3-N-丙酰基-2-芳基-5-(3-碘苯基)-1,3,4-(口恶)唑啉类化合物的合成及表征  

SYNTHESIS OF 3-N-PROPANOYL-2-ARYL-5-(3-IODOPHENYL)-1, 3, 4-OXADIAZOLINES

作　　者：胡军福[1] 李德江[1] 葛正鸿[2] 

机构地区：[1]郧阳师范专科学校化学系,湖北丹江口市442700 [2]江苏工业学院制药系,江苏常州213016

出　　处：《精细石油化工》2006年第4期12-15,共4页Speciality Petrochemicals

基　　金：湖北省教育厅2004年科学技术研究项目(2004D001)。

摘　　要：以3-碘苯甲酸为原料,在浓硫酸作用下与乙醇反应制得3-碘苯甲酸乙酯(1),再以无水乙醇为溶剂,在105℃化合物1与80％的水合肼反应8 h,制得3-碘苯甲酰肼(2)。在无水乙醇中,在90～95℃化合物2分别与4-甲基苯甲醛、2-氯苯甲醛、4-氯苯甲醛、4-羟基苯甲醛、2,4-二氯苯甲醛、4-甲氧基苯甲醛、3-硝基苯甲醛、4-硝基苯甲醛和4-二甲氨基苯甲醛反应得到相应的酰腙[3(a～i)]。最后化合物3(a～i)分别与丙酸酐脱水环化成了3-N-丙酰基-2-芳基-5-(3-碘苯基)-1,3,4-(口恶)唑啉类化合物[4(a～i)],收率分别为86．2％,70．5％, 80．1％,68．2％,62．4％,75．2％,73．2％,70．5％和63．2％。并通过元素分析,IR,1H NMR和MS对化合物4(a～i)的结构进行了表征。Ethyl 3-iodobenzoate （1） was prepared by reaction of 3-iodobenzoic acid with anhydrous ethanol in the presence of concentrated sulfuric acid. This compound reacted with 80% hydrazine hydrate for 8 h in the presence of anhydrous ethanol as solvent at 105 ℃ to give 3-iodobenzoyl hydrazine （2）. In the presence of anhydrous ethanol at 90 - 95℃, 2 reacted, respectively, with 4-methylbenzaldehyde, 2-chlorobenzaldehyde, 4-chlorobenzaldehyde, 4-hydroxybenzaldehyde 2, 4-dichlorobenzaldehyde, 3-nitrobenzaldehyde, 4-nitrobenzaldehyde and dimethylaminobenzaldehyde producing corresponding hydrazones [-3 （a- g）1. Then 3 （a- g） cyclodehydrated with propanoic anhydride to afford 3- N-propanoyl-2-aryl-5-（3-iodophenyl）-l, 3, 4-oxadiazolines [-4 （a - i）3 with the yield of 86. 2%, 70.5%,80.1%,68.2%,62.4%,75.2%,73.2%, 70.5% and 63.2%, respectively. The structures of 4（a- i） were confirmed by elementary analyses, IR, ^1H NMR, and MS spectroscopy.

关 键 词：3-碘苯甲酰腙 3-M丙酰基-1 3 4-噁唑啉 合成 

分 类 号：TQ252[化学工程—有机化工]