| Identification | Back Directory | [Name]
2,4-DIFLUORO-5-NITROBENZONITRILE | [CAS]
67152-20-9 | [Synonyms]
2,4-DIFLUORO-5-NITROBENZONITRILE
5-Cyano-2,4-difluoronitrobenzene
2,4-Difluoro-5-ntirobenzonitrile
Benzonitrile, 2,4-difluoro-5-nitro-
2,4-difluoro-5-nitrobenzene nitrile | [Molecular Formula]
C7H2F2N2O2 | [MDL Number]
MFCD07772030 | [MOL File]
67152-20-9.mol | [Molecular Weight]
184.1 |
| Chemical Properties | Back Directory | [Boiling point ]
271.5±40.0 °C(Predicted) | [density ]
1.51±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
Off-white to light yellow Solid |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
2,4-Difluoro-5-nitrobenzonitrile is used in the synthesis of potent and selective tankyrase inhbitors used in the inhibition of tumorigenesis. | [Synthesis]
General procedure for the synthesis of 2,4-difluoro-5-nitrobenzonitrile from 2,4-difluorobenzonitrile: Potassium nitrate (16.4 g, 147.4 mmol) was slowly added to concentrated sulfuric acid (85 ml, 1582 mmol) at 0 °C, followed by 2,4-difluorobenzonitrile (11.0 g, 79.1 mmol) dropwise. The reaction mixture was stirred at this temperature for 4 hours. Upon completion of the reaction, the mixture was quenched by pouring into ice/water (800 mL). The precipitated solid product was collected by filtration and dried to give 2,4-difluoro-5-nitrobenzonitrile (13.8 g, 95% yield) as a white solid. The product was confirmed by NMR hydrogen spectrum (400 MHz, CDCl3): δ 8.48 (m, 1H), 7.24 (m, 1H). | [References]
[1] Patent: WO2006/87530, 2006, A1. Location in patent: Page/Page column 59
[2] Patent: WO2005/103010, 2005, A2. Location in patent: Page/Page column 40
[3] Patent: CN106854165, 2017, A. Location in patent: Paragraph 0106; 0107; 0138; 0139
[4] Journal of Medicinal Chemistry, 1994, vol. 37, # 4, p. 467 - 475
[5] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 15, p. 2019 - 2022 |
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