新农药研究(Ⅲ)——咪唑啉酮类化合物的合成

The Research on Development of Novel Pesticides (Ⅲ)--The Synthesis of Imidazolinones

Rovral[3-(3,5-二氯苯基)-1-异丙氨基甲酰乙内酰脲]是一种优良的广谱杀菌剂和种子处理剂,由于3,5-二氯苯胺不易制备,本文采用其它取代苯胺作为起始原料,采用固态光气制备异氰酸酯,中间体未经分离,经缩合、关环“一锅法”反应,得到化合物Ⅰ,进一步反应得到Ⅱ、Ⅲ系列新化合物。

3-(3,5-dichlorophenyl)-1-isopropyl-carbamoylhydantoin has been developed as a commercial fungicide known as R'oyral. Nevertheless, the starting material 3,5-dichloroaniline for the synthesis is not easily available. The latter was replaced by other substituted anilines here, followed by conversion to isocyanates by triphosgene and cyclization into heterocycles in one-pot reaction . 22 new compounds were synthesized with all structures confirmed by elementary analysis,IR, NMR and MS. Biological screening indicated that 5 compounds were effective against black rot of apple (Physalospora piricola Nose).