Related Products of 123470-47-3,Some common heterocyclic compound, 123470-47-3, name is 5,6-Difluoro-1H-benzo[d]imidazole-2(3H)-thione, molecular formula is C7H4F2N2S, 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 a solution of 1-tert-butoxycarbonyl-4-(2-hydroxyethyl)piperazine (7.40 g, 32.13 mmol) in THF (100 mL), while stirring in an ice-bath, triethylamine (4.36 g, 43.09 mmol), 4-dimethylaminopyridine (200 mg, 1.64 mmol), and methanesulfonyl chloride (7.40 g, 38.76 mmol) were sequentially added. The temperature of the mixture was allowed to room temperature, and the mixture was stirred for 50 minutes. The reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure. The residue was dissolved in DMF (200 mL), and, at room temperature, 5,6-difluoro-2-mercaptobenzimidazole (5.00 g, 26.86 mmol), potassium carbonate (8.64 g, 62.51 mmol), and 18-crown-6 (500 mg, 1.92 mmol) were sequentially added to the solution, followed by stirring for 90 minutes at 80 C. The reaction mixture was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography (silica gel 200 g, hexane: acetone=8:1 to 1:1). The product was crystallized from acetone-ether-hexane, to thereby yield 1-tert-butoxycarbonyl-4-[2-(5,6-difluorobenzimidazol-2-ylthio)ethyl]piperazine (7.26 g, yield 68%) as colorless crystals. mp: 192.3-193.0 C. IR (KBr): 3061, 2976, 2836, 1672, 1475, 1427(cm-1). 1H-NMR (400 MHz, CDCl3) delta: 1.50 (9H, s), 2.51-2.68 (4H, m), 2.94 (2H, t, J=5.4 Hz), 3.28 (2H, t, J=5.4 Hz), 3.45-3.65 (4H, m), 6.85-7.62 (2H, m).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Difluoro-1H-benzo[d]imidazole-2(3H)-thione, its application will become more common.