2,4-Difluoro-5-chloronitrobenzene synthesis
- Product Name:2,4-Difluoro-5-chloronitrobenzene
- CAS Number:1481-68-1
- Molecular formula:C6H2ClF2NO2
- Molecular Weight:193.54
Toluene was distilled from the mixture of potassium fluoride (38.2 g, 657 mmol), cetrimide (5.94 g, 17.6 mmol), DMF (250 mL), and dry toluene (100 mL) to remove traces of moisture. 2,4,5- Trichloronitrobenzene (7) (50.0 g, 220 mmol) was added and heated at 125 °C for 12 h under N2. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried (Na2SO4), and evaporated to give a residue, which was distilled under vacuo to provide 9 (23.5 g, 55%). bp = 83 °C at 0.5 Torr, lit. bp) 85 °C at 0.5 Torr; 1H NMR (CDCl3, 200 MHz) δ 7.18 (t, 1 H, J = 9.2 Hz), 8.24 (t, 1 H, J = 7.4 Hz).
89-69-0
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1481-68-1
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Yield:1481-68-1 70%
Reaction Conditions:
with KF in sulfolane;ethyl acetate;
Steps:
1 5-Chloro-2,4-difluoronitrobenzene (2)
EXAMPLE 1 5-Chloro-2,4-difluoronitrobenzene (2) 200 g (0.883 mol) of 2,4,5-trichloronitrobenzene and 128.4 g (2.21 mol) of KF in 500 ml of tetramethylenesulfone were reacted at 200° C. under nitrogen for 3.5 hours. To the mixture was added 500 ml of ethyl acetate and the precipitate was filtered. The filtrate was washed with brine, dried over magnesium sulfate and concentrated. Distillation at 85°-90° C./0.9 mm afforded pure compound 2 with more than 70% yield. 1 H-NMR from CDCl3 (δ ppm): 7.17(dd, 1H, J=8 Hz, 9 Hz), 8.26 (dd, 1H, J=7.5 Hz, 7.5 Hz). MS(m/z): 193 (M+).
References:
US5576455,1996,A
1435-44-5
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1481-68-1
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1481-68-1
145 suppliers
$6.00/1g