| Identification | Back Directory | [Name]
2,4-DICHLORO-3-AMINOPYRIDINE | [CAS]
173772-63-9 | [Synonyms]
2,4-Dichloro-3-pyridinamine
2,4-dichloropyridin-3-amine
2,4-DICHLORO-3-AMINOPYRIDINE
2,4-dichloropyridin-3-ylaMine
3-Pyridinamine, 2,4-dichloro-
3-Pyridinamine,2,4-dichloro-(9CI)
2,4-DICHLORO-3-AMINOPYRIDINE ISO 9001：2015 REACH | [Molecular Formula]
C5H4Cl2N2 | [MDL Number]
MFCD09750301 | [MOL File]
173772-63-9.mol | [Molecular Weight]
163 |
| Chemical Properties | Back Directory | [Boiling point ]
265℃ | [density ]
1.497 | [Fp ]
114℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
0.72±0.10(Predicted) | [Appearance]
Light yellow to brown Solid | [InChI]
InChI=1S/C5H4Cl2N2/c6-3-1-2-9-5(7)4(3)8/h1-2H,8H2 | [InChIKey]
ZSJYSZWQVCWDQO-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC(Cl)=C1N |
| Hazard Information | Back Directory | [Chemical Properties]
2,4-dichloro-3-aminopyridine is a white crystalline solid with a distinctive odor. It has good solubility, soluble in alcohol and ether organic solvents.
| [Uses]
2,4-dichloro-3-aminopyridine is widely used in the field of organic synthesis. It has many important uses in the pharmaceutical, pesticide industries. | [Synthesis]
2,4-Dichloro-3-nitropyridine (2.058 g, 10 mmol) was dissolved in acetic acid (10 mL) under nitrogen protection. Iron powder (1.9191 g, 34.4 mmol) was subsequently added. The reaction mixture was heated and stirred at 40 °C for 2 hours. After completion of the reaction, the mixture was poured into ice water and adjusted to neutral with sodium bicarbonate. The reaction mixture was extracted with ethyl acetate (3 x 100 mL). The combined organic phases were washed once with saturated sodium bicarbonate solution (1 x 100 mL). The aqueous layer was back-extracted once more with ethyl acetate (100 mL). All organic phases were combined, dried with magnesium sulfate, filtered and concentrated under reduced pressure to give 3-amino-2,4-dichloropyridine (1.510 g, 9.26 mmol, 87% yield). | [References]
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1511 - 1530
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 22, p. 4288 - 4312
[3] Patent: WO2007/106192, 2007, A2. Location in patent: Page/Page column 67
[4] Patent: WO2008/134679, 2008, A1. Location in patent: Page/Page column 90-91
[5] MedChemComm, 2016, vol. 7, # 5, p. 1022 - 1032 |
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