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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, N, N-bis- (benzimidazolylmethyl) hydroxylamine (I) was synthesized by one-step method using benzimidazole, formaldehyde and hydroxylamine hydrochloride as raw materials; benzimidazole, The amine was separated by refluxing in toluene solution to give N, N-bis- (benzimidazolylmethyl) methylamine (II). Four N, N-disubstituted hydroxylamines (Ⅲ) were synthesized by the reaction of Grignard reagent with N, N-bis- (benzimidazolylmethyl) hydroxylamine. 1,3-Dipolar cycloaddition of N, N-bis- (benzimidazolylmethyl) hydroxylamine with methyl acrylate, ethyl acrylate or diethyl-butenedioate affords 2- ( Benzimidazolylmethyl) isoxazoline-5-carboxylate or 2- (benzimidazolylmethyl) isoxazoline-4,5-dicarboxylate. Their structures were confirmed by IR, 1HNMR and elemental analysis.