2-取代苯基-4-苯基-1,5-苯并硫氮杂卓-3-甲酸乙酯的合成  

Synthesis of Ethyl 2-Substituted Phenyl-4-phenyl-1,5-benzothiazepine-3-formate

作　　者：许同绣 田克情[2] 王冉冉 王岩 张萍[1] XU Tong-xiu;TIAN Ke-qing;WANG Ran-ran;WANG Yan;ZHANG Ping(College of Chemistry and Material Science,National Demonstration Center for Experimental Chemistry Education,Hebei Normal University,Shijiazhuang 050024,China;Enviroment and Chemical Engineering,Hebei Chemical and Pharmaceutical College,Shijiazhuang 050026,China)

机构地区：[1]河北师范大学化学与材料科学学院化学国家级实验教学示范中心,河北石家庄050024 [2]河北化工医药职业技术学院化学与环境工程系,河北石家庄050026

出　　处：《化学试剂》2018年第9期888-892,共5页Chemical Reagents

基　　金：河北省自然科学基金资助项目(B2017205100)

摘　　要：以苯甲酰乙酸乙酯和取代苯甲醛为原料,经Knoevenagel缩合、迈克尔加成、分子内加成-消除等3步反应合成了10个新的标题化合物,其中5个化合物是烯胺型结构,5个化合物是亚胺型结构。研究了目标化合物的形成条件,其中烯胺型产物的收率明显高于亚胺型产物。新化合物的结构经IR、MS、1HNMR、13CNMR及X-射线衍射法确定。在2-氨基-4-氯苯硫酚和2-苯甲酰基-3-对氟苯基丙烯酸乙酯的反应中,分离出2个反应副产物,对其结构进行了确证,提出了其可能的形成过程。10 New compounds of ethyl 2-substituted phenyl-4-phenyl-1,5-benzothiazepine-3-formate were synthesized through three steps of Knoevenagel condensation,Michael addition and intramolecular addition-elimination with ethyl benzoacetate and substituted benzaldehyde as starting materials,among them some were enamine and some were imine type structures.The formation conditions of target compounds were studied and the yield of enamine compounds was significantly higher than that of imine.The structures of the new compounds were characterized by IR,MS,1HNMR,13CNMR and X-ray diffraction method.Two by-products were separated and confirmed,the possible mechanism of them were proposed in the reaction of 2-amino-4-chloro thiophenol with ethyl 2-benzoyl-3-p-fluorophenyl acrylate.

关 键 词：1 5-苯并硫氮杂卓 氨基酮 2-苯基-5-氯苯并噻唑 合成 

分 类 号：O621.3[理学—有机化学]