摘要
在KOH作用下,芳甲酰肼1a～1e与CS2环化生成5-芳基-2-巯基-1,3,4-噁二唑(2a～2e);将2a～2e与氯乙酸乙酯反应,生成2-(5-芳基-1,3,4-噁二唑)硫基乙酸乙酯(3a～3e);3a～3e肼解得2-(5-苯基-1,3,4-噁二唑-2-硫基)乙酰肼(4a～4e);4a～4e与芳酰基异硫氰酸酯5a～5d反应得到双酰基氨基硫脲衍生物A1～A19;A1～A19在H2SO4催化下环合得到目标化合物B1～B19;目标化合物的结构经IR,1H NMR,MS,HRMS确证.
5-Aryl-2-mercapto-1,3,4-oxadiazoles（2a-2e） have been obtained by the reaction of arylcar-boxylic acid hydrazides 1a-1e with carbon disulfide in the presence of potassium hydroxide.Then the re-action of compounds 2a-2e with ethyl chloroacetate produced 2-（5-aryl-1,3,4-oxadiazol）thio esters（3a-3e）.The treatment of compounds 3a-3e with hydrazine hydrate resulted in the formation of acide hy-drazides 4a-4e.The biacyl thiosemicarbazide derivatives A1-A19 were synthesized by the reaction of corresponding compounds 4a-4e with aroyl isothiocyanates 5a-5d.The target compounds B1-B19 were prepared by cyclization of compouds A1-A19 in the presence of CH3OH/H2SO4,and their structures were confirmed by IR,1H NMR,MS and HRMS techniques.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2011年第6期824-831,共8页
Chinese Journal of Organic Chemistry
