Product Name

  • Name

    Pyridine,2,4-dichloro-5-nitro-

  • EINECS -0
  • CAS No. 4487-56-3
  • Article Data12
  • CAS DataBase
  • Density 1.63 g/cm3
  • Solubility
  • Melting Point 42.0 to 46.0 °C
  • Formula C5H2Cl2N2O2
  • Boiling Point 282.329 °C at 760 mmHg
  • Molecular Weight 192.989
  • Flash Point 124.548 °C
  • Transport Information
  • Appearance Light yellow needles
  • Safety 45
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 4487-56-3 (Pyridine,2,4-dichloro-5-nitro-)
  • Hazard Symbols IrritantXi
  • Synonyms 5-Nitro-2,4-dichloro pyridine;
  • PSA 58.71000
  • LogP 2.81980

Synthetic route

4,6-dichloropyridin-3-ylamine
7321-93-9

4,6-dichloropyridin-3-ylamine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide In water at 0 - 25℃; for 18h;77%
4-chloro-2-hydroxy-5-nitropyridine
850663-54-6

4-chloro-2-hydroxy-5-nitropyridine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
With trichlorophosphate In toluene for 6h; Heating;74%
With trichlorophosphate In toluene at 60℃; Heating / reflux;74%
With trichlorophosphate In toluene at 110℃; for 6h;72%
4-(ethyloxy)-5-nitro-2-pyridinol

4-(ethyloxy)-5-nitro-2-pyridinol

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
With trichlorophosphate at 100℃; for 12h;66%
2-amino-4-chloro-5-nitropyridine
24484-96-6

2-amino-4-chloro-5-nitropyridine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 0 - 25℃; for 51h;33%
4-hydroxy-3-nitropyridine
5435-54-1

4-hydroxy-3-nitropyridine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / POCl3 / toluene / 16 h / 110 °C
2: 80 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C
3: 74 percent / POCl3 / toluene / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: trichlorophosphate / toluene / 16 h / 0 - 110 °C / Heating / reflux
2: tert.-butylhydroperoxide; potassium tert-butylate; ammonia / tetrahydrofuran; decane / 3.08 h / -78 - 0 °C
3: trichlorophosphate / toluene / 60 °C / Heating / reflux
View Scheme
4-chloro-3-nitropyridine
13091-23-1

4-chloro-3-nitropyridine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C
2: 74 percent / POCl3 / toluene / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: tert.-butylhydroperoxide; potassium tert-butylate / decane; N,N-dimethyl-formamide / 2 h / -35 - 5 °C
2: trichlorophosphate / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium tert-butylate; tert.-butylhydroperoxide; ammonia / tetrahydrofuran / 1 h / -35 °C
2: trichlorophosphate / toluene / 6 h / 100 °C
View Scheme
4-ethoxy-3-nitropyridine
1796-84-5

4-ethoxy-3-nitropyridine

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium tert-butylate; ammonia / tetrahydrofuran / 0.17 h / -78 °C
1.2: 1.33 h / -78 - -40 °C
2.1: trichlorophosphate / 12 h / 100 °C
View Scheme
3-aminotetrahydrofuran
88675-24-5

3-aminotetrahydrofuran

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

(2-chloro-5-nitropyridin-4-yl)(tetrahydrofuran-3-yl)amine
1612171-86-4

(2-chloro-5-nitropyridin-4-yl)(tetrahydrofuran-3-yl)amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 2h;100%
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction;
4-aminotetrahydropyran
38041-19-9

4-aminotetrahydropyran

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

2-chloro-5-nitro-N-(tetrahydro-2H-pyran-4-yl)pyridin-4-amine
1612171-89-7

2-chloro-5-nitro-N-(tetrahydro-2H-pyran-4-yl)pyridin-4-amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 2.16667h;100%
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction;88%
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

isopropylamine
75-31-0

isopropylamine

(2-chloro-5-nitropyridin-4-yl)isopropylamine
1612171-75-1

(2-chloro-5-nitropyridin-4-yl)isopropylamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 3h; Time; Temperature;100%
With triethylamine In tetrahydrofuran at 20℃; for 3h;100%
With triethylamine In tetrahydrofuran at 25℃; for 6h;99%
In acetonitrile at 40℃; for 12h;91%
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

benzylamine
100-46-9

benzylamine

benzyl-(2-chloro-5-nitro-pyridin-4-yl)-amine
1457967-10-0

benzyl-(2-chloro-5-nitro-pyridin-4-yl)-amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 1h;100%
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction;95%
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h;88%
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h;88%
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h; Inert atmosphere;88%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methylamine hydrochloride
593-51-1

methylamine hydrochloride

(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine
1449506-71-1

(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 0.5h;99%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 25℃; for 12h; Sealed tube;62%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 16.5h;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

