Synthetic Route of 3314-30-5,Some common heterocyclic compound, 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, molecular formula is C8H6N2O, 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.
Example 8 3-(1H-benzimidazol-2-methylene)-5-(4-methylphenylaminosulfo)-2-indolone (Indo 8) 0.15 g (0.5 mmol) 5-(4-methylphenylaminosulfo)-2-indolone and 0.10 g (0.685 mmol) 1H-benzimidazoyl-2-formaldehyde were suspended in 6 mL anhydrous ethanol, followed by addition of 2 drops of piperidine. The mixture was heated and refluxed in an oil bath for 30 min. A large quantity of yellow solid was precipitated, filtered, and washed with anhydrous ethanol, to obtain 0.18 g pale yellow solid, with a yield of 83.7percent. Analytical result by NMR spectroscopy: 1H-NMR (DMSO-d6) delta(ppm): delta13.82 (s, 1H), 11.70 (s, 1H), 10.06 (s, 1H), 8.32 (s, 1H), 8.06 (s, 1H), 7.83 (d, 1H, J=8.0 Hz), 7.79 (d, 1H, J=8.4 Hz), 7.67 (dd, 1H, J=16.8 Hz), 7.38 (t, 1H), 7.31 (t, 1H), 7.30 (d, 2H, J=13.6 Hz), 7.06 (d, 2H, J=8.4 Hz), 7.03 (s, 4H), 2.17 (s, 3H). ESI-MS m/z: 429[M-H]+ (100). Analysis showed that, the pale yellow solid is 3-(1H-benzimidazol-2-methylene)-5-(4-methylphenylaminosulfo)-2-indolone, the structural formula of which is shown in Formula I, wherein R1 is 4-methylphenylaminosulfo, R2 is hydrogen.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Benzo[d]imidazole-2-carbaldehyde, its application will become more common.
Reference:
Patent; INSTITUTE OF RADIATION MEDICINE, CHINA ACADEMY OF MILITARY MEDICAL SCIENCES PLA; Yang, Xiaoming; Wang, Lin; Li, Changyan; Zhan, Yiqun; Liu, Jing; Luo, Teng; Yan, Haiyan; Zhang, Shouguo; Li, Wei; Wen, Xiaoxue; Peng, Tao; Li, Lu; (18 pag.)US2016/151334; (2016); A1;,
Imidazole – Wikipedia,
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