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【结 构 式】 
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【分子编号】32686 【品名】6-chloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-one 【CA登记号】61834-95-5 |
【 分 子 式 】C10H8ClN3O 【 分 子 量 】221.64584 【元素组成】C 54.19% H 3.64% Cl 16% N 18.96% O 7.22% |
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：(V)The condensation of 2-nitro-6-chlorobenzyl chloride (I) with ethyl glycinate (II) by means of triethylamine in refluxing ethanol gives ethyl N-(2-nitro-6-chlorobenzyl)glycinate (III), which is reduced with H2 over Pd/C in ethanol yielding ethyl N-(2-amino-6-chlorobenzyl)glycinate (IV). The cyclization of (IV) with cyanogen bromide (A) in refluxing ethanol affords 6-chloro-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one (V), which is finally chlorinated with Cl2 and FeCl3 in hot nitromethane.
| 【1】 Beverung, W.N.Jr.; Partyka, A.; Optionally substituted 1,2,3,5-tetrahydroimidezo(2,1-b)-quinazolin-2-ones and 6(H)-1,2,3,4-tetrahydropyimido(2,1-b)quinazolin-2-ones. US 3932407 . |
| 【2】 Castaner, J.; Serradell, M.N.; Hillier, K.; Blancafort, P.; Anagrelide hydrochloride. Drugs Fut 1980, 5, 3, 117. |
| 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) | 28017 | cyanic bromide；cyanogen bromide | 506-68-3 | CBrN | 详情 | 详情 |
| (I) | 32683 | 1-Chloro-2-(chloromethyl)-3-nitrobenzene | 15258-72-7 | C7H5Cl2NO2 | 详情 | 详情 |
| (II) | 10309 | ethyl 2-aminoacetate; Glycine ethyl ester | 459-73-4 | C4H9NO2 | 详情 | 详情 |
| (III) | 32684 | ethyl 2-[(2-chloro-6-nitrobenzyl)amino]acetate | 50608-25-8 | C11H13ClN2O4 | 详情 | 详情 |
| (IV) | 32685 | ethyl 2-[(2-amino-6-chlorobenzyl)amino]acetate | C11H15ClN2O2 | 详情 | 详情 | |
| (V) | 32686 | 6-chloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-one | 61834-95-5 | C10H8ClN3O | 详情 | 详情 |
Extended Information