2-methyl-3-(trifluoromethyl)benzylamine
771572-43-1

2-methyl-3-(trifluoromethyl)benzylamine

C14H11ClF3N3O2

C14H11ClF3N3O2

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃;99%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

2-chloro-N-(4-methoxybenzyl)-5-nitropyridin-4-amine

2-chloro-N-(4-methoxybenzyl)-5-nitropyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 0.5h;99%
methanol
67-56-1

methanol

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

2,4-dimethoxy-5-nitropyridine
607373-84-2

2,4-dimethoxy-5-nitropyridine

Conditions
ConditionsYield
With sodium at 0 - 40℃; for 4.16h; Inert atmosphere;98%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Methyl thiosalicylate
4892-02-8

Methyl thiosalicylate

methyl 2-((2-chloro-5-nitropyridin-4-yl)thio)benzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)thio)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 0 - 25℃; for 2h;97%
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;97%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methyl 3,6-difluoro-2-hydroxybenzoate

methyl 3,6-difluoro-2-hydroxybenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3,6-difluorobenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3,6-difluorobenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;97%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

ethylamine
75-04-7

ethylamine

2-chloro-N-ethyl-5-nitro-4-pyridinamine
607373-89-7

2-chloro-N-ethyl-5-nitro-4-pyridinamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; methanol at 0℃; for 2h;96%
In tetrahydrofuran; water for 1h;83%
In tetrahydrofuran at 0℃;81%
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methyl 3-fluoro-2-hydroxybenzoate
70163-98-3

methyl 3-fluoro-2-hydroxybenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3-fluorobenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3-fluorobenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;96%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-[(tert-butyldimethylsilyl)oxy]aniline
111359-74-1

4-[(tert-butyldimethylsilyl)oxy]aniline

2-chloro-N-(4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}phenyl)-5-nitro-4-pyridinamine
850663-60-4

2-chloro-N-(4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}phenyl)-5-nitro-4-pyridinamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃;95%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4,4-difluoropiperidine hydrochloride

4,4-difluoropiperidine hydrochloride

2-chloro-4-(4,4-difluoropiperidin-1-yl)-5-nitropyridine

2-chloro-4-(4,4-difluoropiperidin-1-yl)-5-nitropyridine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 18h;95%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

trans-[4-(cyanomethyl)cyclohexyl]ammonium trifluoroacetate
1607590-17-9

trans-[4-(cyanomethyl)cyclohexyl]ammonium trifluoroacetate

2-[trans-4-[(2-chloro-5-nitropyridin-4-yl)amino]cyclohexyl]acetonitrile

2-[trans-4-[(2-chloro-5-nitropyridin-4-yl)amino]cyclohexyl]acetonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 20h; Solvent; Temperature;95%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

3-methoxymethylsalicylate
6342-70-7

3-methoxymethylsalicylate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3-methoxybenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-3-methoxybenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;95%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

(S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
1456506-97-0

(S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

3-((1r,4r)-4-((2-chloro-5-nitropyridin-4-yl)amino)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
1456507-32-6

3-((1r,4r)-4-((2-chloro-5-nitropyridin-4-yl)amino)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Conditions
ConditionsYield
With triethylamine In acetonitrile at 80℃;94%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methyl 3-chloro-2-hydroxybenzoate
52159-67-8

methyl 3-chloro-2-hydroxybenzoate

methyl 3-chloro-2-((2-chloro-5-nitropyridin-4-yl)oxy)benzoate

methyl 3-chloro-2-((2-chloro-5-nitropyridin-4-yl)oxy)benzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;94%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

cyclopropanemethylamine
2516-47-4

cyclopropanemethylamine

2-chloro-N-(cyclopropylmethyl)-5-nitropyridin-4-amine

2-chloro-N-(cyclopropylmethyl)-5-nitropyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 20.0833h; Cooling with ice;93%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-benzyloxyaniline hydrochloride
51388-20-6

4-benzyloxyaniline hydrochloride

2-chloro-5-nitro-N-{4-[(phenylmethyl)oxy]phenyl}-4-pyridinamine
850663-93-3

2-chloro-5-nitro-N-{4-[(phenylmethyl)oxy]phenyl}-4-pyridinamine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 60℃; for 1h;92%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Cyclopropylamine
765-30-0

