N-(3-甲氧基-4-羟基苯基)吡啶基对氯扁桃酰胺合成的研究.pdf

西南科技大学硕士研究生学位论文第1页摘要扁桃酰胺类化合物在香料、医药及农药等领域有着广泛的用途。吡啶类化合物是十分重要的具有高附加值的精细化工产品,广泛用于医药、农药、香料、染料、表面活性剂、橡胶助剂、粘接剂、饲料和食品添加剂等领域, 愈创木酚在医药上能用于治疗呼吸道疾病,在农业上能合成植物生长调节剂。上述三类化合物都在农药和医药中有着广泛的应用,且是诸多领域的研究热点。基于此,本文旨在将这三类化合物结合起来,合成N-()吡啶基对氯扁桃酰胺,以期获得一些具有生物活性的扁桃酰胺类化合物。具体工作包括以下几个方面: 1合成中间体对氯扁桃酸:对氯扁桃酸是合成新型杀菌剂双炔酰菌胺的重要中间体。以对氯苯乙腈为原料,经30%NaOH碱解得到对氯苯乙酸,再经 NBS溴代,微波辅助下Na2C03碱解。制得对氯扁桃酸。产品总收率达65%, 纯度为98%。该路线避免了剧毒品氰化钠的使用和副产物对氯苯甲酸的产生,具有原料易得、处理简便、产品纯度高等优点。 2中间体Ⅳ-吡啶基对氯扁桃酰胺的合成:以对氯扁桃酸为原料,经乙酐保护羟基,羧基氯化、与氨基吡啶缩合,再经脱保护制得6个Ⅳ-吡啶基对氯扁桃酰胺类化合物,.Ⅳ.吡啶基对氯扁桃酰胺类化合物的脱保护条件。产品总收率达76% ~84%,结构经1H NMR、IR谱确证。 :以愈创木酚为原料,经NBS溴代、 MOMCl保护酚羟基、,产品结构经1H NMR谱确证。 4 N-()吡啶基对氯扁桃酰胺合成初探:通过三条路线对N-()吡啶基对氯扁桃酰胺的合成进行了尝试和探讨。关键词:对氯扁桃酸对氯扁桃酰胺吡啶愈创木酚微波西南科技大学硕士研究生学位论文第1I页 Abstract Mandelamines are widely used inthe fields of spice,medicine and agricultural are important high addedvalue finechemical products widely used inmedicines,pesticides,spices,dyestuffs,surfactants, rubber ingredients,adhesives,feedstuffs and food can beused to treat respiratory disease asmedicine and tosynthesize plant growth regulator as above three kinds pounds are allwidely used inthe fieldsofpesticide and medicine and they are hotpots ofstudy inmany areas. Basing on this,thispaper isaimed bining pounds to N-(3—·methoxy··4·-hydroxphenyl)pyridyl-p··chloro--mandelamines in order to obtaining some pounds with work can be presented asfollowing parts: Synthesis ofintermediate P··chloro··mandelicacid:P··chloro--mandelic acid is thekey intermediate tosynthesize mandipropamid as anew kindoffungicide. P-·chloro··mandelic acid was prepared by alkaline hydrolysis of P·chloro-benzeneacetonitrile as starting material in30%NaOH,followed by the bromination with NBS and alkaline hydrolysis inNa2C03 aqueous solutionunder microwave product was obtained in totalyield 65%,purity 98%.This synthetic route avoid