Reference of 614-97-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 614-97-1 name is 5-Methyl-1H-benzo[d]imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
General procedure: ethyl 5-(bromomethyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate (5, 0.38 g, 1.00 mmol) is taken in THF (20 ml) and stirred at room temperature for 10 min. 1H-benzo[d]imidazole-2-thiol (8a, 0.15 g, 1.00 mmol) was added followed by the potassium hydroxide (0.06 g, 1.00 mmol) and tetrabutyl ammonium bromide (TBAB) (0.03 g, 0.10 mmol). The above reaction mass is stirred at room temperature for about 4-6 hours. After the completion of the reaction (monitored by TLC), the reaction mixture was concentrated under reduced pressure to evaporate THF and later extracted with diethyl ether (3 x 20 ml), washed with water (3 x 20 ml). The organic extract was dried with anhydrous sodium sulfate, concentrated under reduced pressure and crystallized to provide the desired compound (9a) in 64% yield (0.29 g). This is then recrystallized from saturated solution of methanol.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methyl-1H-benzo[d]imidazole, and friends who are interested can also refer to it.
Reference:
Article; Doddaramappa, Shridevi D.; Lokanatha Rai; Srikantamurthy, Ningaiah; Chandra; Chethan, Javarasetty; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3671 – 3675;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem