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【结 构 式】 
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【分子编号】53072 【品名】5-[(E)-1-propenyl]-1,3-benzodioxole 【CA登记号】n/a |
【 分 子 式 】C10H10O2 【 分 子 量 】162.1882 【元素组成】C 74.06% H 6.21% O 19.73% |
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)Isosafrole (II) was obtained by isomerization of safrole (I) under basic conditions. Ozonolysis of (II), followed by reductive decomposition of the intermediate ozonide with Zn, furnished piperonal (III). Oxidation of aldehyde (III) with methanolic iodine produced the methyl ester (IV), which was converted to the corresponding hydrazide (V) upon treatment with hydrazine in refluxing EtOH. Finally, condensation of (V) with thiophene-2-carboxaldehyde (VI) yielded the title hydrazone.
| 【1】 Gonzalez-Serratos, H.; et al.; A novel thienylhydrazone, (2-thienylidene)3,4-methylenedioxybenzoylhydrazine, increases inotropism and decreases fatigue of skeletal muscle. J Pharmacol Exp Ther 2001, 299, 2, 588. |
| 【2】 Sudo, R.T.; Alburquerque, E.X.; De Barreiro, E.J. (University of Maryland); Thienylhydrazon with digitalis-like properties (positive inotropic effects). WO 0078754 . |
| 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) | 46334 | 5-allyl-1,3-benzodioxole | C10H10O2 | 详情 | 详情 | |
| (II) | 53072 | 5-[(E)-1-propenyl]-1,3-benzodioxole | n/a | C10H10O2 | 详情 | 详情 |
| (III) | 10127 | 1,3-Benzodioxole-5-carbaldehyde; Heliotropine | 120-57-0 | C8H6O3 | 详情 | 详情 |
| (IV) | 53073 | methyl 1,3-benzodioxole-5-carboxylate | n/a | C9H8O4 | 详情 | 详情 |
| (V) | 53074 | 1,3-benzodioxole-5-carbohydrazide | n/a | C8H8N2O3 | 详情 | 详情 |
| (VI) | 30732 | 2-thiophenecarbaldehyde; Thiophene-2-carboxaldehyde | 98-03-3 | C5H4OS | 详情 | 详情 |
Extended Information