Product Name

  • Name

    2-Chloro-4-nitropyridine

  • EINECS -0
  • CAS No. 23056-36-2
  • Article Data5
  • CAS DataBase
  • Density 1.489 g/cm3
  • Solubility
  • Melting Point 52-56 °C
  • Formula C5H3ClN2O2
  • Boiling Point 258.4 °C at 760 mmHg
  • Molecular Weight 158.544
  • Flash Point 110.1 °C
  • Transport Information
  • Appearance Light yellow powder
  • Safety 26-36
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 23056-36-2 (2-Chloro-4-nitropyridine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 2-Chlor-4-nitropyridin;pyridine, 2-chloro-4-nitro-;
  • PSA 58.71000
  • LogP 2.16640

Synthetic route

2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethaneu for 4h; Reflux;88%
With phosphorus trichloride In chloroform at 20℃; Heating / reflux;78%
With ethyl acetate; phosphorus trichloride
4-nitraminopyridine N-oxide
1124-33-0

4-nitraminopyridine N-oxide

POCl3/PCl5

POCl3/PCl5

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

Conditions
ConditionsYield
60%
2-chloropyridine
109-09-1

2-chloropyridine

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: peroxyacetic acid; acetic acid
2: concentrated sulfuric acid; nitric acid
3: phosphorus (III)-chloride; ethyl acetate
View Scheme
2-chloropyridine-N-oxide
2402-95-1

2-chloropyridine-N-oxide

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; nitric acid
2: phosphorus (III)-chloride; ethyl acetate
View Scheme
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2-chloro-4-(2-methoxyethoxy)pyridine
1067914-32-2

2-chloro-4-(2-methoxyethoxy)pyridine

Conditions
ConditionsYield
With potassium tert-butylate at 0 - 20℃; for 16.5h;100%
With sodium hydride In tetrahydrofuran at 0 - 25℃; for 10h;98%
With potassium tert-butylate at 0 - 20℃; for 2h;97%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

4-Phenylimidazole
670-95-1

4-Phenylimidazole

C14H10ClN3
1244039-73-3

C14H10ClN3

Conditions
ConditionsYield
Stage #1: 4-Phenylimidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h;
Stage #2: 2-chloro-4-nitropyridine In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h;
100%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-(3,4-dimethoxyphenyl)ethyl alcohol
7417-21-2

2-(3,4-dimethoxyphenyl)ethyl alcohol

2-chloro-4-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine
1185999-53-4

2-chloro-4-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine

Conditions
ConditionsYield
With sodium hydride In paraffin oil (nujol); N,N-dimethyl-formamide at 0 - 20℃; for 1h;100%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

3,5-bis(trifluoromethyl)pyrazole
14704-41-7

3,5-bis(trifluoromethyl)pyrazole

5-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]-2-nitropyridine

5-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]-2-nitropyridine

Conditions
ConditionsYield
In N-methyl-acetamide; hexane; ethyl acetate99%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

tributyl(1-ethoxyvinyl)stannane
97674-02-7

tributyl(1-ethoxyvinyl)stannane

C7H6N2O3

C7H6N2O3

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitropyridine; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; Solvent; Temperature; Reagent/catalyst;
99%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

4-Amino-2-chloropyridine
14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With titanium for 0.25h;98%
With zinc borohydride pyridine complex In tetrahydrofuran for 2h; Heating;96%
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; chemoselective reaction;95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
31846-36-3

7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

7-[(2-chloropyridin-4-yl)oxy]-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
942077-61-4

7-[(2-chloropyridin-4-yl)oxy]-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitropyridine; 7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid With caesium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; pH=1.5;
97%
piperidine
110-89-4

piperidine

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

4-nitro-2-(piperidin-1-yl)pyridine

4-nitro-2-(piperidin-1-yl)pyridine

Conditions
ConditionsYield
With lithium trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 80℃; for 12h;97%
pyrrolidine
123-75-1

pyrrolidine

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

4-nitro-2-(pyrrolidin-1-yl)pyridine
914397-51-6

4-nitro-2-(pyrrolidin-1-yl)pyridine

Conditions
ConditionsYield
With lithium trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 80℃; for 12h;96%
In tetrahydrofuran at 80℃;24%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-Benzyloxyethanol
622-08-2

