Ethyl 2-(4',6'-dimethoxypyrimidine-2'-yl)oxy-benzoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 2-(4',6'-dimethoxypyrimidine-2'-yl)oxy-benzoate
• 英文别名: ethyl 2-(4,6-dimethoxypyrimidin-2-yloxy)benzoate；ethyl 2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate
• 化学式: C₁₅H₁₆N₂O₅
• 分子量: 304.302
• InChiKey: LTQQQQOMSYNPIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,6-二甲氧基-2-甲硫基嘧啶 在 sodium tungstate 、 双氧水 、 potassium carbonate 作用下， 以 溶剂黄146 、 丁酮 为溶剂， 反应 3.0h， 生成 Ethyl 2-(4',6'-dimethoxypyrimidine-2'-yl)oxy-benzoate
  参考文献：
  名称：

  Dimethoxypyrimidines as Novel Herbicides. Part 2. Synthesis and Herbicidal Activity ofO-Pyrimidinylsalicylates and Analogues

  摘要：

  A new series of the O-pyrimidinylsalicylates was synthesized and their herbicidal activity was examined. Some of these compounds showed very strong herbicidal activity under pre- and post-emergent treatment conditions against various kinds of grass and broadleaf weeds. Among these compounds, O-(4, 6-dimethoxypyrimidin-2-yl) salicylic acid and its methyl ester were found to exhibit the highest activity. The herbicidal symptoms observed after the treatments included early cessation of plant growth followed by chlorosis, necrosis and plant death. The symptoms were similar to those caused by sulfonylureas and imidazolinones, which inhibit branched-chain amino acid biosynthesis.

  DOI：

  10.1002/(sici)1096-9063(199606)47:2<115::aid-ps397>3.0.co;2-r

文献信息

• Herbicidal substituted benzoylsulfonamides
  申请人：FMC Corporation

  公开号：US05149357A1

  公开（公告）日：1992-09-22

  Compound of the formula ##STR1## in which A is O, S, or NR.sup.3 ; G is CH or N; R and R.sup.1 are independently alkyl, alkoxy, haloalkoxy or alkylamino; R.sup.2 is phenyl, substituted phenyl, alkyl, cycloalkyl, haloalkyl or --CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z; R.sup.3 and R.sup.7 are, independently, hydrogen, alkyl, --C(O)NH.sub.2 or --C(O)alkyl; R.sup.4 and R.sup.5 are independently hydrogen, alkyl, or halogen; R.sup.6 is halogen, alkyl, alkoxy, haloalkoxy, NO.sub.2, amino, alkyl substituted amino, or acyl substituted amino; n is 0 to 5; Z is cyano, amino, alkylamino, dialkylamino, --NHCO.sub.2 alkyl, alkoxy, alkylthio, alkylsulfonyl, alkenyl, alkynyl, phenyl or substituted phenyl; and Q is hydrogen, halogen, alkyl, alkoxy, haloalkoxy, nitro, amino, haloalkyl, alkythio, alkylsulfonyl, phenyl, substituted phenyl or phenoxy; or a 5 or 6 membered aromatic heterocycle having the formula ##STR2## in which "m" is 0 or 1; A' is O, S, or NR.sup.7 ; and X, X', Y, Y', W, W', V, V', U and Z' are independently N, O, S, --CH-- or --CR.sup.6. Intermediates for preparation of the benzoylsulfonamides are also disclosed.

  公式##STR1##的化合物，其中A是O、S或NR.sup.3；G是CH或N；R和R.sup.1独立的是烷基、烷氧基、卤代烷氧基或烷基氨基；R.sup.2是苯基、取代苯基、烷基、环烷基、卤代烷基或--CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z；R.sup.3和R.sup.7独立的是氢、烷基、--C(O)NH.sub.2或--C(O)烷基；R.sup.4和R.sup.5独立的是氢、烷基或卤素；R.sup.6是卤素、烷基、烷氧基、卤代烷氧基、NO.sub.2、氨基、烷基取代氨基或酰基取代氨基；n是0到5；Z是氰基、氨基、烷基氨基、二烷基氨基、--NHCO.sub.2烷基、烷氧基、烷基亚硫酰基、烷基亚磺酰基、烯基、炔基、苯基或取代苯基；Q是氢、卤素、烷基、烷氧基、卤代烷氧基、硝基、氨基、卤代烷基、烷基亚硫酰基、烷基亚磺酰基、苯基、取代苯基或苯氧基；或具有公式##STR2##的5或6成员芳香杂环，其中“m”是0或1；A'是O、S或NR.sup.7；X、X'、Y、Y'、W、W'、V、V'、U和Z'独立的是N、O、S、--CH--或--CR.sup.6。还披露了用于制备苯甲酰磺酰胺的中间体。
• Pyrimidine derivatives and herbicidal uses thereof
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0223406A1

  公开（公告）日：1987-05-27

  As new compounds are provided 2-(4′,6′-di-­substituted pyrimidine-2′-yl)oxy- or thio-benzoic acid derivatives of the formula wherein R is hydrogen, hydroxy, alkoxy, alkenyloxy, alkylthio or other substituents, R¹ and R² are each a halo, alkyl, alkoxy or other substituents; and X is oxygen or sulfur atom. These new compounds are useful as herbicidal agent effective to inhibit the growth of annual weeds and also perennial weeds predominant in irrigated fields of aquatic rice plants and in ploughed fields.

  作为新化合物，提供了 2-(4′,6′-二取代嘧啶-2′-基)氧基或硫代苯甲酸衍生物，其式为 其中R是氢、羟基、烷氧基、烯氧基、烷硫基或其它取代基，R¹和R²各自是卤代、烷基、烷氧基或其它取代基；X是氧原子或硫原子。这些新化合物可用作除草剂，有效抑制一年生杂草和多年生杂草的生长，这些杂草主要生长在水稻灌溉田和耕地中。
• US4770691A
  申请人：——

  公开号：US4770691A

  公开（公告）日：1988-09-13
• US5149357A
  申请人：——

  公开号：US5149357A

  公开（公告）日：1992-09-22
• Dimethoxypyrimidines as Novel Herbicides. Part 2. Synthesis and Herbicidal Activity of<i>O</i>-Pyrimidinylsalicylates and Analogues
  作者：Yukio Nezu、Masahiro Miyazaki、Kazuhiko Sugiyama、Nobuhide Wada、Ikuo Kajiwara、Takeshige Miyazawa

  DOI：10.1002/(sici)1096-9063(199606)47:2<115::aid-ps397>3.0.co;2-r

  日期：1996.6

  A new series of the O-pyrimidinylsalicylates was synthesized and their herbicidal activity was examined. Some of these compounds showed very strong herbicidal activity under pre- and post-emergent treatment conditions against various kinds of grass and broadleaf weeds. Among these compounds, O-(4, 6-dimethoxypyrimidin-2-yl) salicylic acid and its methyl ester were found to exhibit the highest activity. The herbicidal symptoms observed after the treatments included early cessation of plant growth followed by chlorosis, necrosis and plant death. The symptoms were similar to those caused by sulfonylureas and imidazolinones, which inhibit branched-chain amino acid biosynthesis.