A common compound: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 288-32-4
Imidazole (200 g) was dissolved in tetrahydrofuran (600 ml). Jacketed reactor (4 L) was flushed with nitrogen and tetrahydrofuran (1 060 ml) was added. Potassium t-butoxide (339.9 g) was added through a funnel. The funnel and walls of the reactor were rinsed with tetrahydrofuran (140 ml). Content of the reactor was stirred for 15 minutes, cooled down to 0C and the imidazole solution was slowly added. Temperature of the reaction mixture was adjusted to 7C and methyl chloroacetate (302.9 g) was slowly added. The reaction mixture was stirred at 20-25C for 2 hours. Formed solid inorganic salts were filtered; the filter cake was washed with tetrahydrofuran (1 x 300 ml and 1 x 150 ml). Combined filtrates (approx. 1 800 ml) were transferred to clean jacketed reactor and water (300 ml) was added. The reaction mixture was heated under stirring to start distillation. Approx. 1 800 ml of volatile solvents were distilled off. The reaction mixture was stirred at 88-98C for additional 1.5 hr. The reaction mixture was then slowly cooled down to 25C. In the course of cooling, when the temperature of the reaction mixture reached 50C, methanol (1 050 ml) was added while continuing cooling. When the temperature of reaction mixture reached 25C, pH of the crystalline suspension was adjusted to 4-5 by addition of 36% hydrochloric acid (approx. 45 ml). Suspension was cooled down to 0C and stirred at -2 to 2C for 120 minutes. Product was then filtered, washed with methanol (500 ml) in several portions. Wet cake was dried at 60-65C for 10 hours to give 276.8 g of 2-(1H imidazol-1-yl)acetic acid. The product was analyzed by HPLC: content of diacid 0.07%, HPLC purity 99.22%.
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, 288-32-4, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Synthon B.V.; EP2192126; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem