Related Products of 57531-37-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57531-37-0, name is 2-Chloro-5-nitroimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
Example 4 Preparation of (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole To N,N-dimethylformamide (2.5 ml) solution of (R)-2-methylglycidyl-4-nitrobenzenesulfonate (0.5 g, 96.5percent e.e.) were added 2-chloro-4-nitro-1H-imidazole (0.324 g) and potassium carbonate (0.330 g) at a room temperature. After being stirred the reaction mixture at 50°C for 4 hours, the mixture was cooled to a room temperature, and was poured in water to cease the reaction. Extracted with ethyl acetate, and the extract was washed with water and an aqueous solution being saturated with sodium chloride in this order, then dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain yellow solid product. The thus obtained yellow solid product was purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate = 7/3), there was obtained (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole (0.341 g, yield: 85.6percent) as pale yellow crystals. Melting point: 65.5 – 67.0°C 1H-NMR (CDCl3) delta(ppm): 1.39 (3H, s), 2.62 (1H, d, J=3.6Hz), 2.79 (1H, d, J=3.6Hz), 3.99 (1H, d, J=14.7Hz), 4.38 (1H, d, J=14.7Hz), 7.87 (1H, s). Optical purity: 95.4percent e.e. The optical purity was determined by use of high performance liquid chromatography (HPLC) under the following conditions. Column: CHIRALPAK AD (4.6 mmphi* 250 mm) [manufactured by Daicel Chemical Industries, Ltd.] Moving bed: n-hexane/ethanol = 850/150 Flow velocity: 1.0 ml/minute Detection wave length: 254 nm.
The synthetic route of 2-Chloro-5-nitroimidazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Otsuka Pharmaceutical Company, Limited; EP1553088; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem