Application of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.
General procedure: Ethyl 2-chloro-2-oxoacetate (8.19 g, 60.0 mmol) was added dropwise over 20 min to the corresponding imidazole (60.0 mmol) in CH2Cl2 (500 mL) at -20 C. Then, DIPEA (7.75 g, 10.5 mL, 60.0 mmol) was added at -20 C, the mixture was warmed up to rt and stirred for 12 h. The resulting mixture was washed with H2O (3 ¡Á 150 mL), the organic layer was dried over Na2SO4 and evaporated in vacuo [50]. 4.2.1 Ethyl 2-(5-bromo-1-methyl-1H-imidazol-2-yl)-2-oxoacetate (10h) (0013) Yield 15.0 g (96%); yellowish oil. 1H NMR (500 MHz, CDCl3) delta 7.32 (s, 1 H), 4.46 (q, J =7.1 Hz, 2 H), 4.02 (s, 3 H), 1.41 (t, J =7.1 Hz, 3 H). 13C NMR (126 MHz, CDCl3) delta 176.5, 163.2, 140.9, 132.6, 114.8, 62.6, 33.9, 14.0. LC/MS (CI): m/z = 261/263 [M+H]+. Anal. Calcd. for C8H9BrN2O3: C 36.80; H 3.47; N 10.73; Br 30.61. Found: C 36.66; H 3.65; N 10.58; Br 30.53.
The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Geraschenko, Oleksandr V.; Solomin, Vitalii V.; Vashchenko, Bohdan V.; Khodakivskyi, Pavlo; Tolmachev, Andrey A.; Grygorenko, Oleksandr O.; Journal of Fluorine Chemistry; vol. 229; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem