| Identification | Back Directory | [Name]
2,4-DIFLUORO-5-NITROANILINE | [CAS]
123344-02-5 | [Synonyms]
2,4-DIFLUORO-5-NITROANILINE
Benzenamine, 2,4-difluoro-5-nitro- | [Molecular Formula]
C6H4F2N2O2 | [MDL Number]
MFCD04038395 | [MOL File]
123344-02-5.mol | [Molecular Weight]
174.1 |
| Chemical Properties | Back Directory | [Melting point ]
94-96°C | [Boiling point ]
309.4±37.0 °C(Predicted) | [density ]
1.554±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
1.02±0.10(Predicted) | [Appearance]
Brown to black Solid |
| Hazard Information | Back Directory | [Uses]
2,4-Difluoro-5-nitroaniline is intended for research use only and is not for human or veterinary use.
| [Synthesis]
Step 1: Synthesis of 2,4-difluoro-5-nitroaniline (71)
At 0 °C, 2,4-difluoroaniline (0.394 mL, 3.87 mmol) was dissolved in concentrated sulfuric acid (5 mL, 94 mmol). Nitric acid (0.272 mL, 375 mg, 3.87 mmol) was added slowly and dropwise over 20 min. The reaction mixture was continued to be stirred at 5 °C for 30 min. Subsequently, the reaction mixture was poured into ice water and extracted with ether. The organic layer was washed with saturated NaHCO3 solution and after drying and evaporating the solvent, the target compound 2,4-difluoro-5-nitroaniline (71) was obtained (467 mg, 69.3% yield).
NMR data (400 MHz, CDCl3): δ 3.91 (broad peak, 2H), 6.98 (triple peak, J = 10.2 Hz, 1H), 7.51 (double double peaks, J = 8.6 Hz and 7.0 Hz, 1H). | [References]
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 19, p. 8027 - 8054
[2] Patent: CN107793413, 2018, A. Location in patent: Paragraph 0168-0171
[3] Patent: WO2011/147764, 2011, A1. Location in patent: Page/Page column 75-76
[4] Patent: US2013/79341, 2013, A1. Location in patent: Paragraph 0249
[5] Journal of Medicinal Chemistry, 2013, vol. 56, # 1, p. 241 - 253 |
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