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【结 构 式】

【分子编号】64080

【品名】2-[(2-hydroxyethyl)-4-nitroanilino]-1-ethanol

【CA登记号】

【 分 子 式 】C10H14N2O4

【 分 子 量 】226.23224

【元素组成】C 53.09% H 6.24% N 12.38% O 28.29%

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)

In an alternative method, p-nitroaniline (I) is reacted with ethylene oxide (II) to afford diol (III). This compound can also be prepared by condensation of 1-fluoro-4-nitrobenzene (IV) with diethanolamine (V). Chlorination of diol (III) to provide (VI) is accomplished with either mesyl chloride or SOCl2 in the presence of pyridine. Then, nitro group reduction in (VI) by means of iron and HCl affords aniline (VII).

1 Jordan, A.M.; Khan, T.H.; Malkin, H.; Osborn, H.M.I.; Synthesis and analysis of urea and carbamate prodrugs as candidates for melanocyte-directed enzyme prodrug therapy (MDEPT). Bioorg Med Chem 2002, 10, 8, 2625.
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) 15547 4-nitrophenylamine; p-Nitroaniline; 4-nitroaniline 100-01-6 C6H6N2O2 详情 详情
(II) 10393 Oxirane; Ethylene oxide 75-21-8 C2H4O 详情 详情
(III) 64080 2-[(2-hydroxyethyl)-4-nitroanilino]-1-ethanol C10H14N2O4 详情 详情
(IV) 14153 4-Fluoronitrobenzene; 1-Fluoro-4-nitrobenzene 350-46-9 C6H4FNO2 详情 详情
(V) 24273 2-[(2-hydroxyethyl)amino]-1-ethanol 111-42-2 C4H11NO2 详情 详情
(VI) 64081 N,N-bis(2-chloroethyl)-4-nitroaniline; N,N-bis(2-chloroethyl)-N-(4-nitrophenyl)amine C10H12Cl2N2O2 详情 详情
(VII) 64082 N~1~,N~1~-bis(2-chloroethyl)-1,4-benzenediamine; N-(4-aminophenyl)-N,N-bis(2-chloroethyl)amine C10H14Cl2N2 详情 详情
Extended Information