摘要
以苯乙酮为起始原料,与草酸二乙酯、水合肼反应得到5-苯基-1H-吡唑-3-甲酸乙酯,再通过亲核取代反应、酯的肼解反应和合环反应,得到5-(1-苯甲基-3-苯基-1H-吡唑-5-基)-2-硫基-1,3,4-噁二唑,在碳酸钾催化下,进一步与对甲基溴化苄发生亲核取代反应得到5-(1-苯甲基-3-苯基-1H-吡唑-5-基)-2-(4-甲基苯甲基-2-硫基)-1,3,4-噁二唑。所有中间体及目标化合物的结构均经核磁共振、红外光谱、元素分析表征,并对目标化合物的紫外吸收光谱和荧光光谱性质进行了初步研究。
Ethyl 3-phenyl-1H-pyrazole-5-carboxylate was obtained by the reaction of acetophenone with diethyl oxalate and hydrazine hydrate. 5-(1-benzyl-3-phenyl-lH-pyrazol-5-yl)-1,3,4-oxadiazole-2-thiol was synthesized by reactions of nucleophilic substitution, hydrazinolysis and cyclization, which further reacted with 1 - (bromomethyl) -4- methylbenzene in acetone in the presence of potassium carbonate to afford 2-( 1-benzyl-3-phenyl-1H-pyrazol-5-yl)- 5-(4- methylbenzyhhio)- 1,3,4- oxadiazole. The structures of all intermediates and products were confirmed by 1H NMR, IR and elemental analysis. In additions, the UV-vis and fluorescence spectrum of two title compounds were investigated.
出处
《广州化工》
CAS
2016年第2期39-41,53,共4页
GuangZhou Chemical Industry
基金
国家级大学生创新创业训练计划项目(201414275006)
关键词
吡唑
噁二唑
合成
光谱
pyrazole
oxadiazole
synthesis
spectrum