3,4-Diaminofluorobenzene synthesis
- Product Name:3,4-Diaminofluorobenzene
- CAS Number:367-31-7
- Molecular formula:C6H7FN2
- Molecular Weight:126.13
2369-11-1
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367-31-7
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Yield:367-31-7 95%
Reaction Conditions:
with ethanol;stannous chloride at 80; for 4 h;Inert atmosphere;
Steps:
2.3.1 Preparation of 5-Fluoro-1,2-diaminobenzene (1)
To a 50 mL round bottom flask was added 2-nitro-5-fluoroaniline (1.56 g, 10 mmol) and ethanol 20 mL. Anhydrous SnCl2 (9.47 g, 50 mmol, 5 equiv.) as a solid. The flask was equipped with a condenser and placed in an 80 °C sand bath under N2 and the mixture was refluxed for 4 h. The reaction was poured into a sep. funnel, diluted with 80 mL dichloromethane and then treated with 100 mL 2M NaOH. The resulting emulsion was filtered through Celite to remove all the tin, and the resulting biphasic mixture was separated in a sep. funnel. The aq. phase was washed with dichloromethane (50 mL) and the combined organic phases were dried with brine (30 mL), dried over MgSO4, filtered and concentrated to afford a yellow solid.1.21 g, 95%.1H NMR (300 MHz, Chloroform-d) δ 6.64 (dd, J = 8.4, 5.5 Hz, 1H), 6.46 (dd, J = 9.9, 2.8 Hz, 1H), 6.39 (td, J = 8.5, 2.8 Hz, 1H), 3.35 (s, 4H). Spectral data are in agreement with the literature. Chen et al., 2018.
References:
WO2022/61140,2022,A1 Location in patent:Page/Page column 79-80
364-78-3
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7732-18-5
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367-31-7
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