dimethyl benzylthio(fluoro)methylidenemalonate | 399557-51-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl benzylthio(fluoro)methylidenemalonate
• 英文别名: 2-(Benzylsulfanyl-fluoro-methylene)-malonic acid dimethyl ester；dimethyl 2-[benzylsulfanyl(fluoro)methylidene]propanedioate
• CAS: 399557-51-8
• 化学式: C₁₃H₁₃FO₄S
• 分子量: 284.308
• InChiKey: VJBDPSHRBZXQBU-UHFFFAOYSA-N

物化性质

• 沸点：
  336.5±42.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl benzylthio(fluoro)methylidenemalonate 以 二苯醚 、 乙醚 为溶剂， 反应 0.5h， 生成 2-benzylthio-6-ethoxycarbonyl-3-(methoxycarbonyl)quinolin-4-one
  参考文献：
  名称：

  摘要：

  alpha-Fluorine-containing beta-functionalized vinyl sulfides readily react with N-nucleophiles to form alpha-fluorine-substituted products. The reactions with phenylhydrazines and amidines of acids are accompanied by cyclization at the functional group. Thermal cyclization of cyanotrifluoromethylketene N,S-acetals proceeds at the trifluoromethyl group to give substituted 3-cyanoquinolin-4-ones.

  DOI：

  10.1023/a:1019669820268
• 作为产物：
  描述：

  2-三氟甲基丙二酸二甲酯 、 苄硫醇 在 (C2H5)3N*BF3 作用下， 以66%的产率得到dimethyl benzylthio(fluoro)methylidenemalonate
  参考文献：
  名称：

  摘要：

  A new method was developed for the synthesis of fluorine-containing functionally substituted vinyl sulfides and ketene dithioacetals from the corresponding derivatives of a-trifluoromethyl-substituted CH-acids and thiols in the presence of BF(3) . NEt(3).

  DOI：

  10.1023/a:1011325520421

文献信息

• ——
  作者：A. N. Kovregin、A. Yu. Sizov、A. F. Ermolov

  DOI：10.1023/a:1011325520421

  日期：——

  A new method was developed for the synthesis of fluorine-containing functionally substituted vinyl sulfides and ketene dithioacetals from the corresponding derivatives of a-trifluoromethyl-substituted CH-acids and thiols in the presence of BF(3) . NEt(3).
• ——
  作者：A. N. Kovregin、A. Yu. Sizov、A. F. Ermolov

  DOI：10.1023/a:1019669820268

  日期：——

  alpha-Fluorine-containing beta-functionalized vinyl sulfides readily react with N-nucleophiles to form alpha-fluorine-substituted products. The reactions with phenylhydrazines and amidines of acids are accompanied by cyclization at the functional group. Thermal cyclization of cyanotrifluoromethylketene N,S-acetals proceeds at the trifluoromethyl group to give substituted 3-cyanoquinolin-4-ones.