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Cas Database |
| Name |
5-Amino-2-chloropyridine |
EINECS | 226-322-3 |
| CAS No. | 5350-93-6 | Density | 1.326 g/cm3 |
| PSA | 38.91000 | LogP | 1.89840 |
| Solubility | N/A | Melting Point |
80-84 °C |
| Formula | C5H5ClN2 | Boiling Point | 292.6 °C at 760 mmHg |
| Molecular Weight | 128.561 | Flash Point | 130.7 °C |
| Transport Information | N/A | Appearance | light yellow to brown crystalline powder |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Pyridine,5-amino-2-chloro- (6CI,8CI);2-Chloro-5-aminopyridine;6-Chloro-3-aminopyridine;6-Chloropyridin-3-ylamine;NSC 81;6-Chloro-pyridin-3-ylamine;3-Amino-6-chloropyridine; |
Article Data | 64 |
5-Amino-2-chloropyridine Synthetic route
| Conditions | Yield |
|---|---|
| With titanium for 0.25h; | 99% |
| With hydrogen In ethyl acetate at 50℃; under 7600.51 Torr; for 6h; Autoclave; chemoselective reaction; | 99% |
| With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h; | 99% |
- 69045-79-0
2-choro-5-iodopyridine
- 5350-93-6
6-Chloro-pyridin-3-ylamine
| Conditions | Yield |
|---|---|
| With copper(l) iodide; ammonia; potassium carbonate; L-proline In water; dimethyl sulfoxide at 25℃; for 12h; Inert atmosphere; | 90% |
- 13198-73-7
2-Chloro-5-nitropyridine-1-oxide
- 5350-93-6
6-Chloro-pyridin-3-ylamine
| Conditions | Yield |
|---|---|
| With molybdenum(V) chloride; zinc In tetrahydrofuran; water for 1.5h; Heating; | 49% |
- 4548-45-2
2-chloro-5-nitropyridine
- 353-43-5
boron dimethyl-trifluoro sulphide
A
- 5350-93-6
6-Chloro-pyridin-3-ylamine
B
- 98198-73-3
6-chloro-2-(methylthio)pyridin-3-amine
| Conditions | Yield |
|---|---|
| In dichloromethane at 60℃; for 3h; Temperature; Sealed tube; | A 30% B 35% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide; bromine at 70℃; Versetzen der abgekuehlten Reaktionsmischung mit Essigsaeure und darauf mit Alkalilauge; | |
| With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement; |
- 31301-51-6
2-chloro-5-fluoropyridine
A
- 5350-93-6
6-Chloro-pyridin-3-ylamine
B
- 21717-96-4
2-amino-5-fluoropyridine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide at 180℃; for 52h; Yield given. Yields of byproduct given; | |
| With ammonium hydroxide at 180℃; for 52h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
- 4548-45-2
2-chloro-5-nitropyridine
- 7664-93-9
sulfuric acid
A
- 462-08-8
pyridin-3-ylamine
B
- 5350-93-6
6-Chloro-pyridin-3-ylamine
| Conditions | Yield |
|---|---|
| at 75℃; elektrochemische Reduktion; |
- 4548-45-2
2-chloro-5-nitropyridine
- 64-17-5
ethanol
A
- 462-08-8
pyridin-3-ylamine
B
- 5350-93-6
6-Chloro-pyridin-3-ylamine
| Conditions | Yield |
|---|---|
| Hydrogenation; |
- 4548-45-2
2-chloro-5-nitropyridine
A
- 462-08-8
pyridin-3-ylamine
B
- 5350-93-6
6-Chloro-pyridin-3-ylamine
C
- 1184916-49-1
C5H11ClN2
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran at 37℃; under 2250.23 - 3000.3 Torr; for 18h; | A 75 %Chromat. B 2.8 %Chromat. C 10.2 %Chromat. |
5-Amino-2-chloropyridine Standards and Recommendations
5-Amino-2-chloropyridine Specification
The IUPAC name of 5-Amino-2-chloropyridine is 6-chloropyridin-3-amine. With the CAS registry number 5350-93-6, it is also named as 3-Pyridinamine, 6-chloro-. The product's categories are Pyridine; Amines; Blocks; Pyridines; Pyridine Derivative; Pyridine Series; Chloropyridines; Halopyridines; Boronic Acid; Heterocyclic Building Blocks. It is light yellow to brown crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.88; (4)ACD/LogD (pH 7.4): 0.88; (5)ACD/BCF (pH 5.5): 2.73; (6)ACD/BCF (pH 7.4): 2.73; (7)ACD/KOC (pH 5.5): 71.41; (8)ACD/KOC (pH 7.4): 71.44; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.607; (13)Molar Refractivity: 33.47 cm3; (14)Molar Volume: 96.8 cm3; (15)Polarizability: 13.27×10-24 cm3; (16)Surface Tension: 54.3 dyne/cm; (17)Enthalpy of Vaporization: 53.21 kJ/mol; (18)Vapour Pressure: 0.00182 mmHg at 25°C; (19)Exact Mass: 128.014126; (20)MonoIsotopic Mass: 128.014126; (21)Topological Polar Surface Area: 38.9; (22)Heavy Atom Count: 8; (23)Complexity: 76.8.
Preparation of 5-Amino-2-chloropyridine: It can be obtained by 2-chloro-5-nitro-pyridine. This reaction needs reagents SnCl2(H2O)2 and HCl. The yield is 92%.
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Uses of 5-Amino-2-chloropyridine: It is used in organic synthesis. For example: it can react with 2-chloro-nicotinoyl chloride to get 2-Chloro-N-(2'-chloro-5'-pyridinyl)pyridine-3-carboxamide. This reaction needs solvents CHCl3 and ethyl acetate at ambient temperature. The yield is 99%.
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When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:c1cc(ncc1N)Cl
2. InChI:InChI=1/C5H5ClN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
3. InChIKey:QAJYCQZQLVENRZ-UHFFFAOYAI
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