Electric Literature of 75370-65-9, The chemical industry reduces the impact on the environment during synthesis 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.
Preparation of 1-(4-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea (4-(pyrrolidin-1-yl)phenyl)methanamine 21 (774 mg, 4.4 mmol) was dissolved in 40ml of AcOEt and at 0C triphosgene (1.3 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 20 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1a (660 mg, 4.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 30 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 250 mg of a white solid. Yield = 16% 1HNMR (DMSO, 200 MHz) delta 1.92 (4H, m), 3.17 (4H,m), 4.17 (2H, d, J = 5.6 Hz), 6.58 (4H, m), 6.84 (2H, m), 7.12 (2H, d, J = 8.6 Hz), 8.16 (1H, bs), 9.93 (1H, bs), 10.58 (1H, bs); [M+1] 352.3 (C19H21N5O2 requires 351.4).
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, 4-Amino-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem