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ChemicalBook CAS DataBase List 2-Acetylbenzimidazole

2-Acetylbenzimidazole synthesis

9synthesis methods
Add KMnO4 in batches to 2-(α-hydroxyethyl)benzimidazole, and finally react to obtain 2-Acetylbenzimidazole.
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Yield:18773-95-0 100 %

Reaction Conditions:

with acetic anhydride at 20;

Steps:

4.4.3.12. 1-(1H-Benzo[d]imidazole-1-yl)ethan-1-one (3l)

Benzimidazole(0.20 g, 1.7 mmol), Ac2O (3.5 mL, 37.0 mmol) and AcOH (5.0 mL,87.3 mmol) were stirred at RT for 0.5 h. The reaction mixture wasconcentrated under reduced pressure, and then azeotroped with PhMe(x3) to give 1-(1H-benzo[d]imidazole-1-yl)ethan-1-one (270 mg,quant.) as an off-white solid.1H NMR (600 MHz, DMSO-d6) 8.89 (s, 1H), 8.17 (d, J = 7.5 Hz, 1H), 7.76 (d, J = 7.9 Hz, 1H), 7.44-7.35 (m, 2H), 2.75 (s, 3H); 13C NMR(151 MHz, DMSO-d6) 169.1, 144.2, 143.7, 131.2, 125.3, 124.6, 120.0,115.2, 23.7; LCMS m/z 161.0 [M+H]+.

References:

Atkinson, Benjamin N.;Willis, Nicky J.;Zhao, Yuguang;Patel, Chandni;Frew, Sarah;Costelloe, Kathryn;Magno, Lorenza;Svensson, Fredrik;Jones, E. Yvonne;Fish, Paul V. [European Journal of Medicinal Chemistry,2023,vol. 251,art. no. 115132]

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