Electric Literature of 253453-91-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 253453-91-7 name is 2-Chloro-1-methyl-1H-imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Example 53[0208] A 1.6 M solution of n-butyllithium in hexanes (2.27 ml, 3.6 mmol) was added dropwise to a solution of 2-chloro-l -methyl- lH-imidazole* (0.4 g, 3.45 mmol) in anhydrous TEtaF (10 ml) at – 78 C. The reaction mixture was maintained below -78 C during the addition. After 15 min, a solution of 2-chloro-6-methylphenyl isocyanate (0.64 g, 3.79 mmol) in TEtaF (5 ml) was added and the solution was stirred at -78 C for further 2h. The solution was quenched by the addition of aq NH4Cl and partitioned between EtOAc and water. The organic layer was separated and washed with brine, dried and concentrated. The crude product was purified on silica gel chromatography by using 30% EtOAc/Hexane, to give compound 53 as white solid (353 mg, 36% yield). 1H NMR (500 Hz, DMSO-d6) delta 9.96(s, IH), 7.82 (s, IH), 7.40 (dd, J= 1.7, 5.74 Hz, IH), 7.27 (m, 2H), 3.83 (s, 3H,), 2.23 (s, 3H); ESI-MS: calcd for (C12H11C12N3O) 282, found 282 (M-H+). HPLC: retention time: 17.83 min.; purity: 96%
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1-methyl-1H-imidazole, and friends who are interested can also refer to it.
Reference:
Patent; ABRAXIS BIOSCIENCE, LLC; TAO, Chunlin; WANG, Qinwei; NALLAN, Laxman; POLAT, Tulay; KORONIAK, Lukasz; DESAI, Neil; WO2010/144338; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem