Product Name

  • Name

    2,5-Dichloropyridin-3-amine

  • EINECS
  • CAS No. 78607-32-6
  • Article Data8
  • CAS DataBase
  • Density 1.498 g/cm3
  • Solubility
  • Melting Point 124 °C
  • Formula C5H4Cl2N2
  • Boiling Point 287.009 °C at 760 mmHg
  • Molecular Weight 163.006
  • Flash Point 127.379 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39-37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 78607-32-6 (2,5-Dichloropyridin-3-amine)
  • Hazard Symbols IrritantXi
  • Synonyms 3-Amino-2,5-dichloropyridine;2,5-Dichloropyridin-3-ylamine;
  • PSA 38.91000
  • LogP 2.55180

Synthetic route

2,5-dichloro-3-nitropyridine
21427-62-3

2,5-dichloro-3-nitropyridine

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Conditions
ConditionsYield
With formic acid; triethylamine for 24h; chemoselective reaction;95%
With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 15h; chemoselective reaction;94%
With chlorobis(cyclooctene)rhodium(I) dimer In N,N-dimethyl-formamide at 120℃; for 12h; pH=2.25; Inert atmosphere;86%
2-bromo-3-amino-5-chloropyridine
90902-83-3

2-bromo-3-amino-5-chloropyridine

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Conditions
ConditionsYield
With hydrogenchloride
2-bromo-5-chloro-3-nitropyridine
75806-86-9

2-bromo-5-chloro-3-nitropyridine

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron-turnings; acetic acid
2: aqueous HCl
View Scheme
2-amino-5-chloro-3-nitropyridine
5409-39-2

2-amino-5-chloro-3-nitropyridine

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated aqueous hydrochloric acid / -10 °C / anschliessend Behandeln mit wss. Natriumnitrit-Loesung
2: iron-turnings; acetic acid
View Scheme
5-chloro-3-nitropyridin-2-ol
21427-61-2

5-chloro-3-nitropyridin-2-ol

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride; phosphorus (V)-chloride
2: iron-turnings; acetic acid
View Scheme
Multi-step reaction with 3 steps
1: bromine; phosphorus (III)-bromide
2: iron-turnings; acetic acid
3: aqueous HCl
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

C26H35ClN4O3Si

C26H35ClN4O3Si

C31H38Cl2N6O3Si

C31H38Cl2N6O3Si

Conditions
ConditionsYield
With chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; caesium carbonate In tetrahydrofuran at 95℃; for 18h; Inert atmosphere;100%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2,5-dichloro-pyridin-3-yl)-acetamide
1256478-40-6

2-chloro-N-(2,5-dichloro-pyridin-3-yl)-acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Inert atmosphere;96%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

3-chlorobenzoate
535-80-8

3-chlorobenzoate

2,5-dichloro-N-(3-chloro-phenyl)-nicotinamide
1314530-64-7

2,5-dichloro-N-(3-chloro-phenyl)-nicotinamide

Conditions
ConditionsYield
In acetonitrile at 20℃;90%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

4,5-dichloro-1,2,3-dithiazolium chloride
75318-43-3

4,5-dichloro-1,2,3-dithiazolium chloride

(Z)-2,5-dichloro-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)pyridin-3-amine
1417816-48-8

(Z)-2,5-dichloro-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)pyridin-3-amine

Conditions
ConditionsYield
Stage #1: 3-amino-2,5-dichloropyridine; 4,5-dichloro-1,2,3-dithiazolium chloride In dichloromethane at 20℃; for 1h;
Stage #2: With 2,6-dimethylpyridine In dichloromethane at 20℃; for 2h;
82%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,5-dichloro-N-mesityl-3-aminopyridine

2,5-dichloro-N-mesityl-3-aminopyridine

Conditions
ConditionsYield
With I,I-bis(acetoxy)iodobenzene at 20℃; regioselective reaction;82%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

