammoniak View Scheme

: 93845-12-6
C19H14N2O2

A: 626-61-9
4-Chloropyridine

B: 119-61-9
benzophenone

C: 67-72-1
hexachloroethane

D: 983-79-9
benzophenone azine

Conditions

Conditions	Yield
With tetrachloromethane Ambient temperature; Irradiation; Yields of byproduct given;	A 77% B n/a C n/a D n/a

...Expand

: 504-24-5
4-aminopyridine

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
Stage #1: 4-aminopyridine With tert.-butylnitrite In acetonitrile at 20℃; Sandmeyer Reaction; Flow reactor; Stage #2: With copper dichloride In ethylene glycol; acetonitrile at 82℃; Sandmeyer Reaction; Flow reactor;	47%

: 15854-87-2
4-iodopyridine

A: 110-86-1
pyridine

B: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With dichloromethane for 1h; Ambient temperature; Irradiation; Title compound not separated from byproducts;	A 40% B 4 % Chromat.

: 110-86-1
pyridine

: 614-45-9
tert-Butyl peroxybenzoate

A: 626-60-8
3-Chloropyridine

B: 109-09-1
2-chloropyridine

C: 626-61-9
4-Chloropyridine

D: 2402-78-0
2,6-dichloropyridine

Conditions

Conditions	Yield
Stage #1: pyridine With chlorine; di-tert-butyl peroxide In tetrachloromethane; water at 231 - 244℃; for 0.00361111 - 0.00722222h; Stage #2: tert-Butyl peroxybenzoate Product distribution / selectivity;	A n/a B 35% C n/a D n/a

...Expand

: 694-59-7
pyridine N-oxide

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With phosphorus pentachloride at 140℃;

: 4556-23-4
pyridine-4-thiol

A: 626-61-9
4-Chloropyridine

B: 37968-97-1
4,4'-thiobispyridine

Conditions

Conditions	Yield
With chlorine; acetic acid Behandeln des Reaktionsprodukts mit wss. Ammoniak;

: 1124-33-0
4-nitraminopyridine N-oxide

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With chloroform; phosphorus trichloride Behandeln der kalten Reaktionsloesung mit Acetylchlorid;

: 5421-92-1
1-(4-pyridyl)pyridinium chloride hydrochloride

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With phosphorus pentachloride at 150℃;

: 694-59-7
pyridine N-oxide

A: 109-09-1
2-chloropyridine

B: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With trichlorophosphate at 110℃; for 2h; Yield given. Yields of byproduct given;

: 110-86-1
pyridine

: 707-74-4
(trichloromethyl)mesitylene

A: 626-61-9
4-Chloropyridine

B: 487-68-3
mesytaldehyde

C: 22752-98-3
N-Pyrid-4-yl-pyridiniumchlorid-hydrochlorid

D: N-(α-chloro-2,4,6-trimethylbenzyl)-4-chloropyridinium chloride

E: N-(2,4,6-trimethyl-α-chlorobenzyl)-4-pyridylpyridinium dichloride

Conditions

Conditions	Yield
Mechanism; Product distribution; effect of various substituents of trichloromethylarenes and pyridines; reaction also with pyridine-d5;

...Expand

: 110-86-1
pyridine

A: 626-61-9
4-Chloropyridine

B: 22752-98-3
N-Pyrid-4-yl-pyridiniumchlorid-hydrochlorid

Conditions

Conditions	Yield
With mesitotrichloride

: 694-59-7
pyridine N-oxide

: 7791-25-5
sulfuryl dichloride

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
Erhitzen des Reaktionsprodukts auf 140;

: 7647-01-0
hydrogenchloride

: 26482-55-3
4-(nitroamino)pyridine

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
bei wiederholtem Eindampfen;

: 694-59-7
pyridine N-oxide

: 7647-01-0
hydrogenchloride

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

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
at 140℃;

...Expand

: 110-86-1
pyridine

: 7647-01-0
hydrogenchloride

: 27256-91-3
4-pyridylhydrazine

: 7705-08-0
iron(III) chloride

: 7758-99-8
copper(II) sulfate

: 626-61-9
4-Chloropyridine

...Expand

4-nitramino-pyridine: 4-nitramino-pyridine

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With hydrogenchloride bei wiederholtem Eindampfen;

