1-[5-(4-氯苯基)呋喃甲亚基氨基]海因的合成研究

Study on the Synthesis of 1-[5-(4-chlorophenyl)Furfurylideneamino]hydantoin

以对氯苯胺为原料,经重氮化反应、置换反应制得5-(4-氯苯基)-2-呋喃甲醛(2);以水合肼(50%)为原料,经缩合反应、环合反应及水解反应制得1-氨基海因盐酸盐(4);化合物2与4经缩合反应合成Azimilide盐酸盐的关键中间体1-[5-(4-氯苯基)呋喃甲亚基氨基]海因(1)。总收率为34.4(%以对氯苯胺计),纯度为99.3%(HPLC)。

The title compound （1_） is a key intermediate of azimilide hydrochloride. It could be synthesized by condensation of 5-（4-ehloropheny1）-2-furanearboxaldehyde （2_） with 1- amino-hydantoin hydroehloride （4_） in water. The compound 2 was prepared from p-chloroaniline by diazotization and displacement. The compound 4 was obtained from hydrazine Hydrate （50%） by condensation, cyclization and hydrolysis. The total yield and purity was 34.4% （ealed. for p-ehloroaniline） and 99.3% （HPLC）, respectively.