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芳氧乙基季銨盐的制备
THE PREPARATION OF β-ARYLOXYETHYLTRIA. LKYLAMMONIUM SALTS
【摘要】 为了寄生虫病的实驗治疗,制备了一系列β-芳氧乙基季銨盐。带有各种不同取代基团的苯酚与二甲基或二乙基β-氯乙基胺在丙酮溶液中于无水碳酸鉀的作用下縮合,成为相应β-芳氧乙基二甲基或二乙基胺,后者也可由各該苯酚先与过量溴化乙烯縮合成1-芳氧基-2-溴乙烷,再与二甲胺或二乙胺作用制成。这些胺化合物再与碘甲烷、溴化苄或溴化对硝基苄共热,便成相应β-芳氧乙基季銨盐。对硝基苯基β-溴乙基硫醚与三甲胺縮合,生成对硝基苯巯乙基三甲基季銨盐。
【Abstract】 A series of β-aryloxyethyltrialkylammonium salts was prepared for anthelmintic tests. Phenols carrying various substituents on the benzene ring (o-CH3, p-CH3, p-C6H5, o-NO2, p-NO2, 2-CH3-5-CH(CH3)2), on being refluxed with dimethylamino- or diethylaminoethyl chloride in acetone solutions in the presence of anhydrous potassium carbonate, formed the corresponding β-aryloxyethyldimethylamines or β-aryloxyethyldiethylamines. An alternative route for the synthesis of such compounds was the formation of β-aryloxyethyl bromide by the action of excess of ethylene bromide on the corresponding phenols, followed by the condensation of the bromides with dimethylamine or diethylaminc. The tertiary amines so prepared readily reacted with methyl iodide, benzyl bromide or p-nitrobenzyl bromide, forming the expected quaternary ammonium salts. β-(p-Nitrophenylmercapto)-ethyltrimethylammonium bromide was prepared by the reaction of β-(p-nitrophenylmercapto)-ethyl bromide with trimethylamine.
- 【文献出处】 药学学报 ,Acta Pharmaceutica Sinica , 编辑部邮箱 ,1960年01期
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