Electric Literature of 614-97-1,Some common heterocyclic compound, 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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.
Charged benzimidazole (III) (5.115 mmoles), 2-bromo-thiophene-2-carboxamide (VIII) (3.938 mmoles), cesium carbonate (7.161 mmoles), cuprous oxide (0.307 mmoles), 4,7- dimethoxy-l,10-phenathroline (0.716 mmoles), PEG (5.115 mmoles) and DMSO to the RB flask fitted with thermo well and condenser. The reaction was heated to 110-1150C under magnetic stirring for 24 hours. After completion of reaction cooled to room temperature, dichloromethane (500 ml) added and filtered through a celite bed, washed the bed with dichloromethane (100 ml X 2), distilled off the solvent completely under reduced pressure. Aq. ammonia (10 ml) was added to the residue and extracted with ethyl acetate (250 ml X 3).Dry the ethyl acetate layer with sodium sulfate, distilled completely to get the crude compound. The crude compound is then purified by using silica gel 60-120 mesh column chromatography and DCM: MeOH 100-5 % as mobile phase to get the pure compound. (Some compounds are isolated by preparative HPLC purification method.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-benzo[d]imidazole, its application will become more common.