3-fluoro-4-nitrobenzaMide synthesis
- Product Name:3-fluoro-4-nitrobenzaMide
- CAS Number:3556-52-3
- Molecular formula:C7H5FN2O3
- Molecular Weight:184.12
403-21-4
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3556-52-3
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Yield: 82%
Reaction Conditions:
Stage #1:3-fluoro-4-nitrobenzoic acid with 4-methyl-morpholine;isobutyl chloroformate in tetrahydrofuran at 20; for 1 h;Cooling with ice;
Stage #2: with ammonia in tetrahydrofuran;water at 20; for 0.5 h;Cooling with ice;
Steps:
5a (5a) 3-fluoro-4-nitrobenzamide
Example 5 3-{4-[3-(2-hydroxyethoxy)azetidin-1-yl]phenylamino}-4-nitrobenzamide (5a) 3-fluoro-4-nitrobenzamide 3-Fluoro-4-nitrobenzoic acid (1.57 g, 8.48 mmol) was dissolved in tetrahydrofuran (20 mL) and, under ice-cooling, N-methylmorpholine (1.12 mL, 10.2 mmol) and isobutyl chloroformate (1.21 mL, 9.33 mmol) were added, and the mixture was stirred at room temperature for 1 hr. Under ice-cooling, 14.8 M aqueous ammonia (2.87 mL, 42.4 mmol) was added dropwise, and the mixture was stirred at room temperature for 0.5 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained residue collected by filtration with isopropyl ether to give the title object compound as a pale-yellow powder (1.28 g, yield 82%). 1H-NMR (CDCl3, 400 MHz) δ: 7.80-7.92 (2H, m), 7.95-8.01 (1H, m), 8.21-8.37 (2H, m).
References:
Kyoto Pharmaceutical Industries, Ltd.;SHIRAHASE, Hiroaki;TAKAHASHI, Kenji;SHOJI, Yoshimichi;TAKEDA, Shigemitsu US2016/207883, 2016, A1 Location in patent:Paragraph 0346-0348
218632-01-0
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3556-52-3
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$137.00/250mg
157665-51-5
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3556-52-3
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455-37-8
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3556-52-3
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$137.00/250mg
218632-01-0
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124-43-6
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3556-52-3
18 suppliers
$137.00/250mg