新型咪唑啉酮类Schiff碱的合成及其生物活性

Syntheses and Bioactivities of Imidazolinone Schiff Bases

烯基膦亚胺与二硫化碳、水合肼进行串联azaWittig反应,得到了3氨基2硫代4咪唑啉二酮(4)。在固体碳酸钾的存在下,化合物4与碘甲烷反应,得到3氨基5苯基亚甲基2甲硫基咪唑啉4酮(5),化合物5与芳香醛进行缩合反应,得到10个新的咪唑啉酮类Schiff碱3苄基亚氨基2甲硫基5苯基亚甲基咪唑啉4酮(6),其结构经1HNMR、IR、MS和元素分析确证。并初步测定了它们的生物活性,结果表明,此类化合物对双子叶植物油菜和单子叶植物稗草均表现出较好的除草活性,其中化合物2甲硫基5苯基亚甲基3(3′氯苄基)亚氨基4咪唑啉酮(6h)表现出较高的除草活性,在100mg/L浓度时对油菜根茎及稗草根的抑制率均达到100%。

Ten novel Schiff bases of imidazolinone were synthesized. Vinyliminophosphorane reacted with carbon disulfide and hydrazine hydrate via tandem aza Witting reactions to give 3 amino 2 thio 4 imidazolidinones 4. In the presence of potassium carbonate, iodomethane reacted with 3 amino 2 thio 4 imidazolidinones 4 to give 3 amino 5 benzylidene 2 methylthio imidazolin 4 one 5, which condensed with arylaldehydes to give 3 benzylimino 2 methylthio 5 benzylidene imidazolin 4 one 6. The structures of compounds 6 were...