Synthetic Route of 144689-93-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.
Imidazole 1 (2.0-8.0 g, 8.3-33.3 mmol), trityl protected tetrazolebiphenyl 2 (1.0 equivalent) and LiOH*H2O (1.0 equivalent) were stirred at ambient temperature in solvent-1 (17.5 mL/g of 1). The course of thereaction was monitored by HPLC. At partial conversion to the ester 3(when ca. 10 % of 2 was present in the reaction mixture), the temperature was raised to 40 C. When quantitative conversion to ester 3 was reached LiOH*H2O (1.5 equivalent) was added at 40 C to the reaction mixture and stirred at this temperature until the sufficient conversion to 4 was obtained. The reaction mixtures in entry 1-4 experiments were cooled to ambient temperature, in entry 5-6 experiments the temperature was maintained and reaction mixture stirred at 40 C until the reaction mixture contained less than 3% of 3. Then K2CO3 (1.1equivalent) was added followed by dropwise addition of 5 (1.23equivalent) solution in solvent-2 (2 mL/g of 1). The temperature of the reaction was raised to 50 C and mixture was stirred until quantitative conversion to 6 was obtained (if necessary, a smaller proportion of 5 was added). The reaction mixture was cooled and poured onto a mixture of ice and water, stirred for at least 0.5 h, the precipitate was filtered off and then re-slurred twice in water. The crude wet product was recrystallized from acetone and obtained precipitate was washed with a mixture of acetone/water (v/v=1/1).
The chemical industry reduces the impact on the environment during synthesis Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.
Reference:
Article; Toplak ?asar, Renata; ?asar, Zdenko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4348 – 4359;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem