Research on new synthetic routes about 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, and friends who are interested can also refer to it.

Synthetic Route of 152628-02-9, 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. 152628-02-9 name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[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.

32.24 g of 2-n-propyl-4-methyl-6-(1′-methylbenzimidazol-2′-yl)benzimidazole x H2O is placed in 100 mL of dimethylacetamide (DMA), and 11.8 g of potassium tert-butoxide is added batchwise with stirring at approximately 20 C. and then the mixture is stirred for one hour at about 20 C. The mixture is cooled to 5 C. and then a mixture of 28.6 g of 4-bromomethyl-2′-cyanobiphenyl and 95 mL of DMA (dissolved at approximately 20 C.) is added dropwise over about 30 minutes. The temperature of the reaction mixture is maintained at approximately 5 C.-10 C. by cooling with the ice bath. Then it is rinsed with 5 mL of DMA and stirred for a further 1.5 hours at 5 C. to 10 C. [0045] The solvent is largely distilled off under a water-jet vacuum, during which time the product crystallizes out. The residue is cooled to 60 C., diluted with 230 mL of tert-butylmethylether and stirred for 1 hour without any energy input, then cooled to 15 C. to 20 C. and stirred for another hour at this temperature. The crystals are suction filtered, washed batchwise with 100 mL of tert-butylmethylether, then with 250 mL of water, and then dried in a vacuum drying cupboard at 80 C. Yield: 43.3 g (87.5% of theory); melting point: 196 C.-197 C.; HPLC: >99.9%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2004/236113; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem