| Identification | Back Directory | [Name]
2,4,6-Trichloropyridine | [CAS]
16063-69-7 | [Synonyms]
2,4,6-trichloro-pyridin
2,4,6-Trichloropyridine
Pyridine,2,4,6-trichloro-
2,4,6-Trichloropyridine,98%
2 4 6-TRICHLOROPYRIDINE 97 | [Molecular Formula]
C5H2Cl3N | [MDL Number]
MFCD00971928 | [MOL File]
16063-69-7.mol | [Molecular Weight]
182.44 |
| Chemical Properties | Back Directory | [Appearance]
White to off-white crystals or crystalline solid | [Melting point ]
33-37 °C(lit.)
| [Boiling point ]
217.5-218.5 °C | [density ]
1.539±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [form ]
Crystalline Powder | [pka]
-2.93±0.10(Predicted) | [color ]
Yellow to yellow-brown | [Water Solubility ]
Sparingly soluble in water. (0.113 mm Hg at 25°C) | [InChI]
InChI=1S/C5H2Cl3N/c6-3-1-4(7)9-5(8)2-3/h1-2H | [InChIKey]
FJNNGKMAGDPVIU-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=CC(Cl)=C1 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white crystals or crystalline solid | [Uses]
It is used as pharmaceutical intermediates. | [Synthesis]
2,6-Dichloropyridine-N-oxide (Y-2) (8.20 g, 0.050 mol) was used as a raw material, which was dissolved in phosphorus trichloride (POCl3, 25 mL) and the reaction was carried out at reflux for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was carefully poured into crushed ice and extracted with petroleum ether (3 x 50 mL). The organic phases were combined, dried with anhydrous potassium carbonate (K2CO3), filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography using a mixed solvent of ethyl acetate/petroleum ether as eluent, resulting in colorless needle-like crystals of 2,4,6-trichloropyridine (Y-3) in 85% yield with a melting point of 32-33 °C. The final product was extracted from the crude product using a mixture of ethyl acetate/petroleum ether as eluent, and then dried with anhydrous potassium carbonate (3 × 50 mL). | [References]
[1] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 294 - 304
[2] Patent: CN105294550, 2016, A. Location in patent: Paragraph 0045; 0048
[3] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 2051 - 2060
[4] Chemical & Pharmaceutical Bulletin, 1986, vol. 34, # 9, p. 3658 - 3671
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 40, p. 12321 - 12324 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Phosphorus oxychloride-->Hydrogen peroxide-->Trifluoroacetic acid-->2,6-Dichloropyridine-->2,6-dichloro-4-iodopyridine-->4-Amino-2,6-dichloropyridine-->2,6-DICHLOROPYRIDINE N-OXIDE-->2-Amino-4,6-dichloropyridine | [Preparation Products]
2,6-DICHLORO-4-METHOXY-PYRIDINE-->4-(4,6-dichloropyridin-2-yl)Morpholine-->2,3,,6-TETRACHLOROPYRIDIN-4-AMINE-->2,6-Dichloro-4-ethoxypyridine |
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