4-oxy-pyridine: 4-oxy-pyridine

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
With phosphorus pentachloride

: 101349-88-6
1-hydroxy-1H-pyridin-4-one

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

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
at 140℃;

...Expand

: 626-64-2
pyridin-4-ol

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
at 150℃;

: 1124-33-0
4-nitraminopyridine N-oxide

: 67-66-3
chloroform

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
Behandeln der Reaktionsloesung mit Acetylchlorid;

...Expand

: 1121-76-2
4-chloropyridine N-oxide

: 67-56-1
methanol

Raney nickel: Raney nickel

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 1121-76-2
4-chloropyridine N-oxide

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

Raney nickel: Raney nickel

: 626-61-9
4-Chloropyridine

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 7647-01-0
hydrogenchloride

: 26482-55-3
4-(nitroamino)pyridine

sodium nitrite: sodium nitrite

: 626-61-9
4-Chloropyridine

...Expand

: 7647-01-0
hydrogenchloride

: 26482-55-3
4-(nitroamino)pyridine

tin (II)-chloride: tin (II)-chloride

A: 504-24-5
4-aminopyridine

B: 626-61-9
4-Chloropyridine

C: 27256-91-3
4-pyridylhydrazine

...Expand

: 626-61-9
4-Chloropyridine

: 141-43-5
ethanolamine

: 192130-06-6
2-(N-(pyridin-4-yl)amino)ethanol

Conditions

Conditions	Yield
at 110℃; for 3h;	100%
Heating;	100%
	25%
With hydrogenchloride In diethyl ether at 140℃; for 1h;	25%

: 626-61-9
4-Chloropyridine

: 89-98-5
2-chloro-benzaldehyde

: 109574-96-1
(2-chlorophenyl)(4-chloropyridin-3-yl)methanol

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;	99%
With lithium diisopropyl amide 1.) THF, -80 deg C, 1.5 h, 2.) -80 deg C, 1 h; room temp., overnight; Yield given. Multistep reaction;
Stage #1: 4-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 1.5h; Stage #2: 2-chloro-benzaldehyde In tetrahydrofuran at -70℃; for 1.5h;

: 626-61-9
4-Chloropyridine

: 100-61-8
N-methylaniline

: 64890-22-8
4-(N-methyl-N-phenylamino)pyridine

Conditions

Conditions	Yield
With zinc(II) nitrate hexahydrate In acetonitrile at 75℃; for 24h; Reagent/catalyst; Temperature; Sealed tube; Green chemistry;	99%
With Zn(2+)*C12H8N4(2-) In acetonitrile at 70℃; for 72h;	98%
With bis{1,1’-diphenyl-3,3’-methylenediimidazoline-2,2’-diylidene}nickel(II) dibromide; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Catalytic behavior; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	96%

: 626-61-9
4-Chloropyridine

: 110-89-4
piperidine

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran; water for 0.3h; Ambient temperature;	98%

: 626-61-9
4-Chloropyridine

: 98-80-6
phenylboronic acid

: 939-23-1
p-phenylpyridine

Conditions

Conditions	Yield
With potassium phosphate; C28H31ClN2Ni; triphenylphosphine In toluene; tert-butyl alcohol at 90℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	98%
With palladium on activated charcoal; sodium carbonate; CyJohnPhos In 1,2-dimethoxyethane at 80℃; for 9h; Suzuki-Miyaura coupling;	92%
With tetrabutylammomium bromide; potassium carbonate In water at 60℃; for 5h; Suzuki coupling;	91%

: 626-61-9
4-Chloropyridine

: 6165-69-1
Thien-3-ylboronic acid

: 21308-82-7
4-(thiophen-3-yl)-pyridine

Conditions

Conditions	Yield
With potassium phosphate; C28H31ClN2Ni; triphenylphosphine In toluene; tert-butyl alcohol at 90℃; for 2.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	98%

