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Nihon Ishinkin Gakkai Zasshi, 2002. 43(3): p. 181-7.\n[2].\nOku, Y., N. Takahashi, and K. Yokoyama, [Fungicidal activity of liranaftate against dermatophytes]. Nihon Ishinkin Gakkai Zasshi, 2009. 50(1): p. 9-13.",[],[],[],[264],{"key":265,"value":266},"RTECS号","FD3890000","\u003Ctd>\n\n\u003Cp>\u003Ca href=\"\u002Fen\u002Fcas\u002F88678-31-3_1084274.html#duXinDiv\">利拉萘酯毒性英文版\u003C\u002Fa>\u003C\u002Fp>\n\n\u003C\u002Ftd>","\u003Cp>主要有四种合成路线和方法:其一是将5,6,7,8-四氢-2-萘酚与N-(6-甲氧基-2-吡啶基)-N-甲基硫代氨基甲酰氯缩合;其二是6-甲氧基-2-甲氨基吡啶与5,6,7,8-四氢-2-萘氧硫酰氯缩合;其三是将N-(6-甲氧基-2-吡啶基)-N-甲基二硫代氨基甲酸钠与2-(2,4-二硝基苯氧基)-5,6,7,8-四氢萘缩合;其四是将中间体N-(6-甲氧基-2-吡啶基)-N-甲基二硫代氨基甲酸-2,4-二硝基苯酯与5,6,7,8-四氢-2-萘酚缩合.推荐方法二的合成方法和路线.\u003C\u002Fp>\u003Cp>(1).6-甲氧基-2-甲氨基吡啶的制备\u003C\u002Fp>\u003Cp>在1L的不锈钢高压釜中加入2,6-二氯吡啶270g(1.82mol)、30%甲胺水溶液567g(含甲胺170g)(5.48mol),密闭高压釜,开搅拌升温至135~140 ºC反应3 ~4h,反应过程中釜内压力约为0.8~1.3Mpa.反应毕,冷至60 ºC,加入48%的溶液92ml,加热至100 ºC保持2h.以便除去过量的甲胺(可回收甲胺98%).再将其冷至50 ºC以下,将混合物转移至2L分液漏斗,用苯(270ml*3)提取,合并有机层,用饱和食盐水洗涤,无水Na2SO4干燥,过滤,滤液浓缩除苯,冷至50 ºC加入140ml无水甲醇,得6-氯-2-甲氨基吡啶的甲醇溶液.\u003C\u002Fp>\u003Cp>在1L高压釜加入6-氯-2-甲氨基吡啶的甲醇溶液和新鲜制备的甲醇钠187g(3.46mol),密闭反应釜#搅拌升温至145~150ºC,保温反应4h(釜内压力大约为1MPa).反应毕,冷至50ºC,加水430ml,剩余物用氯仿(100ml×4)提取,合并氯仿层,减压蒸除氯仿,得油状物6-甲氧基-2-甲氨基吡啶213g,收率84%左右,无需进一步纯化,直接用于下步反应.\u003C\u002Fp>\u003Cp>(2)5,6,7,8-四氢-2-萘氧硫酰氯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入硫光气(纯度95%)12.7g(0.105mol),四氯化碳75ml,搅拌,冰水浴冷却到5 ºC\u003C\u002Fp>\u003Cp>以下,于1.5~2h内滴加5,6,7,8-四氢-2-萘酚[14.8g(0.100mol)]的NaOH(2mol\u002FL,50ml)溶液,控制滴加过程温度5~6 ºC,滴毕,继续搅拌反应5~15h(用HPLC跟踪,5,6,7,8-四氢-2-萘酚消失,则反\u003C\u002Fp>\u003Cp>应达终点).反应毕,将反应混合液用水洗,分相,有机相减压蒸除溶剂,得粗品21.5g,进行真空蒸馏,收集106~112 ºC\u002F39.996Pa馏分,得精制品5,6,7,8-四氢-2-萘氧硫酰氯 18g油状物,收率79.5%(中真空蒸馏收率84%).\u003C\u002Fp>\u003Cp>(3)利拉萘酯的合成\u003C\u002Fp>\u003Cp>在反应瓶中加粗制6-甲氧基-2-甲氨基吡啶 19.6g(折合0.128mol)、异丙醇250ml、水100ml、无水K2CO3 29.4g,\u003C\u002Fp>\u003Cp>于室温下1~1.5h内滴加5,6,7,8-四氢-2-萘氧硫酰氯 41.9g(0.128mol)的异丙醇100ml的溶液.滴毕,继续在室温搅拌反应4~5h,当反应瓶产生多量结晶沉淀时反应终了(一般反应5~6h).加水500ml,充分搅拌则析出大量结晶,过滤,滤饼水洗至中性,抽干,干燥,得粗品50g,用无水乙醇200ml重结晶,过滤,滤饼用少量冰冷乙醇洗涤,抽干,干燥得利拉萘酯 31g,收率73.7%,mp97~99 ºC,纯度99.5~99.8%(HPLC法)。(注意：5,6,7,8-四氢-2-萘酚按文献[27,28]制备.)\u003C\u002Fp>\u003Cp>\u003C\u002Fp>","2026-08-21T07:51:12.859463Z",false,[272,278,284,290,296,302,308,314,320,326,332,338],{"slug":273,"cid":274,"name":275,"nameZh":276,"cas":277},"785893769781186560","J-36209-4","Sodium methylparaben","尼泊金甲酯钠","5026-62-0",{"slug":279,"cid":280,"name":281,"nameZh":282,"cas":283},"785872476956528640","J-1339868-0","beta-Butyrolactone","β-丁内酯","3068-88-0",{"slug":285,"cid":286,"name":287,"nameZh":288,"cas":289},"785880917334822912","J-1094636-8","Polysorbate 80","聚山梨酯80","9005-65-6",{"slug":291,"cid":292,"name":293,"nameZh":294,"cas":295},"785888931907375104","J-1357711-2","Cyclethrin","环虫菊酯","97-11-0",{"slug":297,"cid":298,"name":299,"nameZh":300,"cas":301},"785896566446624768","J-44457-5","Spiculisporic Acid","4,5-二羧基-γ-十五内酯","469-77-2",{"slug":303,"cid":304,"name":305,"nameZh":306,"cas":307},"785876291281752064","J-1973244-6","Pirolate","匹罗酯","55149-05-8",{"slug":309,"cid":310,"name":311,"nameZh":312,"cas":313},"785882191711178752","J-22260-6","Butonate","丁酯膦","126-22-7",{"slug":315,"cid":316,"name":317,"nameZh":318,"cas":319},"785873458390110208","J-1971105-8","Evodine","吴茱萸内酯","6989-38-4",{"slug":321,"cid":322,"name":323,"nameZh":324,"cas":325},"785893257258209280","J-34993-9","N-Benzoylmeroquinene tert-Butyl Ester","N-苯甲酰部奎宁叔丁酯","52346-13-1",{"slug":327,"cid":328,"name":329,"nameZh":330,"cas":331},"785883472982970368","J-1191121-0","Methyl 2-deoxy-2-[[(phenylmethoxy)carbonyl]amino]-α-D-glucopyranoside","2-脱氧-2-[[(苯基甲氧基)羰基]氨基]-α-D-吡喃葡萄糖苷甲酯","4704-15-8",{"slug":333,"cid":334,"name":335,"nameZh":336,"cas":337},"785883827640733696","J-9613-9","Flurbiprofen axetil","氟比洛芬酯","91503-79-6",{"slug":339,"cid":340,"name":341,"nameZh":342,"cas":343},"785929190187732992","J-943479-1","(-)-Przewalskin B","(-)-普鲁瓦斯基内酯B","924896-96-8",1794260351434,"zh-CN",[]]