The origin of a common compound about C7H7N3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Aminobenzimidazole, its application will become more common.

Reference of 934-22-5,Some common heterocyclic compound, 934-22-5, name is 6-Aminobenzimidazole, molecular formula is C7H7N3, 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.

Compound 226:; 1 -(1 H-Benzoimidazol-5-yl)-4-(cyclopentylimino)-5-(1 H-indol-5-yl)- imidazolidin-2-one; 1 H-Benzoimidazol-5-ylamine (1 mmol) and 1 H-lndole-5-carbaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2ml of a solution of KOCN (KSCN) (2mmol) and Pyridinehydrochloride (2mmol) in MeOH is added was added. Finally Isocyano-cyclopentane (1 mmol) is added. The reaction was stirred at room temperature for 48h. After evaporation of the solvent the residue was purified with chromatographic methods. Yield: 0.107 g (27 %); mp: 2100C, 1H-NMR (400 MHz, DMSO-D6): 1.20-1.25 (m, 1 H, CH2), 1.38-1.56 (m, 5 H, CH2), 1.70- 1.79 (m, 1 H, CH2), 1.82-1.90 (m, 1 H, CH2), 4.08-4.14 (m, 1 H, CH2-CH), 5.91 (s, 1 H, CH-N), 6.33-6.36 (m, 1 H, Ar), 6.85 (dd, 3J=8.3 Hz, 4J=1.7 Hz, 1 H, Ar), 7.24-7.33 (m, 4 H, 3 H Ar, 1 H Benzimid), 7.52 (s, 1 H, Benzimid), 7.63 (s, 1 H, Benzimid), 7.86 (m, 1 H, NH), 8.06 (s, 1 H, Benzimid), 11.05 (s, 1 H, NH), MS m/z 399.4 (M+H)+, HPLC (254 nm): rt 2.56 min (100 %), calc: C: 69.33, H: 5.57, N: 21.09, found.: C: 63.34, H: 6.16, N: 19.04 corresponds to C23H22N6O + 2.0 H2Omolecular weight (g/mol): 398.47 EPO RT – UV254nm (min): 2.56IC50 hQC (nM): 34.5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Aminobenzimidazole, its application will become more common.

Reference:
Patent; PROBIODRUG AG; WO2008/55947; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem