Reference of 75370-65-9, A common heterocyclic compound, 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C7H7N3O, 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.
Preparation of 1-(4-chloro-2-(dimethylamino)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea Amine 2af (1 g, 5.5 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.63 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 10ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1a (820 mg, 5.5 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). The solvent was evaporated and the crude was dissolved in AcOEt (30 ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 550mg of a white solid. Yield = 28% 1HNMR (DMSO, 200 MHz) delta 2.64 (6H, s), 4.34 (2H, d, J = 5.8 Hz), 6.62 (1H, dd, J = 7.2 Hz, J’ = 1 Hz), 6.73 (1H, t), 6.83 (1H, t, J = 7.6 Hz), 6.90 (1H, dd, J = 8.2 Hz, J’ = 1Hz), 7.06 (2H, m), 7.31 (1H, d, J = 8.8 Hz), 8.33 (1H, bs), 9.98 (1H, bs), 10.59 (1H, bs); [M+1] 360.7 (C17H18ClN5O2 requires 359.81).
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.