: 626-61-9
4-Chloropyridine

: 55552-70-0
furan-3-boronic acid

: 27079-81-8
4-(furan-3-yl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; C28H31ClN2Ni; triphenylphosphine In toluene; tert-butyl alcohol at 90℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	98%

: 626-61-9
4-Chloropyridine

: 957188-75-9
[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane

: 1099795-86-4
4-chloropyridinium (trifluoromethanesulfonyl)imide

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 2h; Inert atmosphere;	97%

: 626-61-9
4-Chloropyridine

: 504-24-5
4-aminopyridine

Conditions

Conditions	Yield
With ammonia; copper dichloride at 65℃; for 8h; Temperature; Autoclave; Inert atmosphere;	96.7%
With ammonia; zinc(II) chloride at 220 - 230℃; im Rohr;
Multi-step reaction with 2 steps 1: 2 h / Heating 2: CH3SO2OH / 10percent Pd-C / ethanol / Heating View Scheme

: 626-61-9
4-Chloropyridine

: 124-38-9
carbon dioxide

: 10177-29-4
4-chloronicotinic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 20 min, 2.) 18 h;	96%
Stage #1: 4-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran; hexane	80%
Stage #1: 4-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran; hexanes at -78℃; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran; hexanes
Stage #1: 4-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: carbon dioxide In tetrahydrofuran at -78 - 20℃; Product distribution / selectivity;
Stage #1: 4-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: carbon dioxide In tetrahydrofuran at -78℃;

: 626-61-9
4-Chloropyridine

: 5720-05-8
4-methylphenylboronic acid

: 4423-10-3
4-(p-tolyl)pyridine

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;	95%
With potassium phosphate; polystyrene; palladium dichloride In water; toluene at 80℃; for 24h; Substitution;	90%
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; tetrabutylammomium bromide; sodium hydrogencarbonate In water for 1h; Catalytic behavior; Suzuki-Miyaura Coupling; Reflux;	77%
With potassium phosphate; 2-(dicyclohexylphosphino)biphenyl based D-gluconamide; palladium diacetate In water at 80℃; for 16h;	70%

: 626-61-9
4-Chloropyridine

: potassium tetrachloroaurate(III) dihydrate

: 21252-75-5
trichloro(4-chloropyridine)gold(III)

Conditions

Conditions	Yield
In water KAuCl4*2H2O in H2O treated dropwise with stoich. amount of nitrogen donor base in H2O under stirring, pptd.; ppt. filtered off, washed (H2O) 3 times, dried (vac.), elem. anal.;	95%

: 626-61-9
4-Chloropyridine

: 1692-25-7
3-pyridylboronic acid

: 4394-11-0
3,4'-bipyridyl

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;	95%

: 626-61-9
4-Chloropyridine

: 5720-07-0
4-methoxyphenylboronic acid

: 5938-16-9
4-(4-methoxylphenyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100 - 110℃; Suzuki-Miyaura coupling; Inert atmosphere;	95%
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) at 100℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	92%
With potassium carbonate at 70℃; for 12h; Suzuki Coupling;	68%

: 626-61-9
4-Chloropyridine

: 108-42-9
3-chloro-aniline

: 59235-78-8
4-[(3-chlorophenyl)amino]pyridine

Conditions

Conditions	Yield
With zinc(II) nitrate hexahydrate In tetrahydrofuran at 75℃; for 24h; Sealed tube; Green chemistry;	95%

: 626-61-9
4-Chloropyridine

: 496-15-1
1-indoline

: 20948-73-6
1-(pyridin-4-yl)indoline

Conditions

Conditions	Yield
With zinc(II) nitrate hexahydrate In acetonitrile at 75℃; for 24h; Sealed tube; Green chemistry;	95%

: 2744-08-3, 2744-09-4, 6329-61-9
decahydroisoquinoline

: 626-61-9
4-Chloropyridine

: C14H20N2

Conditions

Conditions	Yield
With zinc(II) nitrate hexahydrate In acetonitrile at 75℃; for 24h; Sealed tube; Green chemistry;	95%

