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【结 构 式】 
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【分子编号】25928 【品名】5-[3,5-di(tert-butyl)-4-hydroxyphenyl]-1,3,4-thiadiazole-2(3H)-thione 【CA登记号】 |
【 分 子 式 】C16H22N2OS2 【 分 子 量 】322.49556 【元素组成】C 59.59% H 6.88% N 8.69% O 4.96% S 19.89% |
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：(IV)The reaction of 2,6-di(tert-butyl)phenol (I) with CS2 and ethyl chloroacetate gives the dithiobenzoate (II), which is treated with hydrazine in ethanol yielding the thiobenzoyl hydrazide (III). The cyclization of (III) with CS2 in refluxing ethanol affords the thiadiazolethione (IV), which is finally condensed with ethyl iodide and NaOH in THF.
| 【1】 Sercel, A.D.; Connor, D.T.; Song, Y.; et al.; Synthesis, structure-activity relationships, and in vivo evaluations of substituted di-tert-butylphenols as a novel class of potent, selective, and orally active cyclooxygenase-2 inhibitors. 2. 1,3,4- and 1,2,4-thiadiazole series. J Med Chem 1999, 42, 7, 1161. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10925 | Iodoethane;ethyl iod | 75-03-6 | C2H5I | 详情 | 详情 | |
| 16601 | ethyl chloroacetate; ethyl 2-chloroacetate | 105-39-5 | C4H7ClO2 | 详情 | 详情 | |
| (I) | 25925 | 2,6-di(tert-butyl)phenol | 128-39-2 | C14H22O | 详情 | 详情 |
| (II) | 25926 | ethyl 2-[[3,5-di(tert-butyl)-4-hydroxybenzothioyl]sulfanyl]acetate | C19H28O3S2 | 详情 | 详情 | |
| (III) | 25927 | 3,5-di(tert-butyl)-4-hydroxybenzenecarbothiohydrazide | C15H24N2OS | 详情 | 详情 | |
| (IV) | 25928 | 5-[3,5-di(tert-butyl)-4-hydroxyphenyl]-1,3,4-thiadiazole-2(3H)-thione | C16H22N2OS2 | 详情 | 详情 |
Extended Information