4-(furan-3-yl)-2-oxo-6-(thiophen-2-yl)-1,2-dihydropyridine-3-carbonitrile synthesis
- Product Name:4-(furan-3-yl)-2-oxo-6-(thiophen-2-yl)-1,2-dihydropyridine-3-carbonitrile
- CAS Number:956117-78-5
- Molecular formula:C14H8N2O2S
- Molecular Weight:268.29
498-60-2
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Yield:956117-78-5 46%
Reaction Conditions:
with ammonium acetate in ethanol at 20; for 72 h;
Steps:
3
Example 3: Preparation of 4-Furan-3-yl-2-oxo-6-thiophen-2-yl-l,2-dihydro-pyridine-3- carbonitrile (Route 3); 3-Furaldehyde (4.8 g, 50.0 mmol), 2-acetylthiophene (8.26 g, 65.5 mmol), ethyl cyanoacetate (5.66 g, 50.0 mmol) and ammonium acetate (37.19 g, 482.5 mmol) were placed into flask and dissolved in absolute ethanol (50 mL). The reaction mixture was stirred at room temperature for 3 d where a yellow solid formed. The reaction was filtered and the yellow solid was washed with water then with ethanol and then suction dried for 1 h to give the product as a fluffy yellow solid, 6.1 g (46%).1HNMR (D6DMSO, 300 MHz) δ 12.67 (bs, IH, hetero-H), 8.58 (s, IH, H-2 of furan), 8.05 (dd, / 3.9 Hz, 1.2 Hz, IH, H-5 of thiophene), 7.93 (t, / 1.5 Hz, IH, H-4 of furan), 7.88 (app d, /4.5 Hz, IH, H-5 of furan), 7.26 (dd, J 4.8 Hz, 3.6 Hz, IH, H-4 of thiophene), 7.22 (dd, J 1.8 Hz, 0.9 Hz, IH, H-3 of thiophene).HPLCmethod2 98.92%/2.18 min.MS (ESI+) m/z 291 (M+23).
References:
WO2007/124546,2007,A1 Location in patent:Page/Page column 29
98-01-1
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88-15-3
610 suppliers
$5.00/10g
105-56-6
454 suppliers
$10.00/5ml
956117-78-5
6 suppliers
inquiry