Methyl O-(4-chloro-6-methoxypyrimidin-2-yl)salicylate | 110284-80-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl O-(4-chloro-6-methoxypyrimidin-2-yl)salicylate
• 英文别名: Methyl 2-[(4-chloro-6-methoxy-2-pyrimidinyl)oxy]benzoate；methyl 2-(4-chloro-6-methoxypyrimidin-2-yl)oxybenzoate
• CAS: 110284-80-5
• 化学式: C₁₃H₁₁ClN₂O₄
• 分子量: 294.694
• InChiKey: NYSCVZLUUXMDGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  70.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl O-(4-chloro-6-methoxypyrimidin-2-yl)salicylate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-(4'-chloro-6'-methoxypyrimidine-2'-yl)oxy benzoic acid
  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
• 作为产物：
  描述：

  2-Benzylthio-4-chloro-6-methoxypyrimidine 在 Oxone 、 sodium hydride 作用下， 以 水 、 苯 为溶剂， 反应 6.0h， 生成 Methyl O-(4-chloro-6-methoxypyrimidin-2-yl)salicylate
  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

• 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。
• NEZU, YUKIO;SUGIYAMA, KAZUHIKO;KUSANO, SHOJI;TOYOKAWA, YASUFUMI;MIYAZAWA,+
  作者：NEZU, YUKIO、SUGIYAMA, KAZUHIKO、KUSANO, SHOJI、TOYOKAWA, YASUFUMI、MIYAZAWA,+

  DOI：——

  日期：——
• US4770691A
  申请人：——

  公开号：US4770691A

  公开（公告）日：1988-09-13