Product Name

  • Name

    5-Chloro-2-nitropyridine

  • EINECS
  • CAS No. 52092-47-4
  • Article Data11
  • CAS DataBase
  • Density 1.489 g/cm3
  • Solubility
  • Melting Point 119-123oC
  • Formula C5H3ClN2O2
  • Boiling Point 275.3 °C at 760 mmHg
  • Molecular Weight 158.544
  • Flash Point 120.3 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39-36
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 52092-47-4 (5-Chloro-2-nitropyridine)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Nitro-5-chloropyridine;NSC 90388;
  • PSA 58.71000
  • LogP 2.16640

Synthetic route

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 20℃; for 48h;71%
With caro's acid
Multi-step reaction with 2 steps
1: 94 percent / trifluoroacetic anhydride / CH2Cl2 / -60 °C
2: 62 percent / trifluoroacetic acid, H2O2 / CH2Cl2 / 1.5 h / 0 °C
View Scheme
2-dimethylsulfilimino-5-chloropyridine
134251-85-7

2-dimethylsulfilimino-5-chloropyridine

A

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

B

5-Chloro-2-nitro-pyridine 1-oxide
134251-87-9

5-Chloro-2-nitro-pyridine 1-oxide

Conditions
ConditionsYield
With dihydrogen peroxide; trifluoroacetic acid In dichloromethane at 0℃; for 1.5h;A 62%
B 38%
(3-chloro-6-nitro-[2]pyridyl)-hydrazine
99848-04-1

(3-chloro-6-nitro-[2]pyridyl)-hydrazine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
With water; silver(I) acetate
3-hydroxy-2-nitropyridine
15128-82-2

3-hydroxy-2-nitropyridine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetic acid anhydride; nitric acid
2: phosphorus (V)-chloride / 130 °C
3: methanol; N2H4
4: silver acetate; water
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; acetic acid anhydride; nitric acid
2: phosphorus (V)-chloride / 130 °C
3: methanol; N2H4
4: silver acetate; water
View Scheme
3-hydroxy-2,6-dinitropyridine
15128-91-3

3-hydroxy-2,6-dinitropyridine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus (V)-chloride / 130 °C
2: methanol; N2H4
3: silver acetate; water
View Scheme
3-chloro-2,6-dinitro-pyridine
101079-67-8

3-chloro-2,6-dinitro-pyridine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; N2H4
2: silver acetate; water
View Scheme
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

concentrated H2 SO4

concentrated H2 SO4

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

Conditions
ConditionsYield
In ethyl acetate; toluene
methanol
67-56-1

methanol

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

sodium methylate
124-41-4

sodium methylate

3-methoxy-6-nitropyridine
126739-64-8

3-methoxy-6-nitropyridine

Conditions
ConditionsYield
at 20℃;100%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

p-cresol
106-44-5

p-cresol

2-nitro-5-(p-tolyloxy)pyridine

2-nitro-5-(p-tolyloxy)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;94%
piperazine
110-85-0

piperazine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-(6-nitropyridin-3-yl)piperazine
775288-71-6

1-(6-nitropyridin-3-yl)piperazine

Conditions
ConditionsYield
In butan-1-ol at 22 - 100℃;89.5%
In isopropyl alcohol at 80 - 85℃; for 24h; Time;102.2 g
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

sodium phenyl-methanolate
20194-18-7

sodium phenyl-methanolate

2-nitro-5-phenylmethoxypyridine

2-nitro-5-phenylmethoxypyridine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;89.1%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

4-Fluorophenol
371-41-5

4-Fluorophenol

5-(4-fluorophenoxy)-2-nitropyridine

5-(4-fluorophenoxy)-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;86%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

benzyl (3-fluoro-4-hydroxyphenyl)carbamate
1195781-15-7

benzyl (3-fluoro-4-hydroxyphenyl)carbamate

benzyl {3-fluoro-4-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate
1195781-16-8

benzyl {3-fluoro-4-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 3h;83%
piperazine
110-85-0

piperazine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-(6-nitropyridin-3-yl)piperazine hydrochloride
1221726-34-6

1-(6-nitropyridin-3-yl)piperazine hydrochloride

Conditions
ConditionsYield
In butan-1-ol at 95℃; for 24h; Inert atmosphere;82.3%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

Conditions
ConditionsYield
With sulfuric acid; hydrogen In ethanol at 25℃; Electrochemical reaction;82%
With boron dimethyl-trifluoro sulphide In dichloromethane at 60℃; for 0.5h; Sealed tube;72%
With hydrogenchloride; sodium hydrogensulfide
With hydrogenchloride; tin(ll) chloride
With ammonium hydroxide; iron(II) sulfate
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

(S)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester
147081-29-6

(S)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester

(3S)-tert-butyl 3-methyl-4-(6-nitropyridin-3-yl)piperazine-1-carboxylate
1433849-53-6

(3S)-tert-butyl 3-methyl-4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 95 - 105℃; Inert atmosphere;80.5%
With potassium phosphate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 80 - 90℃; for 20h; Inert atmosphere; Industrial scale;
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide
1005788-04-4

