2-Methylsulfanyl-4-phenylsulfanylmethyl-6-trichloromethyl-pyrimidine | 876588-82-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-Methylsulfanyl-4-phenylsulfanylmethyl-6-trichloromethyl-pyrimidine
• 英文别名: 2-Methylsulfanyl-4-(phenylsulfanylmethyl)-6-(trichloromethyl)pyrimidine；2-methylsulfanyl-4-(phenylsulfanylmethyl)-6-(trichloromethyl)pyrimidine
• CAS: 876588-82-8
• 化学式: C₁₃H₁₁Cl₃N₂S₂
• 分子量: 365.735
• InChiKey: IEWAAJNUHCFRNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Methylsulfanyl-4-phenylsulfanylmethyl-6-trichloromethyl-pyrimidine 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以80%的产率得到4-Benzenesulfonylmethyl-2-methanesulfonyl-6-trichloromethyl-pyrimidine
  参考文献：
  名称：

  A convenient two-step synthesis of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanyl pyrimidines

  摘要：

  This work reports a two-step synthetic strategy to obtain a series of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanylpyrimidines from the cyclization of 5-bromo-4-methoxy-1,1,1-trichloro-pent-3-en-2-ones with 2-methyl-2-pseudothiourea sulfate, followed by nucleophilic substitution of 6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine with a series of nucleophiles. Alternative strategies to obtain 6-halomethyl-4-trichloro[fluoro]methyl-2-methylsulfanyl pyrimidines have been addressed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.035
• 作为产物：
  描述：

  5-bromo-1,1,1-trichloro-4-methoxypent-3-en-2-one 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 水 、 苯 为溶剂， 反应 56.0h， 生成 2-Methylsulfanyl-4-phenylsulfanylmethyl-6-trichloromethyl-pyrimidine
  参考文献：
  名称：

  A convenient two-step synthesis of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanyl pyrimidines

  摘要：

  This work reports a two-step synthetic strategy to obtain a series of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanylpyrimidines from the cyclization of 5-bromo-4-methoxy-1,1,1-trichloro-pent-3-en-2-ones with 2-methyl-2-pseudothiourea sulfate, followed by nucleophilic substitution of 6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine with a series of nucleophiles. Alternative strategies to obtain 6-halomethyl-4-trichloro[fluoro]methyl-2-methylsulfanyl pyrimidines have been addressed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.035

文献信息

• A convenient two-step synthesis of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanyl pyrimidines
  作者：Nilo Zanatta、Darlene C. Flores、Claudia C. Madruga、Alex F.C. Flores、Helio G. Bonacorso、Marcos A.P. Martins

  DOI：10.1016/j.tetlet.2005.11.035

  日期：2006.1

  This work reports a two-step synthetic strategy to obtain a series of 6-methylenesubstituted-4-trichloromethyl-2-methylsulfanylpyrimidines from the cyclization of 5-bromo-4-methoxy-1,1,1-trichloro-pent-3-en-2-ones with 2-methyl-2-pseudothiourea sulfate, followed by nucleophilic substitution of 6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine with a series of nucleophiles. Alternative strategies to obtain 6-halomethyl-4-trichloro[fluoro]methyl-2-methylsulfanyl pyrimidines have been addressed. (c) 2005 Elsevier Ltd. All rights reserved.