糖精法合成本并氮杂冠醚  

A method for the synthesis of benzo-azacrown ethers from saccharin

作　　者：蒋立建[1] 王德粉[1] 

机构地区：[1]南京铁道医学院化学教研室,南京大学化学系

出　　处：《化学试剂》1995年第2期74-76,共3页Chemical Reagents

摘　　要：糖精通过烃化和氨解生成带保护基的多甘胺。用４，５－苯并－３，６－二氧杂－ｌ，８－辛二醇二对甲苯磺酸酯第二次烃化，得到带保护基的苯并氮杂冠醚，再用２０％ＨＣｌ水解生成苯并二氮杂冠醚。２，３－苯并－７，１６－二氮杂－１８－冠－６的总收率为１２％左右。In this paper a method of the synthesis of two benzo-azacrown ethers staring from saccharin is reported,Saccharin is first alkylated with di-or tri-ethylene glycol dichloride and N,N-(β-chloroethyl) butyl amine in DMF solution in the presence of small amount of potassium iodide.The N-alkylated saccha-rin in treated with ammonia and transformed into the N-alkylated o-carbamoyl benzene sulfonamide,which is then alkylated once again with ditosylate of benzo-tri-ethylene glycol to from the crown ethers on the imino groups protected with o-carbamoyl ben-zene sulfonyl group.Benzo-azacrown ethers are ob-tained by removing the protective group on the nitrogen with 20% hydrochloric acid.The total yield of 2,3-benzo-7,16-diaza-18-crown-6 amounts to 12%。

关 键 词：苯并二氮杂冠醚 糖精 成环反应 

分 类 号：O626.5[理学—有机化学]