含氟苯甲酰基硫脲的合成及生物活性研究.pdfVIP

2009 年第 29 卷 有 机 化 学 Vol. 29, 2009 第 5 期, 764～769 Chinese Journal of Organic Chemistry No. 5, 764～769 ·研究论文· 含氟苯甲酰基硫脲的合成及生物活性研究 岳霞丽* 蔚晓庆 郑 青 (华中农业大学化学系 武汉 430070) 摘要 以含氟苯甲酸为原料, 经酰氯化、酰化得到含氟苯甲酰基异硫氰酸 , 再与取代 2-氨基嘧啶或 2-氨基吡啶进行 加成反应, 合成了 12 种未见文献报道的含氟苯甲酰基硫脲化合物, 探讨了影响加成反应的主要因素, 产物结构经 1H NMR, IR, GC-MS 和元素分析确证. 初步生物活性测试结果表明: 当浓度为 1 mg/L 时, 部分目标化合物具有较好的植 物生长调节活性, 讨论了间氟苯甲酰基硫脲类化合物的生物活性与其分子结构之间的相关性. 关键词 含氟苯甲酸; 含氟苯甲酰基硫脲; 合成; 生物活性 Synthesis and Biological Activity of Fluorobenzoylthiourea Yue, Xiali* Yu, Xiaoqing Zheng, Qing (Department of Chemistry, Huazhong Agriculture University, Wuhan 430070) Abstract Twelve novel fluorobenzoylthioureas have been synthesized by the addition reactions of substi- tuted 2-aminopyrimidine or 2-aminopyridine with fluorobenzoyl isothiocyanate ester, which was prepared by chloration and acylation of fluorocarboxylic acid. The primary factors influencing the addition reaction 1 were discussed. Their structures were confirmed by H NMR, IR, GC-MS techniques and elemental analy- sis. The preliminary biologic tests showed that some of these target compounds had good activity as plant growth regulators at the concentration of 1 mg/L. The correlations between biological activities and molecu- lar structures of the 3-fluorobenzoylthioureas were discussed. Keywords fluorocarboxylic acid; fluorobenzoylthiourea; synthesis; biologic activity 苯甲酰基硫脲化合物具有极好的杀菌、除草、杀虫、 光谱、气质、核磁共振谱对其结构进行了表征,