2-Benzyloxyethanol

4-(2-benzyloxyethoxy)-2-chloropyridine
1029803-69-7

4-(2-benzyloxyethoxy)-2-chloropyridine

Conditions
ConditionsYield
Stage #1: 2-Benzyloxyethanol With sodium hydride In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: 2-chloro-4-nitropyridine In tetrahydrofuran at 20℃;
96%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

n-heptan1ol
111-70-6

n-heptan1ol

2-chloro-4-(heptyloxy)pyridine
1069098-66-3

2-chloro-4-(heptyloxy)pyridine

Conditions
ConditionsYield
Stage #1: n-heptan1ol With sodium hydride In tetrahydrofuran; mineral oil at 50℃; for 4h; Inert atmosphere;
Stage #2: 2-chloro-4-nitropyridine In tetrahydrofuran; mineral oil at 20℃; for 24h; Inert atmosphere;
96%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

tetrabutyl ammonium methoxide
34851-41-7

tetrabutyl ammonium methoxide

2-chloro-4-methoxy-pyridine
17228-69-2

2-chloro-4-methoxy-pyridine

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 23℃; for 2h;95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-methoxyethylamine
109-85-3

2-methoxyethylamine

2-(2-methoxyethyl)amino-4-aminopyridine
891856-57-8

2-(2-methoxyethyl)amino-4-aminopyridine

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitropyridine; 2-methoxyethylamine In ethanol for 1h; Heating / reflux;
Stage #2: With hydrogen; palladium 10% on activated carbon In ethanol under 2585.81 Torr; for 2h;
95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2-(2-methoxyethoxy)-4-aminopyridine
936112-80-0

2-(2-methoxyethoxy)-4-aminopyridine

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride at 20℃; for 0.5h;
Stage #2: 2-chloro-4-nitropyridine at 20℃; for 0.333333h;
Stage #3: With hydrogen; palladium 10% on activated carbon In methanol under 2585.81 Torr; for 2h;
95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

((1S,4S)-4-hydroxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester
1351997-30-2

((1S,4S)-4-hydroxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester

[(1S,4S)-4-(2-chloro-pyridin-4-yloxy)-1,2,3,4-tetrahydro-naphthalen-1-yl]-carbamic acid tert-butyl ester
1443243-09-1

[(1S,4S)-4-(2-chloro-pyridin-4-yloxy)-1,2,3,4-tetrahydro-naphthalen-1-yl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere;95%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere;95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

N-aminopyridin-1-ium iodide
6295-87-0

N-aminopyridin-1-ium iodide

(2-chloropyridin-4-yl)(pyridin-1-ium-1-yl)amide

(2-chloropyridin-4-yl)(pyridin-1-ium-1-yl)amide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 23℃; for 10h;95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

diethyl malonate
105-53-3

diethyl malonate

2-methyl-4-nitro-pyridine
13508-96-8

2-methyl-4-nitro-pyridine

Conditions
ConditionsYield
Stage #1: diethyl malonate With sodium at 90 - 120℃; for 1.75h;
Stage #2: 2-chloro-4-nitropyridine In toluene at 20 - 110℃; for 16.5h;
95%
Stage #1: diethyl malonate With sodium at 90 - 120℃; for 1.75h;
Stage #2: 2-chloro-4-nitropyridine In toluene at 20 - 110℃; for 16.5h;
Stage #3: With hydrogenchloride; water for 3.5h; Reflux;
95%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

sodium ethanolate
141-52-6

sodium ethanolate

2-chloro-4-ethoxy-pyridine
52311-50-9

2-chloro-4-ethoxy-pyridine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 12h;92%
In tetrahydrofuran at 0 - 25℃; for 12h; Large scale;92.4%
In tetrahydrofuran at 0 - 25℃; for 12h;92.4%
In tetrahydrofuran at 25℃; for 10h;57%
In tetrahydrofuran at 0 - 25℃; for 12h;
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

dibutylamine
111-92-2

dibutylamine

N,N-dibutyl-4-nitropyridin-2-amine

N,N-dibutyl-4-nitropyridin-2-amine

Conditions
ConditionsYield
With lithium trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 80℃; for 12h;92%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

2-chloro-4-(2,2,2-trifluoroethoxy)pyridine

2-chloro-4-(2,2,2-trifluoroethoxy)pyridine

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 60℃; Sealed tube;91%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

phenol
108-95-2

phenol

2-chloro-4-(phenoxy)pyridine
334010-49-0

2-chloro-4-(phenoxy)pyridine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃;90%
With sodium hydride In 1,4-dioxane at 100℃; for 12h;52%
With sodium hydride In 1,4-dioxane Heating;52%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

methyl 3-(2-chloropyridin-4-yloxy)benzoate
945988-41-0

methyl 3-(2-chloropyridin-4-yloxy)benzoate

Conditions
ConditionsYield
Stage #1: methyl 3-hydroxybenzoate With sodium hydride In N,N-dimethyl-formamide for 0.333333h;
Stage #2: 2-chloro-4-nitropyridine In N,N-dimethyl-formamide at 0 - 20℃;
90%
2-methyl-3-pyridinol
1121-25-1

