Identification | Back Directory | [Name]
2-Bromo-6-(difluoromethyl)pyridine | [CAS]
872365-91-8 | [Synonyms]
2-Bromo-6-(difluoromethyl)pyridine Pyridine, 2-bromo-6-(difluoromethyl)- 2-Bromo-6-(difluoromethyl)pyridine 95% 2-Bromo-6-(difluoromethyl)pyridine 95+% 6-Bromo-alpha,alpha-difluoro-2-picoline | [Molecular Formula]
C6H4BrF2N | [MDL Number]
MFCD16140194 | [MOL File]
872365-91-8.mol | [Molecular Weight]
208.003 |
Chemical Properties | Back Directory | [density ]
1.703 | [refractive index ]
1.520 | [Fp ]
110℃ | [storage temp. ]
2-8°C | [form ]
liquid | [Appearance]
Colorless to light yellow Liquid | [InChI]
InChI=1S/C6H4BrF2N/c7-5-3-1-2-4(10-5)6(8)9/h1-3,6H | [InChIKey]
ZTBGDNNRDRISQZ-UHFFFAOYSA-N | [SMILES]
C1(Br)=NC(C(F)F)=CC=C1 |
Hazard Information | Back Directory | [Synthesis]
Step 3. Preparation of 2-bromo-6-(difluoromethyl)pyridine
To a solution of 6-bromopyridine-2-carbaldehyde (2.10 g, 11.29 mmol) in dichloromethane (20 mL) was slowly added diethylamino sulfur trifluoride (1.94 mL, 14.68 mmol) at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred continuously for 18 hours. Upon completion of the reaction, the mixture was carefully poured into pre-cooled saturated sodium bicarbonate solution (300 mL). Extraction was carried out with ethyl acetate (2 x 120 mL) and the organic phases were combined. Subsequently, the organic phase was washed sequentially with saturated sodium bicarbonate solution (80 mL) and brine (2 x 50 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to afford 2-bromo-6-(difluoromethyl)pyridine as a brown oil (2.17 g, 89% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.75-7.70 (m, 1H), 7.65-7.60 (m, 2H), 6.60 (t, J = 55.1 Hz, 1H). | [References]
[1] Patent: WO2017/201468, 2017, A1. Location in patent: Page/Page column 236 [2] Patent: WO2017/80979, 2017, A1. Location in patent: Page/Page column 124; 125 [3] Patent: US2009/253750, 2009, A1. Location in patent: Page/Page column 9 [4] Patent: US2016/221998, 2016, A1. Location in patent: Paragraph 0396; 0397 |
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