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【结 构 式】 
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【药物名称】C-751 【化学名称】Ethyl 4(5H)-imidazolecarboxylate 【CA登记号】23785-21-9 【 分 子 式 】C6H8N2O2 【 分 子 量 】140.14286 |
【开发单位】Merck & Co. (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY |
合成路线1
The hydrolysis of diethyl imidazole-4,5-dicarboxylate (I) with aqueous NaOH gives imidazole-4,5-dicarboxylic acid (II), which is partially decarboxylated by treatment with refluxing aniline yielding 4-anilinocarbonylimidazole (III). The hydrolysis of (III) with refluxing aqueous HCl affords imidazole-4-carboxylic acid (IV), which is finally esterified with ethanol and dry HCl at reflux temperature.
| 【1】 Schen, T.-T.; et al.; US 3438992 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Hillier, K.; Castaner, J.; C-751. Drugs Fut 1981, 6, 4, 218. |
| 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) | 12294 | Aniline; Phenylamine | 62-53-3 | C6H7N | 详情 | 详情 |
| (I) | 37424 | diethyl 1H-imidazole-4,5-dicarboxylate | C9H12N2O4 | 详情 | 详情 | |
| (II) | 31951 | 1H-imidazole-4,5-dicarboxylic acid | 570-22-9 | C5H4N2O4 | 详情 | 详情 |
| (III) | 37425 | N-phenyl-1H-imidazole-4-carboxamide | C10H9N3O | 详情 | 详情 | |
| (IV) | 37426 | 1H-imidazole-4-carboxylic acid | C4H4N2O2 | 详情 | 详情 |
Extended Information