| Identification | Back Directory | [Name]
Pyridine, 2-chloro-5-fluoro-, 1-oxide (9CI) | [CAS]
405230-79-7 | [Synonyms]
Pyridine,2-chloro-5-fluoro-, 1-oxide
2-chloro-5-fluoro-1-oxidopyridin-1-ium
Pyridine, 2-chloro-5-fluoro-, 1-oxide (9CI) | [Molecular Formula]
C5H3ClFNO | [MDL Number]
MFCD22493425 | [MOL File]
405230-79-7.mol | [Molecular Weight]
147.53 |
| Chemical Properties | Back Directory | [Melting point ]
98-100℃ | [Boiling point ]
311.3±22.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-1.34±0.10(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
General procedure: 2-chloro-5-fluoropyridine (20 g, 152 mmol) was dissolved in trifluoroacetic acid (150 mL) under nitrogen protection. Hydrogen peroxide (78 mL, 760 mmol) was slowly added to the solution at 70°C. The reaction mixture was stirred at 70°C for 16 hours. Upon completion of the reaction, the reaction solution was concentrated. Water and dichloromethane (DCM) were added to the residue. The pH was adjusted to 7 with 28% ammonium hydroxide solution and then extracted with DCM. The organic phase was dried with anhydrous magnesium sulfate (MgSO4) and concentrated to give 2-chloro-5-fluoropyridine 1-oxide (20.1 g, 136 mmol, 90% yield), and the product could be used in the next reaction without further purification.LC-MS analysis showed m/z 147.6 (M+H) with retention time of 0.78 min. | [References]
[1] Patent: WO2016/203401, 2016, A1. Location in patent: Page/Page column 191
[2] Patent: WO2011/113802, 2011, A2. Location in patent: Page/Page column 106
[3] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 12, p. 1975 - 2000
[4] Patent: US2004/116362, 2004, A1. Location in patent: Page/Page column 12; Figure 1
[5] Patent: US2012/95031, 2012, A1. Location in patent: Page/Page column 158-159 |
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