Electric Literature of 1475-13-4 ,Some common heterocyclic compound, 1475-13-4, molecular formula is C8H8Cl2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
General procedure: A mixture of 4-chloro-2-trichloromethylquinazoline 1 (0.2 g, 0.71 mmol), DMAP (26 mg, 0.21 mmol, 0.3 equiv) and adequate alcohol derivative (0.85 mmol, 1.2 equiv) in toluene (3 mL) was introduced in miniaturized sealed reactor (5mL). The reaction mixture was irradiated in a monomode microwave oven, for 1 h at 130C. After removal of the toluene under reduced pressure, the residue was purified by silica gel column chromatography and recrystallized from appropriate solvent. 4.1.16 4-(1-(2,4-Dichlorophenyl)ethoxy)-2-(trichloromethyl)quinazoline (14) Yield 69%. Brown powder. Mp 123 C, (isopropanol). 1H NMR (200 MHz, CDCl3) delta = 8.31 (d, J = 8 Hz, 1H), 8.07 (d, J = 8 Hz, 1H), 7.96-7.87 (m, 1H), 7.69 (t, J = 7 Hz, 1H), 7.49-7.39 (m, 2H), 7.20 (dd, J = 2 Hz; 8 Hz, 1H), 6.78 (q, J = 7 Hz, 1H), 1.81 (d, J = 7 Hz, 3H) . 13C NMR (50 MHz, CDCl3) delta = 165.3, 159.2, 150.8, 135.3, 131.6, 130.8 129.4, 129.3, 129.0, 128.6, 123.4, 115.4, 96.9, 72.7, 21.0. LC-MS (ESI+) tR 6.02 min, m/z [M + H]+ 434.74/436.86/438.81. MW: 436.55 g/mol. Anal. Calcd for C17H11Cl5N2O: C, 46.77; H, 2.54; N, 6.42. Found: C, 46.41; H, 2.52; N, 6.51.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1475-13-4, its application will become more common.
Reference:
Article; Gellis, Armand; Primas, Nicolas; Hutter, Sebastien; Lanzada, Gilles; Remusat, Vincent; Verhaeghe, Pierre; Vanelle, Patrice; Azas, Nadine; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 34 – 44;,
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