Synthetic Route of 116548-04-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.116548-04-0, name is 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile, molecular formula is C7H3F3N2O, molecular weight is 188.11, as common compound, the synthetic route is as follows.
2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile 1 (5.0 g, 0.03 mol) and potassium carbonate (7.3 g, 0.05 mol) were taken in dry acetone (50 mL), followed by the addition of propargyl bromide (3.1 g,0.03 mol), then catalytic amount of sodium iodide (NaI) was added. The mixture was continuously stirred for 6 to 10 h at reflux temperature. After completion of the reaction, the residue was treated with ice cold water. The solution was extracted with ethyl acetate, dried over anhydrous sodium sulphate and concentrated. The resulted residue was purified using 60-120 mesh silica gel column chromatography. Yield 74% (Pale yellow solid). m.p. 143-45C. FTIR(KBr): 3459, 3173 (amide, NH2), 2131 (C?C), 1693 (amide, CO), 1616 cm-1 (C=N); 1H NMR (CDCl3,300 MHz): delta 2.56 (t, 1H, J = 2.20 Hz, C?C-H), 5.20 (d, 2H, J = 2.20 Hz, OCH2), 6.10 (br, s, 1H, CONH2), 7.48 (d, 1H, J = 7.72 Hz, Ar-H), 7.68 (br, s, 1H,CONH2), 8.71 (d, 1H, J = 7.72 Hz, Ar-H); 13C NMR (CDCl3, 75 MHz): delta 54.29 (O-CH2), 75.56 (Acetylene-C), 76.77 (Acetylene-C), 113.99 (Ar-C), 118.80 (C-CO), 119.98 (q, J = 273.99 Hz) (CF3), 142.77(Ar-C), 146.29 (q, J = 34.11 Hz) (C-CF3), 158.31 (Ar-C-O), 163.02 (C=O); ESI-MS: m/z 245 (M+1); HRMS: m/z Calcd for C10H8F3N2O2 ([M+H]+): 245.0243. Found: 245.0231.
Statistics shows that 116548-04-0 is playing an increasingly important role. we look forward to future research findings about 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile.
Reference:
Article; Kumar, R. Naresh; Mallareddy; Nagender; Rao, P. Sambasiva; Poornachandra; Ranjithreddy; Kumar, C. Ganesh; Narsaiah; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 11; (2016); p. 1361 – 1375;,
Pyridine – Wikipedia,
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