【结 构 式】 |
【药物名称】 【化学名称】1-(2-Chlorophenyl)methanesulfonamide sodium salt monohydrate 【CA登记号】 【 分 子 式 】C7H9ClNNaO3S 【 分 子 量 】245.66148 |
【开发单位】University of North Carolina (Originator) 【药理作用】Lipoprotein Disorders, Treatment of , METABOLIC DRUGS |
合成路线1
Reaction of o-chlorobenzyl chloride (I) with thiourea (A) in refluxing ethanol affords the isothiourea hydrochloride (II), which is treated with chlorine gas in aqueous solution equal or lower at 10 C to afford the corresponding sulfonyl chloride (III). Exposure of (III) to liquid ammonia smoothly converts (III) to the sulfonamide (IV), which is converted to the sodium salt monohydrate with ethanolic sodium hydroxide.
【1】 Dubey, A.; Hall, I.H.; Wyrick, S.D.; Structure-activity studies on antihyperlipidemic N-benzoylsulfamates, N-benzylsulfamates and benzylsulfonamides. J Pharm Sci 1984, 73, 374-377. |
【2】 Wyrick, S.D.; Hall, I.H.; o-Chlorobenzylsulfonamide Sodium Salt. Drugs Fut 1985, 10, 4, 277. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(A) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
(I) | 10205 | 1-Chloro-2-(chloromethyl)benzene; 2-Chlorobenzyl chloride | 611-19-8 | C7H6Cl2 | 详情 | 详情 |
(II) | 29105 | 1-([[amino(imino)methyl]sulfanyl]methyl)-2-chlorobenzene | C8H9ClN2S | 详情 | 详情 | |
(III) | 29106 | (2-chlorophenyl)methanesulfonyl chloride | C7H6Cl2O2S | 详情 | 详情 | |
(IV) | 29107 | (2-chlorophenyl)methanesulfonamide | C7H8ClNO2S | 详情 | 详情 |
Extended Information