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【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%

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:(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
Extended Information