Reference of 1792-40-1,Some common heterocyclic compound, 1792-40-1, name is 2-Methyl-5-nitro-1H-benzo[d]imidazole, molecular formula is C8H7N3O2, 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.
A mixture of 2-methyl-5-nitro-1H-benzimidazole (0.7 g, 4 mmol), (Boc)2O (4.4 mol) and NaHCO3 (4.4 mol) in methanol (30 ml) was stirred at rt for 24 h. The solid was filtered then the solvent was evaporated and purified by column chromatography (petroleum ether/ethyl acetate, 10:1) gave 8 (0.86 g, 78%) as white solid, mp 134-136 C. 1H NMR (300 MHz, CDCl3 delta 1.43 (s, 9H, 3CH3), 2.50 (s, 3H, CH3), 7.61 (d, J = 9 Hz, 1H, H7), 8.02 (d, J = 9 Hz, 1H, H6), 8.34 (s, 1H, H4). 13C NMR (75 MHz, CDCl3 delta 14.9, 28.6, 84.1, 84.3, 85.7, 113.3, 116.8, 119.0, 137.0, 138.2, 140.1, 145.0, 148.1 ppm. MS (EI) m/z (%): 277.11 (20, M+), 176 (100, M-101). Anal. Calcd for C13H15N3O4: C, 56.31; H, 5.45; N, 15.15. Found: C, 56.50; H, 5.27; N, 15.10.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-5-nitro-1H-benzo[d]imidazole, its application will become more common.
Reference:
Article; El-Nezhawy, Ahmed O.H.; Biuomy, Ayman R.; Hassan, Fatma S.; Ismaiel, Ayman K.; Omar, Hany A.; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1661 – 1670;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem