Application of 152628-03-0, The chemical industry reduces the impact on the environment during synthesis 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, I believe this compound will play a more active role in future production and life.
7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid (10.000 g, 0.045 M) was dissolved in ethanol (50 mL) using a stir bar in a two neck round bottom flask connected to a Liebig condenser. By maintaining the flask at 0-5C thionyl chloride (26.700 g, 0.225 M) was added via dropping funnel. Then the reaction was allowed to reflux for 3-3.5 h. The progress of the reaction was monitored by TLC (using 9.5:0.5 ethyl acetate & methanol mobile phase). After TLC analysis revealed the completion of reaction, excess ethanol and thionyl chloride was stripped under vacuum at 60C. Further reaction mixture was washed with 20 mL of toluene to remove traces of thionyl chloride. Furthermore, 50 mL of toluene was added and reaction mixture was maintained at 0-5 C to get off white precipitate. Then later, the precipitate was stirred for 0.5 h, filtered and washed with toluene (50 mL). Then solid (HCl salt) was dissolved in dichloromethane (60 mL) and pH was adjusted to 7 by addition of 20 % NaHCO3 (12 grams in 60 mL demineralized water). Then dichloromethane layer was washed with 20 mL demineralized water. Dichloromethane was removed under vacuum to get oil which upon cooling afforded the solid. Yield = 8.000 g (71%).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Mallandur, Bhargava K.; Rangaiah, Gururaja; Harohally, Nanishankar V.; Synthetic Communications; vol. 47; 11; (2017); p. 1065 – 1070;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem