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| CAS No.: | 2587-02-2 |
|---|---|
| Name: | 4-Amino-2,6-dichloropyridine |
| Article Data: | 22 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H4Cl2N2 |
| Molecular Weight: | 163.006 |
| Synonyms: | Pyridine,4-amino-2,6-dichloro- (6CI,7CI,8CI);(2,6-Dichloropyridin-4-yl)amine;2,6-Dichloro-4-aminopyridine;2,6-Dichloropyridin-4-amine;NSC 136573; |
| EINECS: | -0 |
| Density: | 1.497 g/cm3 |
| Melting Point: | 169-173 °C(lit.) |
| Boiling Point: | 336.7 °C at 760 mmHg |
| Flash Point: | 157.4 °C |
| Appearance: | white crystals |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-37/39 |
| PSA: | 38.91000 |
| LogP: | 2.55180 |
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 25194-01-8
2,6-dichloro-4-nitro-pyridine
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; iron In ethanol; water at 95℃; for 16h; | 95.1% |
| With hydrogenchloride; water; iron In ethanol at 95℃; for 16h; | 95.1% |
| With ammonium hydroxide In tetrahydrofuran at 95℃; for 4h; | 82% |
- 5398-44-7
2,6-dichloropyridine-4-carboxylic acid
- 76-05-1
trifluoroacetic acid
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dichloropyridine-4-carboxylic acid; trifluoroacetic acid With sodium azide; oxalyl dichloride In dichloromethane Curtius Rearrangement; Heating / reflux; Stage #2: With potassium carbonate In methanol | 78% |
- 16063-69-7
2,4,6-trichloropyridine
A
- 2587-02-2
2,6-dichloro-[4]pyridylamine
B
- 116632-24-7
2-amino-4,6-dichloropyridine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In water at 130℃; for 4h; | A n/a B 67% |
| With ammonium hydroxide at 160℃; |
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dichloropyridine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -25℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere; | 64% |
| Multi-step reaction with 3 steps 1: CF3COOH; aq. H2O2 / 6.5 h / Heating 2: HNO3; H2SO4 / 160 °C 3: AcOH; Fe / Heating View Scheme | |
| Multi-step reaction with 3 steps 1: potassium carbonate; trifluoroacetic acid; dihydrogen peroxide / chloroform; water 2: nitric acid; sulfuric acid 3: hydrogenchloride / ethanol; water View Scheme |
- 2402-78-0
2,6-dichloropyridine
A
- 2587-02-2
2,6-dichloro-[4]pyridylamine
B
- 53344-76-6
2,2',6,6'-tetrachloro-4,4'-bipyridine
| Conditions | Yield |
|---|---|
| With potassium permanganate; ammonia; potassium amide 1.) DME, -70 deg C, 2.) DME, -70 deg C; Yield given. Multistep reaction. Yields of byproduct given; |
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol for 8h; | 5.93 g |
- 42521-08-4
2,6-dichloroisonicotinoyl chloride
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dichloroisonicotinoyl chloride With sodium azide In water; acetone Stage #2: With trifluoroacetic acid In benzene for 16h; Heating; Stage #3: With potassium carbonate In methanol for 8h; | 5.93 g |
| Multi-step reaction with 3 steps 1: sodium azide / water; acetone / 0.03 h / 25 °C 2: trifluoroacetic acid / benzene / 21 h / 90 °C 3: potassium carbonate / methanol / 7.5 h / 25 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: HNO3; H2SO4 / 160 °C 2: AcOH; Fe / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid 2: hydrogenchloride / ethanol; water View Scheme | |
| Multi-step reaction with 2 steps 1.1: nitric acid; sulfuric acid / water / 1 h / 148 - 156 °C 1.2: pH 6 2.1: hydrogenchloride; iron / ethanol; water / 16 h / 95 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: nitric acid; sulfuric acid / 1 h / 148 - 156 °C 1.2: 20 °C / pH 6 2.1: hydrogenchloride; water; iron / ethanol / 16 h / 95 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 7 h / 20 - 100 °C 2: acetic acid; iron / 3 h / 45 °C View Scheme |
- 42521-09-5
methyl 2,6-dichloroisonicotinate
- 2587-02-2
2,6-dichloro-[4]pyridylamine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.33 h / 25 °C 2: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C 3: sodium azide / water; acetone / 0.03 h / 25 °C 4: trifluoroacetic acid / benzene / 21 h / 90 °C 5: potassium carbonate / methanol / 7.5 h / 25 °C View Scheme | |
| Multi-step reaction with 4 steps 1: hydrazine hydrate / ethanol / 50 - 55 °C 2: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C 3: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8 4: hydrogenchloride / toluene; water / 40 - 45 °C View Scheme | |
| Multi-step reaction with 4 steps 1: hydrazine hydrate / ethanol / 50 - 55 °C 2: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C 3: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8 4: hydrogenchloride / toluene; water / 40 - 45 °C View Scheme |
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Chemistry
IUPAC Name: 2,6-Dichloropyridin-4-amine
Synonyms: 2,6-Dichloropyridin-4-amine ; 4-Pyridinamine, 2,6-dichloro- ; 2,6-Dichloro-4-aminopyridine ; 2,6-Dichloro-4-pyridinamine ; 2,6-Dichloropyridin-4-ylamine
Product Categories: Pyridine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
Molecular Structure of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) : 
Molecular Formula of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) : C5H4Cl2N2
Molecular Weight of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) : 163.01
CAS NO: 2587-02-2
Index of Refraction: 1.622
Surface Tension: 56.9 dyne/cm
Density: 1.497 g/cm3
Flash Point: 157.4 °C
Enthalpy of Vaporization: 57.99 kJ/mol
Boiling Point: 336.7 °C at 760 mmHg
Vapour Pressure: 0.00011 mmHg at 25°C
Melting point 167-170 ºC
Production
Raw materials :Etanol-->Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Sulfuric acid -->Acetic acid glacial-->Nitric acid-->Potassium carbonate-->Sodium carbonate-->Chloroform-->Sodium sulfate-->Acetone-->Hydrogen peroxide-->Iron-->Trifluoroacetic acid-->Phosphorus trichloride-->2,6-Dichloropyridine-->Kieserite
Safety Profile
Hazard Codes 
Xi
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany 3
Hazard Note Irritant