4-ISOPROPYL-2-NITROANILINE synthesis
- Product Name:4-ISOPROPYL-2-NITROANILINE
- CAS Number:63649-64-9
- Molecular formula:C9H12N2O2
- Molecular Weight:180.2
1338684-26-6
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63649-64-9
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Yield:63649-64-9 61%
Reaction Conditions:
with water;potassium carbonate in methanol at 20; for 18 h;
Steps:
2
To a well-stirred solution of 2,2,2-trifluoro-N-(4-isopropyl-2-nitrophenyl)acetamide (2.1 g, 7.6 mmol) in MeOH (40 mL) is added water (20 mL) and potassium carbonate (0.5 g, 4 mmol). The reaction mixture is stirred at rt for 18 h and partitioned between ethyl acetate and brine (50 mL each). The layers are separated and the aqueous layer is extracted with ethyl acetate (3x 25 mL). The organic layers are combined, dried with anhydrous sodium sulfate and concentrated. The residue is subjected to silica gel chromatography (230-400 mesh, 150 g, elution with 20 and 30% ethyl acetate/hexane) to give 1.18 g (61%) of 4- isopropyl-2-nitroaniline as an orange oil. NMR (CDCI3) δ 1.23 (6 H, d), 2.85 (1 H, hep), 6.77 (1 H, d), 7.28 (1 H, dd), 7.96 (1 H, d); MS (ESI+) for C9H12N202 m/z 181.2 (M+H)+; HPLC retention time: 3.97 min. (Method D).
References:
WO2011/126567,2011,A1 Location in patent:Page/Page column 187
40655-36-5
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99-88-7
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63649-64-9
59 suppliers
$37.00/250mg