5-Acetyl-2-cyanopyridine synthesis
- Product Name:5-Acetyl-2-cyanopyridine
- CAS Number:249583-84-4
- Molecular formula:C8H6N2O
- Molecular Weight:146.15
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Yield:249583-84-4 21%
Reaction Conditions:
with N,N-Dimethylcarbamoyl chloride in Nitroethane at 20; for 16 h;
Steps:
42 Reference Example 42
Reference Example 42 5-Acetyl-2-cyanopyridine 3-Acetylpyridine N-oxide (2.0 g, 14.6 mmol) was dissolved in nitroethane (20 ml), and trimethylsilyl cyanide (1.7 g, 16.7 mmol) and N,N-dimethylcarbamoyl chloride (1.8 g, 16.7 mmol) were added thereto.. The reaction mixture was stirred at room temperature for 16 hrs, concentrated under reduced pressure, combined with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate.. The extract was washed with saturated brine and dried.. The solvent was evaporated under reduced pressure.. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (3:1, v/v) to give the titled compound (0.40 g, 21 %).1H-NMR (CDCl3) δ: 2.67 (3H, s), 7.83 (1H, d, J = 8.1 Hz), 8.36 (1H, d, J = 8.1 Hz), 9.23 (1H, s).
References:
Takeda Chemical Industries, Ltd. EP1424336, 2004, A1 Location in patent:Page 111
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