4-chloro-2-methyl-6-(2-methylphenyl)pyrimidine | 1159820-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-chloro-2-methyl-6-(2-methylphenyl)pyrimidine
• 英文别名: 4-Chloro-2-methyl-6-(o-tolyl)pyrimidine
• CAS: 1159820-74-2
• 化学式: C₁₂H₁₁ClN₂
• 分子量: 218.686
• InChiKey: YQSBXPFKFBSNKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-2-methyl-6-(2-methylphenyl)pyrimidine 在 5%-palladium/activated carbon 、 氢气 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以87%的产率得到2-methyl-4-(2-methylphenyl)pyrimidine
  参考文献：
  名称：

  Synthesis of 4-Aryl and Unsymmetrical 4,6-Diarylpyrimidines by the Suzuki-Miyaura Cross-Coupling Reaction

  摘要：

  A two-step procedure for the synthesis of 4-arylpyrimidines from inexpensive 4,6-dichloropyrimidine via a Suzuki-Miyaura/hydrodechlorination reaction sequence is described. The reaction resulted in the predominant formation of mono-arylated product. The cross-coupling of 4-chloro-6-substituted pyrimidines with various aryl/heteroarylboronic acids also furnished 4,6-disubstituted pyrimidines in acceptable yields.

  DOI：

  10.3987/com-18-13956
• 作为产物：
  描述：

  4,6-二氯-2-甲基嘧啶 、 2-甲基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 异丙醇 为溶剂， 反应 18.0h， 以69%的产率得到4-chloro-2-methyl-6-(2-methylphenyl)pyrimidine
  参考文献：
  名称：

  Synthesis of 4-Aryl and Unsymmetrical 4,6-Diarylpyrimidines by the Suzuki-Miyaura Cross-Coupling Reaction

  摘要：

  A two-step procedure for the synthesis of 4-arylpyrimidines from inexpensive 4,6-dichloropyrimidine via a Suzuki-Miyaura/hydrodechlorination reaction sequence is described. The reaction resulted in the predominant formation of mono-arylated product. The cross-coupling of 4-chloro-6-substituted pyrimidines with various aryl/heteroarylboronic acids also furnished 4,6-disubstituted pyrimidines in acceptable yields.

  DOI：

  10.3987/com-18-13956

文献信息

• [EN] PYRIMIDINE COMPOUND AND ITS USE IN PEST CONTROL<br/>[FR] COMPOSÉ PYRIMIDINE ET SON UTILISATION DANS LA LUTTE ANTIPARASITAIRE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2010134478A1

  公开（公告）日：2010-11-25

  A pyrimidine compound represented by below formula (I) has excellent control activity against pests and is useful as an active ingredient of a pest controlling agent.

  以下公式（I）所代表的嘧啶化合物对害虫具有出色的控制活性，并可用作杀虫剂的活性成分。
• PYRIMIDINE COMPOUND AND ITS USE IN PEST CONTROL
  申请人：Mizuno Hajime

  公开号：US20120041009A1

  公开（公告）日：2012-02-16

  A pyrimidine compound represented by below formula (I) has excellent control activity against pests and is useful as an active ingredient of a pest controlling agent.

  下面公式（I）所表示的嘧啶化合物具有优异的害虫控制活性，并且可用作害虫控制剂的活性成分。
• Synthesis of 4-Aryl and Unsymmetrical 4,6-Diarylpyrimidines by the Suzuki-Miyaura Cross-Coupling Reaction
  作者：Victor Snieckus、Gerald J. Tanoury、Sahaj Gupta、Jennifer A. Melanson、M Selim Hossain、Louis Vaillancourt、William A. Nugent

  DOI：10.3987/com-18-13956

  日期：——

  A two-step procedure for the synthesis of 4-arylpyrimidines from inexpensive 4,6-dichloropyrimidine via a Suzuki-Miyaura/hydrodechlorination reaction sequence is described. The reaction resulted in the predominant formation of mono-arylated product. The cross-coupling of 4-chloro-6-substituted pyrimidines with various aryl/heteroarylboronic acids also furnished 4,6-disubstituted pyrimidines in acceptable yields.