Application of 37067-95-1,Some common heterocyclic compound, 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, molecular formula is C4H5IN2, 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.
HL3: 1,3-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (1.0 mmol), Pd(OAc)2 (0.05 equiv), PPh3 (0.2 equiv), 1-methyl-2-iodoimidazole (2.5 mmol) were resolved in dimethoxyethane/2M K2CO3 aqueous solution (20 mL, 1:1) under nitrogen atmosphere. The mixture was heated and refluxed for 24 h. After being cooled to room temperature, the reaction mixture was diluted with EtOAc, and poured into a brine solution. The organic layer was separated, and washed with the water, dried, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to obtain the pure product HL3 in 34% yield. 1H NMR (CDCl3): 3.72 (s 6H), 7.12 (d, 2H), 7.47 (t, 1H), 7.48 (d, 2H), 7.56 (s, 1H), 7.72 (d, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1-methyl-1H-imidazole, its application will become more common.
Reference:
Patent; Arizona Board of Regents for and on Behalf of Arizona State University; US2011/301351; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem