一类新型嘧啶苯氧(硫)醚的合成及生物活性

Synthesis and Biological Activities of a Novel Series of 4-(Substituted-phenoxy or phenylthio)pyrimidines

由N,N-二乙基硝酸胍(1)与双乙烯酮制备了农药中间体嘧啶醇(2),经硝化、氯化,得到4-氯-5-硝基嘧啶(4)。通过化合物4与苯(硫)酚反应,制备了新型嘧啶苯氧(硫)醚类化合物(5)。并发现由化合物4的巯基乙酸甲酯衍生物(6)与水合肼的新反应,得到嘧啶肼(8)。化合物结构均经过元素分析、1H NMR、IR及MS确证。生物活性测试表明,所合成的化合物具有一定的除草、杀菌及抗烟草花叶病毒活性。

The synthesis of 6-methyl-2-N,N-diethylaminopyrimidinol（2） from diethylgunidine nitrate（l） and diketene was studied. After nitration and then chlorization of 2, 4-chloro-5-nitropyrimidine（4） was obtained, and a novel series of 5-nitro-4-（ substituted-phenoxy or phenyhhio）pyrimidines （5） were prepared via the reaction of 4 and substituted phenols or phenylthiols. Furthermore, a new reaction between the methyl mercaptoacetate derivative of 4 （6） and hydrazine, which yields pyrimidinyl hydrazine（8） in which the thio-acetoacetic acid methyl ester behaves as a leaving group under the nucleophinlic attack. The structures of all of the compounds were confirmed by ^1H NMR, IR, MS, and elemental analysis. The preliminary bioassay indicated that some of the compounds showed moderate herbicidal, fungicidal and anti-TMV activities.