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【结 构 式】 
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【分子编号】29946 【品名】1-[(azidocarbonyl)amino]-2-chloroethane 【CA登记号】 |
【 分 子 式 】C3H5ClN4O 【 分 子 量 】148.55176 【元素组成】C 24.26% H 3.39% Cl 23.87% N 37.72% O 10.77% |
合成路线1
该中间体在本合成路线中的序号：(II)HECNU can be prepared as follows (2): The reaction of 2-chloroethylisocyanate (I) with activated sodium azide yields 2-chloroethylcarbamoylazide (II). The preparation of N-(2-chloroethyl)-N-nitrosocarbamoylazide (III) was performed by adding 2-chloroethylcarbamoyiazide (III) to a suspension of anhydrous sodium acetate and nitrogen tetroxide in carbon tetrachloride. Reaction of N-(2-chloroethyl)-N-nitrosocarbamoylazide (III) with ethanolamine (IV) in isopropanol yields elmustine. The described synthetic approach offers a useful means to get the nitroso group attached to the required position.
| 【1】 Eisenbrand, G.; et al.; Some new congeners of the anticancer 1,2-bis(2-chloroethyl)-1-nitrosourea (BCNU). Synthesis of bifunctional analogs and water soluble derivatives and preliminary evaluation of their chemotherapeutic potential. Z Krebsforsch 1976, 86, 279. |
| 【2】 Hansch, C.; et al.; Quantitative structure activity relationships of antineoplastic drugs: Nitrosoureas and triazenoimidazoles. Cancer Chemother Rep 1972, 56, 443. |
| 【3】 Castaner, J.; Serradell, M.N.; Elmustine. Drugs Fut 1984, 9, 1, 18. |
| 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) | 11237 | 1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate | 1943-83-5 | C3H4ClNO | 详情 | 详情 |
| (II) | 29946 | 1-[(azidocarbonyl)amino]-2-chloroethane | C3H5ClN4O | 详情 | 详情 | |
| (III) | 24460 | 1-(2-chloroethyl)-2-oxo-1-hydrazinecarbonyl azide | C3H4ClN5O2 | 详情 | 详情 | |
| (IV) | 10259 | Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol | 141-43-5 | C2H7NO | 详情 | 详情 |