Electric Literature of 4857-06-1, A common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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.
To 38.1 g (0.250 mol) 2-chlorobenzimidazole, 25.6 g 0.275 mol) aniline in 250 ml NMP 26.4 g(0.275 mmol) methane sulfuric acid is added. The reaction mixture is stirred at 100 00 for 3 hunder nitrogen. The reaction mixture is poured on a saturated solution of sodium hydrogencarbonate in water. The water phase is extracted with ethyl acetate. The organic phase is 3times washed with water and the organic phase is dried with magnesium sulfate. The solvent is removed in vacuum. The product is decocted in 100 ml dichloromethane.Yield 43.6 g (83%)The above reaction is carried out according to a procedure given in US20090186879 (page 57).1H NMR (400 MHz, DMSO-d6): oe = 10.9(s, 1H), 9.38 (s, 1H), 7.29-7.36(d, 2H), 2.29-7.36(m,4H), 6.96-7.02(m, 2H), 6.91-6.94 (m, 1H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; BARDON, Kristina; NAGASHIMA, Hideaki; (315 pag.)WO2017/56055; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem