Reference of 939-70-8, A common heterocyclic compound, 939-70-8, name is 1-(1H-Benzo[d]imidazol-2-yl)ethanone, molecular formula is C9H8N2O, 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: Various o-substituted anilines (0.05 mol) and lactic acids (3.75 mL, 0.05 mol) were dissolved in 20 mL of HCl (4 M). The mixture was heated under reflux for 1.5 h. After cooling to room temperature, the reaction mixture was poured into water. Next, the pH was adjusted to 10-11 with ammonia. The mixture was filtered, and the residue was recrystallized from water to give intermediates 1b-3b. Next, 1b-3b (0.02 mol) were each dissolved in 15 mL of acetic acid. When the mixture was heated to 90 C, chromium trioxide solution was added. The reaction mixture was stirred at 105C for 30 min. After cooling to room temperature, the reaction mixture was poured into water (1 L) and then extracted by ethyl acetate (EtOAc). The organic layers were combined, dried with MgSO4, filtered and then concentrated under reduced pressure. The residue was recrystallized from toluene to give the intermediates 1c-3c. Last, 1c-3c (0.02 mol) and 8 mL of a 10% NaOH aqueous solution were dissolved in 20 mL of ethanol. The reaction mixture became a clear red solution. Next, various substituted aromatic aldehydes (0.02 mol) were added. After stirring for 5 h, the mixture was filtered, and the residue was purified by column chromatography (EtOAc: hexane = 1:5) to give the target compounds A1-A13, B1-B3 and C1-C3.
The synthetic route of 939-70-8 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Wu, Lin-Tao; Jiang, Zhi; Shen, Jia-Jia; Yi, Hong; Zhan, Yue-Chen; Sha, Ming-Quan; Wang, Zhen; Xue, Si-Tu; Li, Zhuo-Rong; European Journal of Medicinal Chemistry; vol. 114; (2016); p. 328 – 336;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem