ethyl 2-methylthio-4-[(triphenylphosphanylidene)amino]thiazole-5-carboxylate | 147235-59-4

• 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: ethyl 2-methylthio-4-[(triphenylphosphanylidene)amino]thiazole-5-carboxylate
• 英文别名: ethyl 2-methylthio-4-(triphenylphosphoranylideneamino)thiazol-5-carboxylate；Ethyl 2-methylsulfanyl-4-[(triphenyl-lambda5-phosphanylidene)amino]-1,3-thiazole-5-carboxylate；ethyl 2-methylsulfanyl-4-[(triphenyl-λ5-phosphanylidene)amino]-1,3-thiazole-5-carboxylate
• CAS: 147235-59-4
• 化学式: C₂₅H₂₃N₂O₂PS₂
• 分子量: 478.576
• InChiKey: UHORLGIOJUIEHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-硝基苯甲酰氯 、 ethyl 2-methylthio-4-[(triphenylphosphanylidene)amino]thiazole-5-carboxylate 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以43%的产率得到6-methylthio-2-(4-nitrophenyl)thiazolo<4,5-d><3,1>oxazin-4-one
  参考文献：
  名称：

  A new, general approach for the synthesis of heteroannulated 3,1-oxazin-4-ones

  摘要：

  Beta-(N-Triphenylphosphoranyliden)-enamino esters afford the synthetically useful heteroannulated 3,1-oxazin-4-ones with aroyl chlorides in different solvents. The reaction proceeds in one step and in high yields and appears to be independent of the reactivity of the heterocyclic substrate.

  DOI：

  10.1016/s0040-4020(01)86261-x
• 作为产物：
  描述：

  4-氨基-2-(甲基硫代)噻唑-5-羧酸乙酯 、 三苯基膦 在 六氯乙烷 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以63%的产率得到ethyl 2-methylthio-4-[(triphenylphosphanylidene)amino]thiazole-5-carboxylate
  参考文献：
  名称：

  A new, general approach for the synthesis of heteroannulated 3,1-oxazin-4-ones

  摘要：

  Beta-(N-Triphenylphosphoranyliden)-enamino esters afford the synthetically useful heteroannulated 3,1-oxazin-4-ones with aroyl chlorides in different solvents. The reaction proceeds in one step and in high yields and appears to be independent of the reactivity of the heterocyclic substrate.

  DOI：

  10.1016/s0040-4020(01)86261-x

文献信息

• One-Pot Three-Component Synthesis of bis[2-(methylthio)-7-oxothiazolo[4,5-d]pyrimidin-6(7H)-yl]benzenes
  作者：Zheng Dong Fang、Di Fang、Jing Zheng

  DOI：10.3184/174751913x13668217942382

  日期：2013.6

  2-methylthio-4-[(triphenylphosphanylidene)amino] thiazole-5-carboxylate with aromatic diisocyanates and secondary amines produced novel bis[2-methylthio-7-oxothiazolo[4,5-d]pyrimidin-6(7H)-yl]benzenes in the presence of EtONa in 67–93% yields. This method provides an effective synthesis of nitrogen-containing heterocycles with the advantages of mild reaction conditions, simple operation and good yields. The structures

  2-甲硫基-4-[(三苯基亚膦基)氨基] 噻唑-5-羧酸乙酯与芳香族二异氰酸酯和仲胺的三组分反应生成新型双[2-甲硫基-7-氧噻唑并[4,5-d]嘧啶-6 (7H)-基]苯在 EtONa 存在下的产率为 67-93%。该方法提供了一种有效合成含氮杂环化合物，具有反应条件温和、操作简单、收率高等优点。产物的结构经1H NMR、IR、MS和元素分析确证。