N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide
1092394-02-9

N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

Conditions
ConditionsYield
With potassium carbonate In water; dimethyl sulfoxide at 75 - 85℃; for 6h; Large scale;78%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

benzyl (2-fluoro-4-hydroxyphenyl)carbamate
1195781-24-8

benzyl (2-fluoro-4-hydroxyphenyl)carbamate

benzyl {2-fluoro-4-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate
1195781-25-9

benzyl {2-fluoro-4-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 6h;77%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

4-bromo-phenol
106-41-2

4-bromo-phenol

5-(4-bromophenoxy)-2-nitropyridine

5-(4-bromophenoxy)-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;77%
1-(1-methylethyl)piperazine
4318-42-7

1-(1-methylethyl)piperazine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-isopropyl-4-(6-nitropyridin-3-yl)piperazine
943758-04-1

1-isopropyl-4-(6-nitropyridin-3-yl)piperazine

Conditions
ConditionsYield
In acetonitrile for 5h; Reflux;76%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

5-hydroxy-2-fluoroaniline
62257-16-3

5-hydroxy-2-fluoroaniline

2-fluoro-5-(6-nitropyridin-3-yloxy)benzenamine
1020173-38-9

2-fluoro-5-(6-nitropyridin-3-yloxy)benzenamine

Conditions
ConditionsYield
With potassium phosphate In water; dimethyl sulfoxide at 75 - 80℃; for 9h;76%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

2-nitro-5-(pyridine-3-yloxy)pyridine

2-nitro-5-(pyridine-3-yloxy)pyridine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 5h;76%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

3-monochlorophenol
108-43-0

3-monochlorophenol

5-(3-chlorophenoxy)-2-nitropyridine

5-(3-chlorophenoxy)-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;75%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-methyl-4-(6-nitro-pyridin-3-yl)-piperazine
657410-79-2

1-methyl-4-(6-nitro-pyridin-3-yl)-piperazine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h;75%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane
2554-06-5

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane

2-nitro-5-vinylpyridine
125889-39-6

2-nitro-5-vinylpyridine

Conditions
ConditionsYield
With XPhos; tetrabutyl ammonium fluoride; palladium diacetate In tetrahydrofuran at 67℃; for 24h; Inert atmosphere; Schlenk technique;74%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1,3-dimethyl-1H-pyrazol-5-ol
5203-77-0

1,3-dimethyl-1H-pyrazol-5-ol

5-((1,3-dimethyl-1H-pyrazol-5-yl)oxy)-2-nitropyridine

5-((1,3-dimethyl-1H-pyrazol-5-yl)oxy)-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Inert atmosphere;71%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane
201733-56-4

2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

C10H15BN2O2

C10H15BN2O2

Conditions
ConditionsYield
Stage #1: 5-chloro-2-nitropyridine; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 80 - 90℃; Suzuki Coupling; Inert atmosphere;
Stage #2: With hydrogen In 1,4-dioxane at 20℃; under 2280.15 Torr;
68%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-(6-nitropyridin-3-yl)piperidin-4-ol

1-(6-nitropyridin-3-yl)piperidin-4-ol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃;65%
With potassium carbonate In dimethyl sulfoxide at 90℃; Sealed tube;65%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

phenylmethanethiol
100-53-8

phenylmethanethiol

5-(benzylthio)-2-nitropyridine

5-(benzylthio)-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;65%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester
571189-16-7

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 100 - 110℃; Microwave irradiation;63.81%
With cesium fluoride In dimethyl sulfoxide at 80℃; for 16h;30.15%
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

diethyl malonate
105-53-3

diethyl malonate

diethyl 2-(6-nitro-3-pyridinyl)malonate

diethyl 2-(6-nitro-3-pyridinyl)malonate

Conditions
ConditionsYield
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 10 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-chloro-2-nitropyridine In N,N-dimethyl-formamide at 80℃; for 12h;
60.66%
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 10 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-chloro-2-nitropyridine In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;
60.66%

5-Chloro-2-nitropyridine Chemical Properties

Molecular Structure of 5-Chloro-2-nitropyridine(52092-47-4)

IUPAC Name:5-chloro-2-nitropyridine
Molecular Formula:C5H3ClN2O2
Molecular Weight:158.542520 g/mol
Density:1.489 g/cm3
Flash Point:120.3 °C
Enthalpy of Vaporization:49.3 kJ/mol
Boiling Point:275.3 °C at 760 mmHg
Vapour Pressure:0.00865 mmHg at 25 °C
Water Solubility:2345 mg/L at 25 °C
Synonyms of 5-Chloro-2-nitropyridine(52092-47-4):
5-CHLORO-2-NITROPYRIDINE;3-Chloro-6-nitropyridine;5-CHLORO-2-NITROPYRIDINE/2-NITRO-5-CHLOROPYRIDINE
Categories of 5-Chloro-2-nitropyridine(52092-47-4):
Pyridine;Pyridines

5-Chloro-2-nitropyridine Safety Profile

Safety Information of 5-Chloro-2-nitropyridine(52092-47-4):
Hazard Codes:Xi
Risk Statements:20/21/22-36/37/38
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36/37/39-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
36:Wear suitable protective clothing
Hazard Note:Irritant
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