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N,N-双-(苯并咪唑基甲基)羟胺的合成及其反应

THE SYNTHESIS AND REACTIONOF N, N- BIS (GENZIMIDAZOLYLMETHYL)HYDROXYLAMINE

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【作者】 赵刚; 石梅; 徐秀娟;

【Author】 Zhao Gang ;Shi Mei; Xu Xiujuan(Department of Chemistry, Beijing Mormal University ,100875, Beijing PRC)

【机构】 北京师范大学化学系!北京; 100875;

【摘要】 在碳酸氢钠存在下,用一步法以苯并咪唑、甲醛、盐酸羟胺为原料,合成了N,N-双-(苯并咪唑基甲基)羟胺(Ⅰ);苯并咪唑、甲醛与甲胺在甲苯溶液中回流分水,得到N,N-双-(苯并咪唑基甲基)甲胺(Ⅱ).用N,N-双-(苯并咪唑基甲基)羟胺与格氏试剂反应合成了4个N,N-双取代羟胺(Ⅲ).用N,N-双-(苯并咪唑基甲基)羟胺与丙烯酸甲酯、丙烯酸乙酯或反-丁烯二酸二乙酯发生1,3-偶极环加成反应,得到2-(苯并咪唑基甲基)异唑啉-5-羧酸酯或2-(苯并咪唑基甲基)异唑啉-4,5-二羧酸酯.用IR,1HNMR和元素分析确定了它们的结构.

【Abstract】 In the presence of sodium bicarbonate, the one step reaction of benzimidazole,formaldehyde and hydroxylamine hydrochloride was studied. New N, N- bis- forbenzimidazolylmethyl) hydroxylamine (Ⅰ) was obtained in high yield. The Mannich reaction ofbenzimidazole, formaldehyde and methylamine, under the condition of refluxing in toluene solution and remove water, form the new compound N,N- bis - (benzimidazolylmethyl) methylamine (Ⅱ). (Ⅰ) react with the Grignard reagents of alkyl brocade to obtain four N,N -disubstitutedhydroxylamines. The 1,3 - dipolar addition reaction of (Ⅰ) with arylic esters or fumaric ester werealso studied to obtain three new 2 - benzimidazolylmethylisoxazoline - 5 - carboxylate esters or4,5- dicarboxylate diester. Their structures are deduced by IR, 1HNMR and elemental analysis.

  • 【文献出处】 北京师范大学学报(自然科学版) ,JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE) , 编辑部邮箱 ,1997年01期
  • 【分类号】O623
  • 【被引频次】1
  • 【下载频次】252
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