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【结 构 式】 
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【分子编号】33277 【品名】1-(2-Acetoxypropyl)-2-methyl-4-nitroimidazole; 1-Methyl-2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl acetate 【CA登记号】 |
【 分 子 式 】C9H13N3O4 【 分 子 量 】227.22004 【元素组成】C 47.57% H 5.77% N 18.49% O 28.17% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(V)The condensation of (I) with propylene oxide (A) in ethanol at 20 C gives 1-(2-hydroxypropyl)-2-methylimidazole (III), which is acetylated with acetyl chloride in refluxing acetonitrile yielding the corresponding acetate (IV). The nitration of (IV) by means of HNO3 and P2O5 affords 1-(2-acetoxypropyl)-2-methyl-4-nitroimidazole (V), which is finally hydrolyzed with 4N HCl at 90 C.
| 【1】 Cosar, C.; Crisan, C.; Horclois, R.; Jacob, R.M.; Robert, J.; Tchelitcheff, S.; Vaupre,R.; Nitroimidazoles. Arzneim-Forsch Drug Res 1966, 16, 1, 23-29. |
| 【2】 Jeanmart, C.; Messer, M. (Aventis Pharma SA); New process for the preparation of 5-nitroimidazole derivatives. DE 2107405; FR 2079880; GB 1278757; JP 49080066 . |
| 【3】 Hillier, K.; Secnidazole. Drugs Fut 1979, 4, 4, 280. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 24485 | Propylene oxide; 2-Methyloxirane | C3H6O | 详情 | 详情 | |
| (I) | 15670 | 2-Methylimidazole; 2-Methyl-1H-imidazole | 693-98-1 | C4H6N2 | 详情 | 详情 |
| (III) | 33275 | 1-(2-methyl-1H-imidazol-1-yl)-2-propanol; 1-(2-hydroxypropyl)-2-methylimidazole | C7H12N2O | 详情 | 详情 | |
| (IV) | 33276 | 1-methyl-2-(2-methyl-1H-imidazol-1-yl)ethyl acetate | C9H14N2O2 | 详情 | 详情 | |
| (V) | 33277 | 1-(2-Acetoxypropyl)-2-methyl-4-nitroimidazole; 1-Methyl-2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl acetate | C9H13N3O4 | 详情 | 详情 |
Extended Information