2,5-dichloropyridine-3-sulfonyl chloride

2,5-dichloropyridine-3-sulfonyl chloride

Conditions
ConditionsYield
Stage #1: 3-amino-2,5-dichloropyridine With tetrafluoroboric acid; thionyl chloride In acetonitrile at 0℃; for 0.166667h;
Stage #2: With tert.-butylnitrite In acetonitrile at 0℃; for 1h; Further stages;
81.7%
Stage #1: 3-amino-2,5-dichloropyridine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.666667h;
Stage #2: With thionyl chloride; copper(l) chloride In water at 0℃; for 1h; Sandmeyer Reaction;
1.85 g
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

5-chlorosalicyclaldehyde
635-93-8

5-chlorosalicyclaldehyde

2,8-Dichloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
96830-44-3

2,8-Dichloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h;81%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

8-Bromo-2-chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
96830-47-6

8-Bromo-2-chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h;81%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

2,6-dichloro-3,5-dinitrotoluene
51676-76-7

2,6-dichloro-3,5-dinitrotoluene

2,5-dichloro-N-(3-chloro-2-methyl-4,6-dinitrophenyl)pyridin-3-amine

2,5-dichloro-N-(3-chloro-2-methyl-4,6-dinitrophenyl)pyridin-3-amine

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; N,N-dimethyl-formamide at 25℃;78%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

salicylaldehyde
90-02-8

salicylaldehyde

2-Chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
96830-45-4

2-Chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h;71%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

bis(3-amino-5-chloro-2-pyridyl) diselenide

bis(3-amino-5-chloro-2-pyridyl) diselenide

Conditions
ConditionsYield
With selenium; sodium tetrahydroborate; toluene-4-sulfonic acid at 50℃; for 20h; Inert atmosphere;66%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

acetyl chloride
75-36-5

acetyl chloride

N-(2,5-dichloro-pyridin-3-yl)-acetamide
1256478-46-2

N-(2,5-dichloro-pyridin-3-yl)-acetamide

Conditions
ConditionsYield
Stage #1: 3-amino-2,5-dichloropyridine; acetyl chloride In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Inert atmosphere;
65%
2-Picolinic acid
98-98-6

2-Picolinic acid

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

N-(2,5-dichloropyridin-3-yl)picolinamide

N-(2,5-dichloropyridin-3-yl)picolinamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 70℃; for 12h;65%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(3-amino-5-chloropyridin-2-yl)prop-2-enoate
959616-22-9

ethyl (E)-3-(3-amino-5-chloropyridin-2-yl)prop-2-enoate

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 140℃; for 30h;52%
With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; palladium diacetate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 140℃; for 30h; Heck Reaction;
With tetrabutylammomium bromide; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 140℃; for 30h;
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

Benzyloxyacetyl chloride
19810-31-2

Benzyloxyacetyl chloride

2-(benzyloxy)-N-(2,5-dichloropyridin-3-yl)acetamide
1227628-86-5

2-(benzyloxy)-N-(2,5-dichloropyridin-3-yl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;46%
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

aniline
62-53-3

aniline

5-chloro-N2-phenylpyridine-2,3-diamine
6604-46-2

5-chloro-N2-phenylpyridine-2,3-diamine

Conditions
ConditionsYield
Stage #1: 3-amino-2,5-dichloropyridine; aniline With hydrogen bromide In water; diethylene glycol at 80℃; for 2.5h; Microwave irradiation;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water
17%
morpholine
110-91-8

morpholine

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

di-morpholin-4-yl-phosphinic acid 2,5-dichloro-pyridin-3-ylamide
35980-84-8

di-morpholin-4-yl-phosphinic acid 2,5-dichloro-pyridin-3-ylamide

Conditions
ConditionsYield
(i) PCl5, benzene, (ii) HCO2H, (iii) /BRN= 102549/, Et3N; Multistep reaction;
2-Chloronicotinoyl chloride
49609-84-9

