1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1,2,3-triazol-4-carbonyl chloride | 945009-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1,2,3-triazol-4-carbonyl chloride
• 英文别名: 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazole-4-carbonyl chloride；1-[(6-Chloropyridin-3-yl)methyl]-5-methyltriazole-4-carbonyl chloride
• CAS: 945009-48-3
• 化学式: C₁₀H₈Cl₂N₄O
• 分子量: 271.106
• InChiKey: IHLGGPFFJDYLFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1-羟基乙基)膦酸二甲基酯 、 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1,2,3-triazol-4-carbonyl chloride 在 三乙胺 作用下， 以 氯仿 为溶剂， 以87%的产率得到O,O-dimethyl 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-ylcarbonyloxy-2-ethyl-phosphonate
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel Phosphonate Derivatives Containing of Pyridyl and 1,2,3-Triazole Rings

  摘要：

  In order to search for novel agrochemicals with high activity and low toxicity, a series of phosphonate derivatives containing 1,2,3-triazolyl and pyridyl rings were synthesized using 2-chloro-5-(chloromethyl)-pyridine as the starting material. IR, 1 H NMR, 31P NMR, MS, and elemental analyses confirmed their structures. The crystal structure of 5a was determined by single crystal X-ray diffraction. Preliminary bioassays indicated that some of them possess good herbicidal and moderate fungicidal activities.

  DOI：

  10.1080/10426500701578522
• 作为产物：
  描述：

  1-[(6-chloro-3-pyridinyl)methyl]-5-methyl-1H-1,2,3-triazole-4-carboxylic acid 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 以85%的产率得到1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1,2,3-triazol-4-carbonyl chloride
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel Phosphonate Derivatives Containing of Pyridyl and 1,2,3-Triazole Rings

  摘要：

  In order to search for novel agrochemicals with high activity and low toxicity, a series of phosphonate derivatives containing 1,2,3-triazolyl and pyridyl rings were synthesized using 2-chloro-5-(chloromethyl)-pyridine as the starting material. IR, 1 H NMR, 31P NMR, MS, and elemental analyses confirmed their structures. The crystal structure of 5a was determined by single crystal X-ray diffraction. Preliminary bioassays indicated that some of them possess good herbicidal and moderate fungicidal activities.

  DOI：

  10.1080/10426500701578522

文献信息

• Synthesis and Herbicidal Activity of Novel 4-Acyl-2,5-disubstituted-3-hydroxypyrazoles and 4-Arylcarbonyl-3-substitutedisoxazol-5-ones
  作者：Hong Song、Wei-Bing Feng、Feng Cheng、De-Qing Shi

  DOI：10.1002/jhet.1659

  日期：2013.11

  various acyl chlorides, followed by the Fries rearrangement in the presence of calcium hydroxide and calcium oxide as the catalyst. Their structures were confirmed by IR, 1H NMR, mass spectroscopy, and elemental analyses. 1H NMR indicated that compounds 3 existed in enol forms and compounds 7 in keto configurations. The results of preliminary bioassays showed that some of the title compounds 3 and 7 exhibited

  两套新颖的4-酰基-2,5-二取代-3-羟基吡唑3a，3b，3c，3d，3e，3f，3g，3h和4-芳基羰基3取代的异恶唑5酮7a，7b，7c，7d，7e，7f，7g，7h，7i由2,5-二取代-2,4-二氢-吡唑-1-或3-取代-4 H-异恶唑-5-的Scotton-Baumann反应合成一个6和各种酰氯，然后在氢氧化钙和氧化钙作为催化剂的情况下进行弗里斯重排。通过IR，1 H NMR，质谱和元素分析确认了它们的结构。1 H NMR表明化合物3以烯醇形式存在且化合物7以酮构型存在。初步生物测定的结果表明，在100 mg / L的浓度下，某些标题化合物3和7对甘蓝型油菜表现出中度至良好的除草活性。异恶唑化合物7对野菜双歧杆菌表现出更好的除草活性L.比吡唑化合物3的浓度为100 mg / L。此外，大多数的异恶唑化合物对显示较高的除草活性油菜L.比稗。但是，这些化合物在10 mg / L的浓度下除草活性较弱。