2-methyl-3-pyridinol

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-chloro-4-(2-methylpyridin-3-yl)oxy-pyridine
1043022-76-9

2-chloro-4-(2-methylpyridin-3-yl)oxy-pyridine

Conditions
ConditionsYield
Stage #1: 2-methyl-3-pyridinol With sodium hydride In N,N-dimethyl-formamide for 1h;
Stage #2: 2-chloro-4-nitropyridine In N,N-dimethyl-formamide at 20℃;
90%
piperazine
110-85-0

piperazine

2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

propionyl chloride
79-03-8

propionyl chloride

1-[4-(5-amino-pyridin-2-yl)-piperazin-1-yl]-propan-1-one
947249-82-3

1-[4-(5-amino-pyridin-2-yl)-piperazin-1-yl]-propan-1-one

Conditions
ConditionsYield
Stage #1: piperazine; 2-chloro-4-nitropyridine In ethanol for 1h; Heating / reflux;
Stage #2: propionyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;
Stage #3: With hydrogen; palladium 10% on activated carbon In ethanol under 2585.81 Torr; for 2h;
90%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitropyridine With urea hydrogen peroxide adduct; trifluoroacetic acid In dichloromethane at 0 - 20℃; for 72h;
Stage #2: With sodium dithionite In dichloromethane; water for 0.25h;
Stage #3: With hydrogenchloride In dichloromethane; water
90%
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In dichloromethane at 0 - 20℃; for 4.5h;84%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

diethylamine
109-89-7

diethylamine

N,N-diethyl-4-nitropyridin-2-amine
18614-49-8

N,N-diethyl-4-nitropyridin-2-amine

Conditions
ConditionsYield
With lithium trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 80℃; for 12h;90%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

cinnamaldehyde tosylhydrazone
7318-33-4

cinnamaldehyde tosylhydrazone

4-nitro-2-(3-phenyl-1H-pyrazol-1-yl)pyridine

4-nitro-2-(3-phenyl-1H-pyrazol-1-yl)pyridine

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 60℃; regioselective reaction;90%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

N-[3-(5-amino-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-2-methyl-phenyl]-4-tert-butyl-benzamide
1011797-06-0

N-[3-(5-amino-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-2-methyl-phenyl]-4-tert-butyl-benzamide

4-tert-butyl-N-{2-methyl-3-[1-methyl-5-(4-nitro-pyridin-2-ylamino)-6-oxo-1,6-dihydro-pyridin-2-yl]-phenyl}-benzamide

4-tert-butyl-N-{2-methyl-3-[1-methyl-5-(4-nitro-pyridin-2-ylamino)-6-oxo-1,6-dihydro-pyridin-2-yl]-phenyl}-benzamide

Conditions
ConditionsYield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 95℃; for 16.25h;85%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

p-methoxybenzylmercaptan
6258-60-2

p-methoxybenzylmercaptan

4-(4-methoxybenzylthio)-2-chloropyridine
945988-82-9

4-(4-methoxybenzylthio)-2-chloropyridine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;85%

2-Chloro-4-nitropyridine Chemical Properties

Molecular Structure of 2-Chloro-4-nitropyridine (CAS NO.23056-36-2):

Molecular formula: C5H3ClN2O2.
Molecular Weight: 158.54
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 58.71 Å2
Index of Refraction: 1.587
Molar Refractivity: 35.78 cm3
Molar Volume: 106.4 cm3
Surface Tension: 57.2 dyne/cm
Density: 1.489 g/cm3
Flash Point: 110.1 °C
Enthalpy of Vaporization: 47.6 kJ/mol
Boiling Point: 258.4 °C at 760 mmHg
Vapour Pressure: 0.0222 mmHg at 25°C
Melting point: 52-56 °C
Product Categories: Pyridine; Pyridines; Pyridine Derivertives; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

2-Chloro-4-nitropyridine Safety Profile

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
HazardClass: Irritant
PackingGroup: III

2-Chloro-4-nitropyridine Specification

  2-Chloro-4-nitropyridine , with CAS number of 23056-36-2, can be called pyridine, 2-chloro-4-nitro- ; 2-Chlor-4-nitropyridin . It is a light yellow powder, 2-Chloro-4-nitropyridine (CAS NO.23056-36-2) is used as intermediates in fields of medicine, materials of chemical industry and so on.

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