【结 构 式】 |
【分子编号】31235 【品名】2-bromo-1,2-bis(4-methoxyphenyl)-1-ethanone 【CA登记号】 |
【 分 子 式 】C16H15BrO3 【 分 子 量 】335.1973 【元素组成】C 57.33% H 4.51% Br 23.84% O 14.32% |
合成路线1
该中间体在本合成路线中的序号:(IV)The amonolysis of trifluoroacetonitrile (I) in refluxing liquid ammonia gives trifluoroacetamidine (II), which by reaction with SH2 in ether is converted into trifluorothioacetamide (III). Finally, this compound is cyclized with p-methoxy-alpha-bromo-alpha-(p-methoxyphenyl)acetophenone (IV) in refluxing acetonitrile.
【1】 Rynbrandt, R.H.; Nishizawa, E.E.; US 4168315 . |
【2】 Serradell, M.N.; Castaner, J.; Blancafort, P.; TFT. Drugs Fut 1982, 7, 5, 323. |
合成路线2
该中间体在本合成路线中的序号:(I)The cyclization of alpha-bromo-4,4'-dimethoxidesoxybenzoin (I) with pyrrole-2-carbothioamide (II) in hot acetonitrile gives 4,5-bis(4-methoxyphenyl)-2-(pyrrol-2-yl)thiazole (III), which is then condensed with ethyl bromoacetate (IV) by means of NaOH and tetrabutylammonium bromide in refluxing dichloromethane - water.
【1】 Yoshino, K.; Seko, N.; Yokota, K.; Ito, K.; Tsukamoto, G. (Kanebo Pharmaceuticals, Ltd.); Novel 4,5-bis(4-methoxyphenyl)-2-(pyrrol-2-yl)thiazoles, process for the preparation thereof and pharmaceutical compsn. containing the same. EP 0159677; JP 1985222481; JP 1986033186; JP 1986200985; US 4659726 . |
【2】 Prous, J.; Castaner, J.; KBT-3022. Drugs Fut 1991, 16, 2, 105. |
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) | 31235 | 2-bromo-1,2-bis(4-methoxyphenyl)-1-ethanone | C16H15BrO3 | 详情 | 详情 | |
(II) | 31236 | 1H-pyrrole-2-carbothioamide | C5H6N2S | 详情 | 详情 | |
(III) | 31237 | 4,5-bis(4-methoxyphenyl)-2-(1H-pyrrol-2-yl)-1,3-thiazole; 4-[4-(4-methoxyphenyl)-2-(1H-pyrrol-2-yl)-1,3-thiazol-5-yl]phenyl methyl ether | C21H18N2O2S | 详情 | 详情 | |
(IV) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |