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【结 构 式】 
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【分子编号】62327 【品名】3,4-diethoxybenzenecarbothioamide 【CA登记号】 |
【 分 子 式 】C11H15NO2S 【 分 子 量 】225.31164 【元素组成】C 58.64% H 6.71% N 6.22% O 14.2% S 14.23% |
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：(VI)Bromination of 6-acetylpyridine-2-carboxylic acid (I) in hot AcOH generated the alpha-bromoketone (II), which was subsequently esterified to (III) upon refluxing in MeOH. Thioamide (VI) was prepared by treatment of 3,4-diethoxybenzonitrile (IV) with thioacetamide (V) in the presence of HCl. The thiazole derivative (VII) was then obtained by condensation of bromoketone (III) with thioamide (VI) in refluxing MeOH. Finally, basic hydrolysis of the methyl ester function of (VII) provided the title carboxylic acid
| 【1】 Chihiro, M.; Nagamoto, H.; Takemura, I.; Kitano, K.; Komatsu, H.; Sekiguchi, K.; Tabusa, F.; Mori, T.; Tominaga, M.; Yabuuchi, Y.; Novel thiazole derivatives as inhibitors of superoxide production by human neutrophils: Synthesis and structure-activity relationships. J Med Chem 1995, 38, 2, 353. |
| 【2】 Chihiro, M.; Matsuzaki, T.; Nagamoto, T.; Toda, G.; Sueyoshi, S.; Mori, T.; Kitano, K.; Takemura, I.; Yamashita, H.; Kurimura, M.; Tabusa, F. (Otsuka Pharmaceutical Co., Ltd.); Cytokine production inhibitors and adhesion inhibitors. JP 1998152437; US 2002013469; US 6583163; WO 9814191 . |
| 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) | 62323 | 6-acetyl-2-pyridinecarboxylic acid | C8H7NO3 | 详情 | 详情 | |
| (II) | 62324 | C9H10BrNO3 | 详情 | 详情 | ||
| (III) | 62325 | methyl 6-(2-bromoacetyl)-2-pyridinecarboxylate | C9H8BrNO3 | 详情 | 详情 | |
| (IV) | 62326 | 3,4-diethoxybenzonitrile | C11H13NO2 | 详情 | 详情 | |
| (V) | 19170 | ethanethioamide | 62-55-5 | C2H5NS | 详情 | 详情 |
| (VI) | 62327 | 3,4-diethoxybenzenecarbothioamide | C11H15NO2S | 详情 | 详情 | |
| (VII) | 62328 | methyl 6-[2-(3,4-diethoxyphenyl)-1,3-thiazol-4-yl]-2-pyridinecarboxylate | C20H20N2O4S | 详情 | 详情 |
Extended Information