2-[4-(2,6-二氟苯基)噻唑-2-基]-3-羟基丙烯腈衍生物的合成及生物活性

为了寻找生物活性良好的噻唑基丙烯腈类化合物, 利用2-4-(2,6-二氟苯基)噻唑-2-基]乙腈(3)分别与取代氯甲酸酯4和取代苯基异氰酸酯6在碱存在下反应, 合成了8个2-4-(2,6-二氟苯基)噻唑-2-基]-3-羟基-3-烃氧基丙烯腈化合物5和7个2-4-(2,6-二氟苯基)噻唑-2-基]-3-羟基-3-取代苯胺基丙烯腈化合物7, 均为首次报道的丙烯腈类化合物. 化合物结构经1H NMR, IR, MS和元素分析表征. 初步生物活性测定结果表明, 在试验浓度下, 目标化合物均具有一定的杀虫和抑菌活性, 其中化合物5f和5h在100 mg/L浓度下对炭疽病菌的抑制率达95%; 化合物5g和7d在250 mg/L浓度下对棉红蜘蛛的致死率达85%.

Synthesis and Biological Activities of 2-(4-(2,6- Difluorophenyl)thiazol)-2-yl)-3-Hydroxy Acrylonitrile Derivatives

In order to find thiazolylacrylonitriles with good biological activities, eight 2-4-(2,6-difluoro phenyl)thiazol-2-yl]-3-hydroxy-3-alkoxyl(aryloxy)acrylonitriles (5) and seven 2-4-(2,6-difluorophenyl) thiazol-2-yl]-3-hydroxy-3-arylamineacrylonitriles (7), all of which were reported for the first time, were synthesized by the reaction of 2-4-(2,6-difluorophenyl)thiazol-2-yl]acetonitrile (3) with substituted chloro-formates 4 and aryl isocyanates 6 in the presence of base. Their structures were confirmed by 1H NMR, IR, MS data and elemental analysis. The preliminary bioassay showed that all compounds had certain fungicidal and insecticidal activities. The inhibition rates of compounds 5f and 5h were above 95% against Colle-totrichum gossypii at 100 mg/L, and the mortality rates of compounds 5g and 7d were above 85% against Tetranychus urticae at 250 mg/L.