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| | 4-Amino-2,6-dichloropyridine Basic information |
| Product Name: | 4-Amino-2,6-dichloropyridine | | Synonyms: | 4-Amino-2,6-dichloropyridine, 98+%;4-Amino-2,6-dichloropyridine ,97%;(4-AMino-2,6-dichloropyridine)4-AMino-2,6-dichloropyridine;NSC 136573;4- aMino-2,6- twochlorine pyridine;4-AMino-2,6-dichloropyridine 97%;4-AMino-2,6-dichloropyridine, 97.5%;2,6-DICHLORO-4-AMINOPYRIDINE | | CAS: | 2587-02-2 | | MF: | C5H4Cl2N2 | | MW: | 163 | | EINECS: | 629-221-6 | | Product Categories: | Building Blocks;C5;C5 to C6;Chemical Synthesis;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Amines;Aromatics;Heterocycles;Pyridine;Heterocycle-Pyridine series;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines | | Mol File: | 2587-02-2.mol |  |
| | 4-Amino-2,6-dichloropyridine Chemical Properties |
| Melting point | 169-173 °C (lit.) | | Boiling point | 336.7±37.0 °C(Predicted) | | density | 1.497±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Powder | | pka | 0.49±0.50(Predicted) | | color | White to buff | | BRN | 114351 | | InChI | InChI=1S/C5H4Cl2N2/c6-4-1-3(8)2-5(7)9-4/h1-2H,(H2,8,9) | | InChIKey | WAEZOSSWRXDWAX-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(Cl)=CC(N)=C1 | | CAS DataBase Reference | 2587-02-2(CAS DataBase Reference) | | NIST Chemistry Reference | Pyridine, 4-amino-2,6-dichloro-(2587-02-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Amino-2,6-dichloropyridine Usage And Synthesis |
| Chemical Properties | White solid | | Uses | 4-Amino-2,6-dichloropyridine is a compound useful in organic synthesis used in the synthesis of Rho kinase inhibitors. | | Application | 4-Amino-2,6-dichloropyridine has wide applications in the pharmaceutical field. Because its molecule contains amino and chlorine atoms, it can interact with a variety of biomolecules, thus serving as a raw material for the synthesis of many drugs. For example, it can be used to synthesize certain antibiotics, anticancer drugs, and antiviral drugs. These drugs play an important role in the treatment of many diseases. | | Synthesis | The general procedure for the synthesis of 4-amino-2,6-dichloropyridine from 2,6-dichloro-4-nitropyridine was as follows: to a solution of 2,6-dichloro-4-nitropyridine (14.82 g, 76.79 mmol) in ethanol (350 mL) was added sequentially iron powder (19.91 g, 356.58 mmol), water (65.8 mL, 3.6 mol), and concentrated hydrochloric acid (14.1 mL, 464.1 mmol). The reaction was carried out at 95 °C with stirring for 16 hours. After completion of the reaction, the reaction solution was cooled to room temperature and the pH was adjusted to neutral. After filtration, the filtrate was concentrated and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate, and the solvent was removed by rotary evaporation to afford 11.9 g of the title product 4-amino-2,6-dichloropyridine in 95.1% yield. | | References | [1] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 51-52
[2] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 58-59
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1511 - 1530
[4] Nucleosides, Nucleotides and Nucleic Acids, 2003, vol. 22, # 12, p. 2133 - 2144
[5] ChemCatChem, 2016, vol. 8, # 8, p. 1485 - 1489 |
| | 4-Amino-2,6-dichloropyridine Preparation Products And Raw materials |
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