Cyclopropylamine

(2-chloro-5-nitro-pyridin-4-yl)cyclopropyl-amine
1449669-34-4

(2-chloro-5-nitro-pyridin-4-yl)cyclopropyl-amine

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 2h; Inert atmosphere;90%
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methylamine
74-89-5

methylamine

(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine
1449506-71-1

(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 17.5h;90%
With triethylamine In tetrahydrofuran at 20℃; for 17.5h;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-fluoroaniline
371-40-4

4-fluoroaniline

2-chloro-N-(4-fluorophenyl)-5-nitropyridin-4-amine

2-chloro-N-(4-fluorophenyl)-5-nitropyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction;90%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

3-amino-5-cyclopropyl-1H-pyrazole
175137-46-9

3-amino-5-cyclopropyl-1H-pyrazole

2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitropyridin-4-amine
907203-92-3

2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitropyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 25℃; for 17h;89%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-methoxy-aniline
104-94-9

4-methoxy-aniline

2-chloro-N-(4-methoxyphenyl)-5-nitropyridin-4-amine

2-chloro-N-(4-methoxyphenyl)-5-nitropyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction;89%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 25℃; for 1h;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

Methyl 2-fluoro-6-hydroxybenzoate
72373-81-0

Methyl 2-fluoro-6-hydroxybenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-6-fluorobenzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)-6-fluorobenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;89%
4-Hydroxybenzoxazole
89590-22-7

4-Hydroxybenzoxazole

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

4-(2-chloro-5-nitro-pyridin-4-yloxy)-benzooxazole

4-(2-chloro-5-nitro-pyridin-4-yloxy)-benzooxazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetone at 20℃; for 4h;87.8%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

2-chloro-5-nitro-N-(pyridin-2-ylmethyl)pyridin-4-amine
1610045-56-1

2-chloro-5-nitro-N-(pyridin-2-ylmethyl)pyridin-4-amine

Conditions
ConditionsYield
With triethylamine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h;87%
With N-ethyl-N,N-diisopropylamine In ethanol at 0 - 20℃; for 1h;
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

methyl salicylate
119-36-8

methyl salicylate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)benzoate

methyl 2-((2-chloro-5-nitropyridin-4-yl)oxy)benzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 25℃; for 3h;87%
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;87%
2,4-dichloro-5-nitropyridine
4487-56-3

2,4-dichloro-5-nitropyridine

ethyl (3R)-3-amino-3-[2-bromo-6-(difluoromethoxy)phenyl]propanoate hydrochloride

ethyl (3R)-3-amino-3-[2-bromo-6-(difluoromethoxy)phenyl]propanoate hydrochloride

ethyl (3R)-3-[2-bromo-6-(difluoromethoxy)phenyl]-3-[(2-chloro-5-nitropyridin-4-yl)amino]propanoate

ethyl (3R)-3-[2-bromo-6-(difluoromethoxy)phenyl]-3-[(2-chloro-5-nitropyridin-4-yl)amino]propanoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;87%

2,4-Dichloro-5-nitropyridine Specification

The 2,4-Dichloro-5-nitropyridine, with the CAS registry number 4487-56-3, is also known as Pyridine, 2,4-dichloro-5-nitro-. This chemical's molecular formula is C5H2Cl2N2O2 and molecular weight is 192.99. What's more, its IUPAC name is the same with its product name. When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes.

Physical properties about 2,4-Dichloro-5-nitropyridine are: (1)ACD/LogP: 1.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 9; (6)ACD/BCF (pH 7.4): 9; (7)ACD/KOC (pH 5.5): 165; (8)ACD/KOC (pH 7.4): 165; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 58.71 Å2; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 40.68 cm3; (15)Molar Volume: 118.4 cm3; (16)Surface Tension: 59.359 dyne/cm; (17)Density: 1.63 g/cm3; (18)Flash Point: 124.548 °C; (19)Enthalpy of Vaporization: 50.025 kJ/mol; (20)Boiling Point: 282.329 °C at 760 mmHg; (21)Vapour Pressure: 0.006 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1cc(Cl)ncc1N(=O)=O
(2) InChI: InChI=1S/C5H2Cl2N2O2/c6-3-1-5(7)8-2-4(3)9(10)11/h1-2H
(3) InChIKey: RZVJQUMDJUUBBF-UHFFFAOYSA-N

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