Application of 616-47-7, These common heterocyclic compound, 616-47-7, name is 1-Methyl-1H-imidazole, 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.
A literature procedure for the synthesis of the title compound was adopted. 2 A solution of N-methyl-1H-imidazole (280 muL, 290 mg, 3.50 mmol) in anhydrous THF (7 mL) was cooled to -78C and n-BuLi (2.5 M in hexanes, 2.2 mL, 3.60 mmol) was added dropwise by syringe under stirring. The resulting yellow solution was stirred for 30 minutes at -78C where upon chlorotrimethylsilane (465 muL, 399 mg, 3.67 mmol) was added dropwise by syringe; after the addition the resulting reaction mixture was allowed to return to room temperature and the stirring was continued for 1 h. The reaction was then cooled back to -78C, ethylchloroformiate (350 muL, 398 mg, 3.67 mmol) was added and the resulting mixture was allowed to warm up to room temperature and further stirred for 1h. The reaction was quenched with water (1 mL) and the solvents were evaporated under reduced pressure. The obtained crude product was dissolved in dichloromethane (100 mL), washed with water (3 x25 mL) and brine (1 x 25 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel with EtOAc as eluent, the chromatographic fractions containing the required compound were collected and concentrated under reduced pressure, affording the title compound 1f as a colorless liquid(152 mg, 37%).
Statistics shows that 1-Methyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 616-47-7.
Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem