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N-1,3,4-噻二唑基取代水杨醛Schiff碱的合成与表征
引用本文:唐子龙,张超逸,刘汉文,常书红,裴文丑,冯阳.N-1,3,4-噻二唑基取代水杨醛Schiff碱的合成与表征[J].精细化工中间体,2010,40(4):19-23,26.
作者姓名:唐子龙  张超逸  刘汉文  常书红  裴文丑  冯阳
作者单位:湖南科技大学,化学化工学院,理论化学与分子模拟省部共建教育部重点实验室,湖南,湘潭,411201
基金项目:教育部留学同国人员科研启动基金资助项目,湖南省教育厅资助项目 
摘    要:以氨基硫脲和羧酸为原料,在浓硫酸或三氯氧磷作用下合成了2-氨基-5-烃基(芳基)-1,3,4-噻二唑类化合物1,并通过化合物1与水杨醛的缩合反应合成了相应的含1,3,4-噻二唑基席夫碱类化合物3。研究结果表明在合成芳基取代的1,3,4-噻二唑时,浓硫酸作脱水剂的反应收率较低,三氯氧磷作脱水剂时得到较高的收率。同时研究了不同反应条件对化合物3的收率的影响,发现当反应以对甲苯磺酸为催化剂,在乙醇溶液中加热回流时的收率较高。合成的目标化合物的结构用IR、1H NMR、13C NMR等进行了分析与表征。

关 键 词:噻二唑  席夫碱  合成

Synthesis and Characterization of 1,3,4-Thiadiazole Substituted Schiff Bases
TANG Zi-long,ZHANG Chao-yi,LIU Han-wen,CHANG Shu-hong,PEI Wen-chou,FENG Yang.Synthesis and Characterization of 1,3,4-Thiadiazole Substituted Schiff Bases[J].Fine Chemical Intermediates,2010,40(4):19-23,26.
Authors:TANG Zi-long  ZHANG Chao-yi  LIU Han-wen  CHANG Shu-hong  PEI Wen-chou  FENG Yang
Affiliation:(School of Chemistry and Chemical Engineering,Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education,Hunan University of Science and Technology,Xiangtan 411201,China)
Abstract:A series of 2-amino-5-alkyl(aryl)-1,3,4-thiadiazoles(1) were prepared in high yields from amino thiourea and aliphatic carboxylic acids or aryl carboxylic acids in the presence of concentrated H2SO4 or POCl3.It was found that POCl3 afforded higher yield than H2SO4 for the preparation of 1.Reactions of 1 with salicylaldehyde gave the corresponding 1,3,4-thiadiazolyl substituted Schiff bases(3).Best results for the synthesis of 3 were obtained under catalysis of TsOH in refluxing ethanol.The structures of the products were characterized by IR,1H NMR and 13C NMR.
Keywords:thiadiazole  Schiff base  synthesis
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