【结 构 式】 |
【分子编号】36402 【品名】2-(2,4-dichlorophenyl)-2-hydroxyacetamide 【CA登记号】 |
【 分 子 式 】C8H7Cl2NO2 【 分 子 量 】220.05452 【元素组成】C 43.67% H 3.21% Cl 32.22% N 6.37% O 14.54% |
合成路线1
该中间体在本合成路线中的序号:(III)The esterification of 2,4-dichloromandelic acid (I) with methanol and sulfuric acid gives the corresponding methyl ester (II), which by treatment with NH3 in methanol yields 2,4-dichloromandelamide (III). The alkylation of (III) with allyl chloride (IV) and NaH in THF affords 2-allyloxy-2-(2,4-dichlorophenyl)acetamide (V), which is hydrolyzed with refluxing aqueous HCl giving 2-allyloxy-2-(2,4-dichlorophenyl)acetic acid (VI). The reduction of (VI) with LiAlH4 in refluxing ether yields 2-allyloxy-2-(2,4-dichlorophenyl)ethanol (VII), which is esterified with methanesulfonyl chloride in pyridine to afford 2-allyloxy-2-(2,4-dichlorophenyl) ethanol methanesulfonate (VIII). Finally, this compound is condensed with 1H-imidazole (IX) in refluxing DMF.
【1】 GB 1522848 . |
【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; de Angelis, L.; Imazalil. Drugs Fut 1982, 7, 4, 254. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(I) | 36400 | 2-(2,4-dichlorophenyl)-2-hydroxyacetic acid | C8H6Cl2O3 | 详情 | 详情 | |
(II) | 36401 | methyl 2-(2,4-dichlorophenyl)-2-hydroxyacetate | C9H8Cl2O3 | 详情 | 详情 | |
(III) | 36402 | 2-(2,4-dichlorophenyl)-2-hydroxyacetamide | C8H7Cl2NO2 | 详情 | 详情 | |
(IV) | 13235 | Allyl chloride; 3-Chloro-1-propene | 107-05-1 | C3H5Cl | 详情 | 详情 |
(V) | 36403 | 2-(allyloxy)-2-(2,4-dichlorophenyl)acetamide | C11H11Cl2NO2 | 详情 | 详情 | |
(VI) | 36404 | 2-(allyloxy)-2-(2,4-dichlorophenyl)acetic acid | C11H10Cl2O3 | 详情 | 详情 | |
(VII) | 36405 | 2-(allyloxy)-2-(2,4-dichlorophenyl)-1-ethanol | C11H12Cl2O2 | 详情 | 详情 | |
(VIII) | 36406 | 3-(allyloxy)-3-(2,4-dichlorophenyl)propyl methanesulfonate | C13H16Cl2O4S | 详情 | 详情 | |
(IX) | 10255 | Imidazole; 1H-Imidazole | 288-32-4 | C3H4N2 | 详情 | 详情 |