2-Chloronicotinoyl chloride

3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

2-Chloro-N-(2,5-dichloro-pyridin-3-yl)-nicotinamide
866422-00-6

2-Chloro-N-(2,5-dichloro-pyridin-3-yl)-nicotinamide

Conditions
ConditionsYield
With pyridine In 1,4-dioxane; cyclohexane Ambient temperature;
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

8-Chloro-5-ethyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
134698-38-7

8-Chloro-5-ethyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / cyclohexane; dioxane / Ambient temperature
2: xylene / Heating
3: NaH / various solvent(s) / Heating
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

N-(2,5-Dichloro-pyridin-3-yl)-2-ethylamino-nicotinamide

N-(2,5-Dichloro-pyridin-3-yl)-2-ethylamino-nicotinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / cyclohexane; dioxane / Ambient temperature
2: xylene / Heating
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

8-Chloro-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
133627-14-2

8-Chloro-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / cyclohexane; dioxane / Ambient temperature
2: xylene / Heating
3: NaH / various solvent(s) / Heating
4: 1.) NaH / 1.) DMSO, 2.) DMSO
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

8-Chloro-5-ethyl-10-methyl-7-nitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
133627-28-8

8-Chloro-5-ethyl-10-methyl-7-nitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / cyclohexane; dioxane / Ambient temperature
2: xylene / Heating
3: NaH / various solvent(s) / Heating
4: 1.) NaH / 1.) DMSO, 2.) DMSO
5: nitronium tetrafluoroborate / acetonitrile
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

8-Chloro-5-ethyl-10-methyl-2,7-dinitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
135794-93-3

8-Chloro-5-ethyl-10-methyl-2,7-dinitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / cyclohexane; dioxane / Ambient temperature
2: xylene / Heating
3: NaH / various solvent(s) / Heating
4: 1.) NaH / 1.) DMSO, 2.) DMSO
5: nitronium tetrafluoroborate / acetonitrile
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

2-Chloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
96830-57-8

2-Chloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 71 percent / NaH / dimethylformamide / 4 h / 110 - 120 °C
2: 87 percent / NaBH4 / ethanol
View Scheme
3-amino-2,5-dichloropyridine
78607-32-6

3-amino-2,5-dichloropyridine

2,8-Dichloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
96830-56-7

2,8-Dichloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / NaH / dimethylformamide / 4 h / 110 - 120 °C
2: 99 percent / NaBH4 / ethanol
View Scheme

2,5-Dichloropyridin-3-amine Chemical Properties

The Molecular Structure of  2,5-Dichloropyridin-3-amine (CAS NO.78607-32-6) is

Cas Register Number: 78607-32-6
IUPAC Name:  2,5-Dichloropyridin-3-amine
Synonyms:  2,5-Dichloropyridin-3-amine ; 3-Pyridinamine, 2,5-dichloro- ; 3-Amino-2,5-dichloropyridine
Molecular formula: C5H4Cl2N2
Molecular weight: 163.004660g/mol 
Product Categories: pharmacetical;Amines;Pyridines;Pyridine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Amino-pyridine series
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 16.13 Å2
Index of Refraction: 1.622
Molar Refractivity: 38.37 cm3
Molar Volume: 108.8 cm3
Surface Tension: 56.9 dyne/cm
Density: 1.497 g/cm3
Flash Point: 127.4 °C
Enthalpy of Vaporization: 52.62 kJ/mol
Boiling Point: 287 °C at 760 mmHg
Vapour Pressure of  2,5-Dichloropyridin-3-amine (CAS NO.78607-32-6): 0.00255 mmHg at 25°C

2,5-Dichloropyridin-3-amine Uses

 2,5-Dichloropyridin-3-amine , whose cas register No. is 78607-32-6, can be used in organic synthesis. 

2,5-Dichloropyridin-3-amine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-37/39-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
HazardClass: IRRITANT

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