5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride | 98165-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride
• 英文别名: 2-chlorosulfonyl-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine；5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonylchloride；5-Methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride；5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride
• CAS: 98165-60-7
• 化学式: C₆H₅ClN₄O₂S
• mdl: MFCD19200136
• 分子量: 232.65
• InChiKey: ZLKWIPGKQOYHSY-UHFFFAOYSA-N

物化性质

• 密度：
  1.84±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  85.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride 生成 5-methyl-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulfonamide
  参考文献：
  名称：

  KLESCHICK, WILLIAM A.;EHR, ROBERT J.;GERWICK, BEN C.;MONTE, WILLIAM T.;PE+

  摘要：

  DOI：
• 作为产物：
  描述：

  2-benzylthio-5-methyl-1,2,4-triazolo<1,5-a>pyrimidine 以 AcOH-H₂ O 为溶剂， 生成 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride
  参考文献：
  名称：

  Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamides, compositions

  摘要：

  新型取代的 triazolo[1,5-a]pyrimidine-2-磺酰胺，例如，5,7-二甲基-N-(2,6-二氯苯基)-1,2,4-三唑[1,5-a]pyrimidine-2-磺酰胺及其农业上可接受的盐类被制备。这些化合物和含有它们的组合物对于控制不需要的植被是有用的。还描述了新型的取代 triazolo[1,5-a]pyrimidine-2-磺酰氯和取代苯胺及其作为中间体的使用。

  公开号：

  US04818273A1

文献信息

• N-arylsulfilimine compounds and their use as catalysts in the
  申请人：Dow AgroSciences LLC

  公开号：US05973148A1

  公开（公告）日：1999-10-26

  N-arylsulfilimine compounds, such as S,S-dimethyl-N-(2,6-dichlorophenyl)sulfilimine, were prepared and found to catalyze the reaction of aromatic sulfonyl chloride compounds, such as 2-chlorosulfonyl-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]pyrimidine, with aromatic amine compounds, such as 2,6-dichloroaniline, to form N-arylarylsulfonamide compounds, such as N-(2,6-dichlorophenyl)-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]-pyrimidine- 2-sulfonamide. The aryl moiety of the N-arylsulfilimine catalyst and the aryl moiety of the aromatic amine compound were generally chosen to be identical.

  N-芳基磺酰亚胺化合物，例如S，S-二甲基-N-（2，6-二氯苯基）磺酰亚胺，已被制备并发现可催化芳香磺酰氯化合物，例如2-氯磺酰基-7-氟-5-乙氧基[1，2，4]三唑[1，5- c]嘧啶，与芳香胺化合物，例如2，6-二氯苯胺，形成N-芳基芳基磺酰胺化合物，例如N-（2，6-二氯苯基）-7-氟-5-乙氧基[1，2，4]三唑[1，5- c]嘧啶-2-磺酰胺。N-芳基磺酰亚胺催化剂的芳基部分和芳香胺化合物的芳基部分通常被选为相同的。
• Novel substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamides and
  申请人：The Dow Chemical Company

  公开号：US04755212A1

  公开（公告）日：1988-07-05

  Novel compounds, e.g., 5,7-dimethyl-N-(2,6-dichlorolphenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sul fonamide and their compositions and use in the control of weeds and in the suppression of nitrification of ammonium nitrogen in soil. Other novel compounds and their compositions and use in the inhibition of bolting in sugar beets. Other novel compounds and their compositions and use as plant gametocides.

  新型化合物，例如5,7-二甲基-N-(2,6-二氯苯基)-1,2,4-三唑[1,5-a]嘧啶-2-磺酰胺及其组合物，用于控制杂草以及在土壤中抑制铵氮的硝化。其他新型化合物及其组合物用于抑制甜菜的抽苔。其他新型化合物及其组合物用作植物配子体杀虫剂。
• Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamides, compositions
  申请人：The Dow Chemical Company

  公开号：US04818273A1

  公开（公告）日：1989-04-04

  Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonamides, e.g., 5,7-dimethyl-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide and their agriculturally acceptable salts are prepared. These compounds and compositions containing them are useful for the control of unwanted vegetation. Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonyl chlorides and substituted anilines and their use as intermediates are also described.

  新型取代的 triazolo[1,5-a]pyrimidine-2-磺酰胺，例如，5,7-二甲基-N-(2,6-二氯苯基)-1,2,4-三唑[1,5-a]pyrimidine-2-磺酰胺及其农业上可接受的盐类被制备。这些化合物和含有它们的组合物对于控制不需要的植被是有用的。还描述了新型的取代 triazolo[1,5-a]pyrimidine-2-磺酰氯和取代苯胺及其作为中间体的使用。
• Process for the preparation of substituted
  申请人：DowElanco

  公开号：US05177206A1

  公开（公告）日：1993-01-05

  The preparation of N-(aryl)-1,2,4-triazolopyrimidine-2-sulfonamides by the coupling of substituted 1,2,4-triazolopyrimidine-2-sulfonyl halides with aryl amines of substantially reduced nucleophilic reactivity is facilitated by conducting the reaction in the presence of a pyridine base and a catalytic amount of dimethyl sulfoxide.

  通过将取代的1,2,4-三唑吡咯啉-2-磺酰卤化物与具有明显降低亲核反应性的芳基胺偶联，可以制备N-(芳基)-1,2,4-三唑吡咯啉-2-磺酰胺。在存在吡啶碱和催化量的二甲基亚砜的情况下进行反应可以促进反应的进行。
• Preparation of substituted
  申请人：The Dow Chemical Company

  公开号：US04910306A1

  公开（公告）日：1990-03-20

  Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides, which are known herbicides, are prepared by the reaction of substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl halides with substituted N-trialkylsilylanilines in the presence of a base catalyst. The method is especially useful for the preparation of substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides derived from substituted anilines having both 2- and 6-substituents, at least one of which is electron withdrawing, such as N-(2,6-dichlorophenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide. N-trialkylsilylanilines having both 2- and 2-substituents, at least one of which is electron withdrawing, such as N-trimethylsilyl-2,6-dichloro-3-methylaniline, are described.

  已知的除草剂——取代的1,2,4-三唑并[1,5-a]嘧啶-2-磺酰苯胺可以通过在碱催化剂的存在下，将取代的1,2,4-三唑并[1,5-a]嘧啶-2-磺酰卤和取代的N-三烷基硅基苯胺反应制备而成。该方法特别适用于制备取代的1,2,4-三唑并[1,5-a]嘧啶-2-磺酰苯胺，其源自于具有2-和6-取代基的取代苯胺，其中至少一个是电子吸引基，例如N-(2,6-二氯苯基)-5,7-二甲基-1,2,4-三唑并[1,5-a]嘧啶-2-磺酰胺。还描述了具有2-和2-取代基的N-三烷基硅基苯胺，其中至少一个是电子吸引基，例如N-三甲基硅基-2,6-二氯-3-甲基苯胺。