糖精法合成本并氮杂冠醚

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

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%。