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【结 构 式】 
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【分子编号】54718 【品名】4-(aminosulfonyl)benzenesulfonyl chloride 【CA登记号】 |
【 分 子 式 】C6H6ClNO4S2 【 分 子 量 】255.70268 【元素组成】C 28.18% H 2.37% Cl 13.86% N 5.48% O 25.03% S 25.08% |
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 7-nitro-1H-indole (I) with NCS in acetonitrile gives 3-chloro-7-nitro-1H-indole (II), which is reduced with Fe and NH4Cl or stannous chloride in ethanol/aq. HCl to yield 3-chloro-1H-indol-7-amine (III). Finally, this compound is condensed with 4-sulfamoylbenzenesulfonyl chloride (IV) in pyridine to afford the target sulfonamide. The intermediate 4-sulfamoylbenzenesulfonyl chloride (IV) is obtained by diazotation of 4-aminobenzenesulfonamide (V) with NaNo2 and HCl, followed by treatment with SO2 and CuCl2.
| 【1】 Yoshino, H.; Yamato, T.; Okauchi, T.; Yoshimatsu, K.; Sugi, N.; Nagasu, T.; Ozawa, Y.; Koyanagi, N.; Kito, K. (Eisai Co., Ltd.); Bicyclic heterocyclic sulfonamide and sulfonic ester derivs.. EP 0673937; US 5721246; WO 9507276 . |
| 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) | 54715 | 7-Nitroindole | 6960-42-5 | C8H6N2O2 | 详情 | 详情 |
| (II) | 54716 | 3-chloro-7-nitro-1H-indole | C8H5ClN2O2 | 详情 | 详情 | |
| (III) | 54717 | 3-chloro-1H-indol-7-amine; 3-chloro-1H-indol-7-ylamine | C8H7ClN2 | 详情 | 详情 | |
| (IV) | 54718 | 4-(aminosulfonyl)benzenesulfonyl chloride | C6H6ClNO4S2 | 详情 | 详情 | |
| (V) | 54719 | 4-Aminobenzenesulfonamide; p-Aminobenzene sulfonyl amide; p-Aminobenzenesulfonamide; p-Anilinesulfonamide; Sulfanilamide | 63-74-1 | C6H8N2O2S | 详情 | 详情 |
Extended Information