Electric Literature of 33543-78-1,Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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.
A mixture of ethyl 1H-imidazole-2-carboxylate (700?mg, 5.0?mmol), potassium carbonate (1.38?g, 10.0?mmol) and 4-bromobut-1-ene (800?mg, 6.0?mmol) in 5?mL DMF was heated to 80?C for 3?h. TLC analysis indicated that the reaction had ceased. After cooling to room temperature, the solution was diluted with EtOAc (15?mL) and washed with water (25?mL?*?3), brine (25?mL?*?3). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified by SiO2 chromatography (ethyl acetate: petroleum ether?=?1:1) to give compound 9d as colorless oil (0.93?g, 96%). 1 H NMR (500?MHz, CDCl3) delta 7.14 (d, J?=?1.0?Hz, 1H), 7.05 (d, J?=?1.0?Hz, 1H), 5.80-5.70 (m, 1H), 5.08-5.01 (m, 2H), 4.47 (t, J?=?7.0?Hz, 2H), 4.41 (q, J?=?7.0?Hz, 2H), 2.59-2.50 (m, 2H), 1.43 (t, J?=?7.0?Hz, 3H); ESI-MS: m/z = 195 [M+H]+.
The synthetic route of 33543-78-1 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Yu, Jianjun; Liu, Jieyu; Li, Daqiang; Xu, Lei; Hong, Duidui; Chang, Shan; Li, Jia; Liu, Tao; Zhou, Yubo; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 423 – 439;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem