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Lofexidine hydrochloride, MDL-14042, Britlofex

洛非西定Chemical Name: 2-[1-(2,6-Dichlorophenoxy)ethyl]-2-imidazoline hydrochloride
CAS No. 31036-80-3 (free base)
项目整合开发状态: Launched-1991
项目研究机构: Britannia (Originator), WorldMeds (Licensee)
合成路线:Compound can be prepared in two different ways:1) The condensation of 2,6-dichlorophenol (I) with alpha-bromopropionitrile (II) by means of K2CO3 in refluxing butanone gives alpha-(2,6-dichlorophenoxy)propionitrile (III),which by hydrolysis with ethanol and HCl affords ethyl ester hydrochloride (IV).Finally,this compound is cyclized with ethylenediamine (A) in ethanol at 70 C.2) By condensation of sodium 2,6-dichlorophenolate (V) with 2-(alpha-chloroethyl)-2-imidazoline (VI) in refluxing dioxane.
📌 参考资料/链接:
参考文献标题:Lofexidine
文献作者:Blancafort,P.
参考来源:Drugs Fut 1978,3(8),592

📄 详细内容


合成路线:Compound can be prepared in two different ways:1) The condensation of 2,6-dichlorophenol (I) with alpha-bromopropionitrile (II) by means of K2CO3 in refluxing butanone gives alpha-(2,6-dichlorophenoxy)propionitrile (III),which by hydrolysis with ethanol and HCl affords ethyl ester hydrochloride (IV).Finally,this compound is cyclized with ethylenediamine (A) in ethanol at 70 C.2) By condensation of sodium 2,6-dichlorophenolate (V) with 2-(alpha-chloroethyl)-2-imidazoline (VI) in refluxing dioxane.

参考文献标题:Imidazoline derivatives and processes for the production thereof
文献作者:Baganz,H.; May,H.J.
参考来源:US 3966757


合成路线:Compound can be prepared in two different ways:1) The condensation of 2,6-dichlorophenol (I) with alpha-bromopropionitrile (II) by means of K2CO3 in refluxing butanone gives alpha-(2,6-dichlorophenoxy)propionitrile (III),which by hydrolysis with ethanol and HCl affords ethyl ester hydrochloride (IV).Finally,this compound is cyclized with ethylenediamine (A) in ethanol at 70 C.2) By condensation of sodium 2,6-dichlorophenolate (V) with 2-(alpha-chloroethyl)-2-imidazoline (VI) in refluxing dioxane.

参考文献标题:Nouveau proc閐?de pr閜aration d'aryloxy-isoalcoyl-delta2-imidazolines et de leurs sels d'addition d'acide
文献作者:Baganz,H.; May,H.J.
参考来源:CH 529766; DE 1695555; FR 1555168; GB 1181356


合成路线:Compound can be prepared in two different ways:1) The condensation of 2,6-dichlorophenol (I) with alpha-bromopropionitrile (II) by means of K2CO3 in refluxing butanone gives alpha-(2,6-dichlorophenoxy)propionitrile (III),which by hydrolysis with ethanol and HCl affords ethyl ester hydrochloride (IV).Finally,this compound is cyclized with ethylenediamine (A) in ethanol at 70 C.2) By condensation of sodium 2,6-dichlorophenolate (V) with 2-(alpha-chloroethyl)-2-imidazoline (VI) in refluxing dioxane.
参考文献标题:Verfahren zur Herstellung von Aryloxyisoalkyl-delta2-imidazolinen und deren S鋟readditonssalzen
文献作者:Baganz,H.; May,H.J.
参考来源:AT 296285B; CH 539045; DE 1935479; ES 381547


产品链接: CAS No. 31036-80-3››