These common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 16042-25-4
General procedure: Conc. H2SO4 (27.5 mL, 516 mmol) was added slowly to 1H-imidazole-2-carboxylic acid (5 g, 44.6mmol) followed by drop wise addition of fuming HNO3 (5 mL). The reaction was then heated to 80 C for 5.5 hr. The reaction was cooled to rt, then added drop wise over crushed ice. The precipitate was then filtered and dried under vacuum overnight to yield a pale lemon solid (3.8 g, 54%). LCMS (Waters Atlantis: Gradient Method 1): Rt = 1.35 min, 99 A% 254 nm, [M + H]+ = 158.0. 1H NMR(400 MHz, DMSO) delta 14.38 (s, 1H), 8.48 (s, 1H). 13C NMR (150 MHz, CDCl3) delta 158.8, 147.3, 136.8,121.6. HRMS (ESI): m/z calcd for C8H6N6NaO8 [2M + Na]+, 337.0139; found, 337.0151.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16042-25-4.
Reference:
Article; Jarrad; Debnath; Miyamoto; Hansford; Pelingon; Butler; Bains; Karoli; Blaskovich; Eckmann; Cooper; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 353 – 362;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem