新型2-烷硫基-噻吩并[2,3-d]嘧啶-4-酮衍生物的设计、合成与除草活性  

Designed, Synthesis and Herbicidal Activity of Novel 2-Alkylthio-thieno[2,3-d]pyrimidin-4-ones

作　　者：赵安林[1] 刘姝[1] 朱咏梅[2] 王涛[1] 罗劲[1,2] Zhao Anlin Liu Shu Zhu Yongmei Wang Tao Luo Jin(Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022 Analytical ＆ Testing Center, Jiangxi Normal University, Nanchang 330022)

机构地区：[1]江西省化学生物学重点实验室 江西师范大学化学化工学院,南昌330022 [2]江西师范大学分析测试中心,南昌330022

出　　处：《有机化学》2017年第7期1877-1882,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21262018,21562026);江西省自然科学基金(Nos.20161BAB203085,20161BAB213072)资助项目~~

摘　　要：为了寻找具有超高效除草活性的稠杂环化合物,以2-氨基-3-乙氧羰基-5-乙基噻吩为原料设计、合成了16个新型的2-烷硫基-噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物,通过~1H NMR、IR、LC-MS和元素分析等测试手段对其结构进行了表征确证.初步对单、双子叶植物的除草活性测试结果表明,部分目标化合物对单、双子叶的根和茎的生长具有很好的抑制作用,其中2-环戊硫基-3-正丙基-6-乙基噻吩并[2,3-d]嘧啶-4-(3H)-酮(4e)和2-正十六烷硫基-3-正丙基-6-乙基噻吩并[2,3-d]嘧啶-4(3H)-酮(4o)在100 mg/L浓度下对单子叶植物稗草根和茎长的抑制率都达到了100%.In an attempt to discover novel fuse heterocyclic compound with high herbicidal activity, sixteen newly 2-alkythio-thieno[2,3-d]pyrimidin-4（3H）-ones have been designed and synthesized by the reaction of 3-propyl-6-ethylthieno[2,3-d]pyrimidine-2-thione with halo-hydrocarbon. Their structures were clearly verified by ~1H NMR, IR, LC-MS and elemental analysis. Preliminary bioassay results indicate that some target compounds have excellent inhibitory activities on barnyard grass and rape. 2-Cyclopentylthio-3-n-propyl-6-ethylthieno[2,3-d]pyrimidin-4（3H）-one（4e） and 2-n-hexdecylthio-3-n-propyl-6-ethylthieno[2,3-d]pyrimidin-4（3H）-one（4o） show 100% inhibition rate to barnyard grass at the concentration of 100 mg/L.

关 键 词：噻吩并[2 3-d]嘧啶-4(3H)-酮衍生物 合成 除草活性 

分 类 号：O626[理学—有机化学]