Reference of 93-84-5, The chemical industry reduces the impact on the environment during synthesis 93-84-5, name is 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.
5-Nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one (0.837 mmol,1 eq, 0.15 g) was dissolved in ethanol (5 mL). SnCl2 ยท2 H2O(4.187 mmol, 5 eq, 0.94 g) was added to the solution and the system was cooled to 0 C. Afterwards, 37% HCl (0.5 mL) was added dropwise.The reaction mixture was stirred at 0 C for 10 min, then itwas let warm to room temperature and then was heated to 75 C.The reaction mixture was stirred at this temperature for 3 h andthen left overnight (10 h) at room temperature. The next morning the reactionwas cooled to 0 C and quenched by dropwise additionof a saturated aqueous solution of NaHCO3 till pH 7-8. The product was extracted with ethyl acetate (3 x 10 mL). The combined organiclayers were washed with a saturated aqueous solution of NaCl(2 x 5 mL) and then dried over Na2SO4, filtered and concentrated invacuo. The extract was purified by silica gel chromatography elutingwith chloroform: methanol 8:1, to afford the amine 7; -benzo[d]imidazol-2-one (0.365 mmol, 54.5 mg, Y 44%). m.p. 253-256 C(methanol). 1H NMR (DMSO-d6, 400 MHz, delta; ppm) deltaH: 6.21-6.24(1H, dd, J = 2 Hz, 8.2 Hz, C(4)H), 6.29 (1H, d, J = 2 Hz, C(2)H), 6.63(1H, d, J = 8 Hz, C(5)H), 10.08 (1H, bs, N(1)H), 10.23 (1H, bs, N(2)H)ppm. 13C NMR (DMSO-d6, 100 MHz, delta; ppm) deltaC: 95.4, 106.7, 108.6,119.9, 130.2, 143.1, 156.4 ppm. MS (EI) m/z [M]+:149.07.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.