ethyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)thiazolidin-5-ylidene]acetate | 1177434-72-8

• 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: ethyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)thiazolidin-5-ylidene]acetate
• 英文别名: ethyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)-1,3-thiazolan-5-yliden]acetate；ethyl (2Z)-2-(4-oxo-3-phenyl-2-phenylimino-1,3-thiazolidin-5-ylidene)acetate
• CAS: 1177434-72-8
• 化学式: C₁₉H₁₆N₂O₃S
• 分子量: 352.414
• InChiKey: FIRBMRLEAJITIR-YDPVLUQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N'-二苯基硫脲 、 丁炔二酸二乙酯 以 水 为溶剂， 反应 0.1h， 以94%的产率得到ethyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)thiazolidin-5-ylidene]acetate
  参考文献：
  名称：

  An efficient solvent-tuning approach for the rapid synthesis of thiazolidinone derivatives and the selective synthesis of 2-amino-4H-1,3-thiazin-4-one and dimethyl 3,3′-thiodiacrylates

  摘要：

  Green synthetic approach has been developed for the rapid generation of thiazolidinone derivatives as crystallized products under catalyst-free conditions in water by polarity adjustment with ethyl lactate as a co-solvent in excellent yields. Additionally, interesting findings on the synthesis of 2-amino-4H-1,3-thiazin-4-one and dimethyl 3,3'-thiodiacrylates have been reported. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.08.032

文献信息

• One-Pot Stereoselective Synthesis of Alkyl (<i>Z</i>)-2-[4-Oxo-3-phenyl-2-(phenylimino)-1,3-thiazolan-5-yliden]acetates from Acetylenic Esters and N, N′ -Diphenylthiourea
  作者：Monireh Heshmati Gonbari、Ali Ramazani、Ali Souldozi

  DOI：10.1080/10426500802111488

  日期：2009.2.3

  N, N' -diphenylthiourea reacts with dialkyl acetylenedicarboxylates in acetone to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)-1,3-thiazolan-5-yliden]acetates in fairly good yields. NMR spectra indicated that the reaction is completely stereoselective.