| Identification | Back Directory | [Name]
2-CHLORO-5-IODO-3-(TRIFLUOROMETHYL)-PYRIDINONE | [CAS]
887707-25-7 | [Synonyms]
2-Chloro-5-iodo-3-(trifluoromethyl) Pyridine, 2-chloro-5-iodo-3-(trifluoromethyl)- 2-CHLORO-5-IODO-3-(TRIFLUOROMETHYL)-PYRIDINONE 6-chloro-3-iodo-5-(trifluoroMethyl)pyridin-4(3H)-one 2-CHLORO-5-IODO-3-(TRIFLUOROMETHYL)-PYRIDINONE ISO 9001:2015 REACH | [Molecular Formula]
C6H2ClF3IN | [MDL Number]
MFCD09265017 | [MOL File]
887707-25-7.mol | [Molecular Weight]
307.44 |
| Chemical Properties | Back Directory | [Melting point ]
43℃ | [Boiling point ]
261℃ | [density ]
2.046 | [Fp ]
112℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Solid | [pka]
-3.82±0.10(Predicted) | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Light Sensitive |
| Hazard Information | Back Directory | [Uses]
It is used as pharmaceutical intermediate and as an advanced chemical intermediate. | [Synthesis]
General procedure for the synthesis of 2-chloro-5-iodo-3-(trifluoromethyl)pyridine from 2-hydroxy-5-iodo-3-(trifluoromethyl)pyridine: In a microwave reaction vial, 5-iodo-3-trifluoromethyl-2-pyridinol (1 g, 3.47 mmol) was added to a pre-cooled mixture of POCl3 (1.60 mL) and DMF (1 mL). After sealing the vial, the reaction was heated at 110 °C for 20 min. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water. At this point, the product precipitated as a precipitate. The precipitate was collected by filtration, washed with cold water and dried to give 661 mg of the product in the form of a light brown powder in 62% yield. The structure of the product was determined by 1H NMR (500 MHz, CDCl3) δ 8.32 (d, J = 2.0 Hz, 1H), 8.81 (d, J = 2.0 Hz, 1H) and 13C NMR (250 MHz, CDCl3) δ 89.4, 121.2 (q, JC-F = 273.3 Hz), 126.8 (q, JC-F = 33.6 Hz), 144.34, 148.5, 158.7 for confirmation. | [References]
[1] Patent: WO2015/100613, 2015, A1. Location in patent: Page/Page column 17; 18 [2] Patent: WO2015/100617, 2015, A1. Location in patent: Page/Page column 36; 37 [3] Patent: WO2008/119015, 2008, A2. Location in patent: Page/Page column 48-49 [4] Patent: JP2016/11315, 2016, A. Location in patent: Paragraph 0084 [5] Patent: US9388159, 2016, B2. Location in patent: Page/Page column 20; 21 |
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