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【结 构 式】 
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【分子编号】16895 【品名】1,4-BENZODIOXAN-2-ONE; 1,4-benzodioxin-2(3H)-one 【CA登记号】4385-48-2 |
【 分 子 式 】C8H6O3 【 分 子 量 】150.13384 【元素组成】C 64% H 4.03% O 31.97% |
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：(II)Proxodolol (V) was obtained as shown in Scheme 21696501a: Monoalkylation of pyrocatechol with chloroacetic acid gives 2-hydroxyphenoxyacetic acid (I), which is cyclized on heating into 1,4-benzodioxan-2-one (II). Condensation of (II) with acetamidoxime, giving 2-methyl-5-(2-hydroxyphenoxymethyl)-1,2,4-oxadiazole (III), followed by alkylation with epichlorohydrin yields the corresponding diether (IV), which smoothly reacts with tert-BuNH2, and the amine (V) is converted into its hydrochloride by reaction with HCl.
| 【1】 Mashkovski, M.D.; Sokolov, S.D.; Vinogradova, S.M.; Yuzhakov, S.D.; Yermakova, V.N.; Proxodolol. Drugs Fut 1997, 22, 5, 499. |
| 【2】 Sokolov, S.D.; Vinogradova, S.M.; Azarevich, O.G.; Berg, M.V.; Mashkovski, M.D.; Yuzhakov, S.D.; Morozov, A.V. (Center for Chemistry of Drugs); The hydrochlorides of derivs. of 5-phenoxymethyl-1,2, 4-oxadiaxole, possessing beta- and alpha-adrenoblocking activities. SU 1132505 . |
| 【3】 Sokolov, S.D.; Vinogradova, S.M.; Azarevich, O.G. (Center for Chemistry of Drugs); The method for producing of 5-(2-hydroxyphenoxymethyl)-1,2,4-oxadiazoles. SU 1139129 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 | |
| 11599 | o-Dihydroxybenzene; Catechol; Pyrocatechol | 120-80-9 | C6H6O2 | 详情 | 详情 | |
| 11847 | 2-Chloroacetic acid; Chloroacetic Acid | 79-11-8 | C2H3ClO2 | 详情 | 详情 | |
| 64134 | N'-hydroxyethanimidamide | C2H6N2O | 详情 | 详情 | ||
| (I) | 16894 | 2-Hydroxyphenoxyacetic acid; o-Hydroxyphenoxyacetic acid; 2-(2-hydroxyphenoxy)acetic acid | 6324-11-4 | C8H8O4 | 详情 | 详情 |
| (II) | 16895 | 1,4-BENZODIOXAN-2-ONE; 1,4-benzodioxin-2(3H)-one | 4385-48-2 | C8H6O3 | 详情 | 详情 |
| (III) | 16896 | 2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenol | C10H10N2O3 | 详情 | 详情 | |
| (IV) | 16897 | 2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenyl 2-oxiranylmethyl ether; 3-methyl-5-[[2-(2-oxiranylmethoxy)phenoxy]methyl]-1,2,4-oxadiazole | C13H14N2O4 | 详情 | 详情 | |
| (V) | 16898 | 1-(tert-butylamino)-3-[2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenoxy]-2-propanol hydrochloride | C17H26ClN3O4 | 详情 | 详情 |
Extended Information