Some common heterocyclic compound, 1072-62-4, name is 2-Ethyl-1H-imidazole, molecular formula is C5H8N2, 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. Recommanded Product: 1072-62-4
2-Ethylimidazole (0.756 g, 7.9 mmol) dissolvedin acetonitrile (15 mL) was combined with potassium hydroxide (0.550 g, 9.8mmol) and stirred at 80C for 30 minutes. 2-(Chloromethyl)quinolinehydrochloride (1.45 g, 6.8 mmol) and potassium hydroxide (0.440 g, 7.8 mmol)were added and the mixture was stirred and heated at 80C overnight. Thereaction mixture was filtered to remove a white solid (presumed be potassiumchloride) and the volatiles were removed from the filtrate to yield a yellowoil. The oil was suspended with dichloromethane (25 mL) and washed with a basicaqueous solution (4 x 25 mL) and water (2 x 25 mL). The organic layers weredried with magnesium sulfate and concentrated to a yellow oil. The oil wasresuspended in acetonitrile and 2-(bromomethyl)naphthalene (1.50 g, 6.8 mmol)was added to the solution. The mixture was stirred and heated at 80Covernight. A solid precipitated from the hot acetonitrile. The white solid wasfiltered, washed with acetonitrile, and dried in air to yield 4-Br (.715 g, 23% yield). MP =215-216C. HRMS (ESI+) calcdfor C26H24N3+ [M-Br] of m/z =378.1965, found m/z = 378.1942. 1H NMR (500 MHz, DMSO- d6) delta = 8.48 (1H, d, Ar, J =8.3 Hz), 8.03 (2H, t, Ar, J = 8.8 Hz), 7.98 (1H, m, Ar), 7.93 (1H, m, Ar), 7.90(3H, m, Ar), 7.76 (2H, m, Ar), 7.61 (4H, m, Ar), 7.50 (1H, m, Ar), 5.88 (2H, s,CH2), 5.74 (2H, s, CH2), 3.17 (2H, q, CH2, J= 7.6 Hz) 0.94 (3H, t, CH3, J = 7.6 Hz). 13C NMR (125MHz, DMSO- d6) delta = 154.2(Ar), 149.1 (Ar), 146.7 (Ar), 137.4 (Ar), 132.7 (Ar), 132.5 (Ar), 132.4 (Ar),130.1 (Ar), 128.7 (Ar), 128.3 (Ar), 128.0 (Ar), 127.7 (Ar), 127.7 (Ar), 127.1(Ar), 126.9 (Ar), 126.7 (Ar), 126.6 (Ar), 126.4 (Ar), 125.0 (Ar), 123.1 (Ar),122.1 (Ar), 119.8 (Ar), 52.3 (CH2), 50.8 (CH2), 16.6 (CH2),11.2 (CH3).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1072-62-4, its application will become more common.
Reference:
Article; DeBord, Michael A.; Wagers, Patrick O.; Crabtree, Steven R.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 2; (2017); p. 196 – 202;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem