桥链中含氮、硫杂原子的二酰胺型开链冠醚的合成

Synthesis of Diacylamide Type Acyclic Crown Ethers withBridged Chains Containing Nitrogcn and/or Sulfur Atoms

合成了四类桥链中含氮、硫杂原子的二酰胺型开链冠醚，目的是以之作为碱土金属、过渡金属和重金属离子的载体。１ａ～１ｃ和２ａ～２ｃ显将Ｎ，Ｎ－双（２－羟乙基）苯胺和２，６－双（羟甲基）吡啶分别在ＴＨＦ中与ＮａＨ和Ｎ－取代和Ｎ，Ｎ－二取代氯乙酰胺反应而制得；而３ａ～３ｂ和４ａ～４ｂ则是将２，６－双（氯甲基）吡啶和２，５－双（氯甲基）噻吩分别与巯基乙酸在碱溶液中反应制成双（亚甲硫乙酸），然后与ＳＯＣｌ＿２反应成二酰氯，最后胺化而成二酰胺。各化合物的结构均由元素分析、ＩＲ、￣１ＨＮＭＲ和ＭＳ所确证。

Four types of the title compounds have been synthesized to serve as ionophores for alka-line earth metal,transition metal,and noble metal ions. Types 1a～1c and 2a～2c were obtained bythe reaction of proper chloruacetamide with NaH/N,N-bis(2-hydroxyethy1 )aniline and NaH/2, 6-bis(hydroxymethyl)pyridine in THF respectively. But 3a～3b and 4a～4d were syntheaized separative-ly by the reaction of 2,6-bis(chloromethyl )pyridine and 2,5-bis(chloromethyl )thiophene with mercap-toacetic acid in KOH solution, followed by chlorination with SOCl_2 to afford the diacyl chlorides,andfinally by amination with amines. All the compounds were characterized by elemental analysis, IR,￣1H NMR and MS.