: 626-61-9
4-Chloropyridine

: C39H36BNO2

: C38H28N2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 8h; Inert atmosphere;	95%

: 626-61-9
4-Chloropyridine

: 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium

: C36H41Cl3N4O3Ru

Conditions

Conditions	Yield
at 20℃; for 0.5h; Inert atmosphere;	95%

: 626-61-9
4-Chloropyridine

: 108-91-8
cyclohexylamine

: 34844-87-6
4-(cyclohexylamino)pyridine

Conditions

Conditions	Yield
With sodium hydroxide; water In 1,4-dioxane at 100℃; under 6000480 Torr; for 36h; Substitution;	94%
With potassium carbonate

: 626-61-9
4-Chloropyridine

: 4184-79-6
5,6-dimethylbenzotriazole

: 66571-31-1
1-(2,6-dimethylpyridin-4-yl)-1H-benzotriazole

Conditions

Conditions	Yield
at 150 - 200℃; for 0.5h;	94%

: 626-61-9
4-Chloropyridine

: 960-16-7
tributylphenylstannane

: 939-23-1
p-phenylpyridine

Conditions

Conditions	Yield
With cesium fluoride In ethanol; water at 50℃; for 3h; Stille coupling; Inert atmosphere;	94%
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); cesium fluoride In tetrahydrofuran at 50℃; for 4h; Stille Cross Coupling;	94%
With C20H34NO2PPd; cesium fluoride In tetrahydrofuran at 20℃; for 4h; Stille coupling; Inert atmosphere;	91%
With Pd/Al(OH)3; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 54h; Stille Cross Coupling;	79%
With cesium fluoride In water; N,N-dimethyl-formamide at 110℃; for 20h; Stille coupling;	78%

: 626-61-9
4-Chloropyridine

: 22428-87-1
4,4-ethylenedioxycyclohexan-1-ol

: 1338556-31-2
4-(1,4-dioxaspiro[4.5]decan-8-yloxy)pyridine

Conditions

Conditions	Yield
With sodium t-butanolate	94%

: 626-61-9
4-Chloropyridine

: 6200-60-8
imidazo[1,2-a]pyridine-3-carboxylic acid

: 1373494-54-2
3-pyridin-4-ylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In N,N-dimethyl acetamide at 150℃; for 24h;	94%

: 626-61-9
4-Chloropyridine

: C12H12N4O

: 2-methyl-6-(pyridin-4-ylamino)-N-(pyrimidin-5-yl)benzamide

Conditions

Conditions	Yield
With aluminum (III) chloride; sodium hydroxide In ethanol for 5h; Reflux;	93.1%

: 626-61-9
4-Chloropyridine

: 2759-28-6
1-phenylmethylpiperazine

: 63980-43-8
1-benzyl-4-(4'-pyridinyl)piperazine

Conditions

Conditions	Yield
In xylene for 20h; Heating;	93%

: 3554-74-3
1-methyl-3-hydroxypiperidine

: 626-61-9
4-Chloropyridine

: 635699-17-1
4-(1-methylpiperidin-3-yloxy)pyridine

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 21h;	93%

4-CHLOROPYRIDINE Chemical Properties

IUPAC Name: 4-Chloropyridine
The MF of 4-Chloropyridine (626-61-9) is C₅H₄ClN.

The MW of 4-Chloropyridine (626-61-9) is 113.54.
Synonyms of 4-Chloropyridine (626-61-9): Pyridine, 4-chloro- ; Pyridine, chloro derivs ; EINECS 210-956-2 ; BRN 0105875 ; ZINC00402776
Index of Refraction: 1.53
Density: 1.2 g/ml
Flash Point: 52.7 °C
Boiling Point: 146.9 °C

4-CHLOROPYRIDINE Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	275mg/kg (275mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ANTIPSYCHOTIC	Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967.
quail	LD50	oral	> 600mg/kg (600mg/kg)		Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.

Product Name

4-chloropyridine

Synthetic route

4-CHLOROPYRIDINE Chemical Properties

4-CHLOROPYRIDINE Toxicity Data With Reference

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