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

作　　者：赵刚[1] 石梅[1] 徐秀娟[1] 

机构地区：[1]北京师范大学化学系,北京100875

出　　处：《北京师范大学学报（自然科学版）》1997年第1期107-111,共5页Journal of Beijing Normal University(Natural Science)

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．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.

关 键 词：苯并咪唑基甲基 羟胺 苯并咪唑 甲胺 合成 甲醛 

分 类 号：O626.23[理学—有机化学]