以对氨基苯甲酸甲酯和水合肼为原料,经酰胺化反应制得对氨基苯甲酸甲酰胺与水杨醛还原氨化反应生成水杨醛类席夫碱1,化合物1在丙酮溶剂中与三聚氯氰亲核取代得到一缩产物对氨基苯甲酰水杨醛肼腙三嗪产物2,然后以荧光素和水合肼的合成产物荧光素酰肼3与化合物2在四氢呋喃溶液中45~50℃反应得到目标产物二缩产物荧光素酰肼三嗪水杨醛席夫碱4,并通过IR与~1H NMR对其结构进行表征。
Schiff base(1) was prepared by reductive ammoniation reaction of salicylaldehyde and aminobenzoic acid formamide which was synthesized by amidation reaction of methyl p-aminobenzoate and hydrazine hydrate. The Schiff base(1) reacted with cyanuric chloride in acetone solvent to obtain condensed product, p-aminobenzoatesalicylaldehyde hydrazine triazine(2). Fluorescein and hydrazine hydrate were used as raw materials to obtain the fluorescein hydrazide(3) by static ring-closing reaction. Compound(2) further reacted with compound(3) in tetrahydrofuran at 45~50 °C to obtain target product, Schiff base(4). Its structure was characterized by IR, ~1H NMR.