5-(4-Methoxyphenylmethylene)-4-oxo-2-piperidino-2-thiazoline | 55111-58-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-Methoxyphenylmethylene)-4-oxo-2-piperidino-2-thiazoline
• 英文别名: 5-(4-Methoxyphenylmethylene)-2-piperidino-2-thiazolin-4-one；5-(4-methoxy-benzylidene)-2-piperidin-1-yl-thiazol-4-one；5-[(4-Methoxyphenyl)methylidene]-2-piperidin-1-yl-1,3-thiazol-4-one
• CAS: 55111-58-5
• 化学式: C₁₆H₁₈N₂O₂S
• mdl: MFCD00684869
• 分子量: 302.397
• InChiKey: GFGAGWQZEHNDMO-UHFFFAOYSA-N

物化性质

• 熔点：
  195-196 °C(Solv: benzene (71-43-2); ethanol (64-17-5))
• 沸点：
  467.9±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-Methoxyphenylmethylene)-4-oxo-2-piperidino-2-thiazoline 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以82%的产率得到5-(4-Methoxyphenylmethylene)-2,4-dioxothiazolidine potassium salt
  参考文献：
  名称：

  Omar, M. T.; Habashy, M. M.; Kasem, M. A., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 3, p. 483 - 487

  摘要：

  DOI：
• 作为产物：
  描述：

  2-硫代-5-(4-甲氧基苄亚基)噻唑烷-4-酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 3.0h， 生成 5-(4-Methoxyphenylmethylene)-4-oxo-2-piperidino-2-thiazoline
  参考文献：
  名称：

  Omar, M.T.; Sherif, F.A., Journal fur praktische Chemie (Leipzig 1954), 1980, vol. 322, # 5, p. 835 - 842

  摘要：

  DOI：

文献信息

• Formation of ionic carbon nitride towards an environmentally friendly synthesis of 2-amino-5-alkylidene-thiazol-4-one
  作者：Najmedin Azizi、Navid Habibnejad、Tahereh Soleymani Ahooie

  DOI：10.1016/j.molliq.2022.120625

  日期：2022.12

  template-free ionic carbon nitride nanotubes (K-g-C3N4) were created via thermal polymerizing and aqueous alkaline liquid-phase exfoliation. The characterization of alkaline K-doped ionic graphitic carbon nitride (K-g-C3N4) was determined by FT-IR, SEM, EDS, and TGA analysis. A simple, facile, and efficient synthesis of 2-amino-5-alkylidene-thiazol-4-ones derivatives via a multicomponent reaction of various

  石墨氮化碳 (gC 3 N 4 ) 具有类似于石墨的层状结构，并在有机转化中提供令人兴奋和独特的支持。使用边缘功能化的石墨氮化碳通过掺杂各种官能团并将其转变为另一种形态已成为近十年来关注的焦点。具有弱碱性的富氮结构；因此，它必须通过各种功能化来改善其性能。在此，首次通过热聚合和水性碱性液相剥离制备了无模板离子氮化碳纳米管（KgC 3 N 4 ）。碱性K掺杂离子石墨碳氮化碳（KgC 3N 4 ) 通过FT-IR、SEM、EDS和TGA分析确定。 使用可重复使用的 KgC 3 N 4作为绿色催化剂，通过各种醛、胺和罗丹宁在乙醇中的多组分反应，简单、简便、高效地合成 2-氨基-5-亚烷基-噻唑-4-酮衍生物。发达。通过用罗丹明改变醛和胺的结构来探索反应范围。各种 2-氨基-5-亚烷基-噻唑-4-酮在 60-180 分钟内的产率范围在 65% 和 96% 之间。由于 KgC 3 N 4的异质性，催
• An Efficient One-pot Synthesis of 2-Amino-5-arylidenethiazol-4-ones Catalyzed by MgO Nanoparticles
  作者：Narges Shariati、Robabeh Baharfar

  DOI：10.1002/jccs.201300425

  日期：2014.3

  AbstractA mild and efficient protocol for the synthesis of 2‐amino‐5‐arylidene‐1,3‐thiazol‐4(5H)‐ones is reported by three component reaction of aldehydes, rhodanine and secondary amines in the presence of magnesium oxide nanoparticles as heterogeneous nanocatalyst in good yields and short reaction times.
• Omar, M. T.; Kasem, M. A., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1413 - 1415
  作者：Omar, M. T.、Kasem, M. A.

  DOI：——

  日期：——
• Reactions of N,N-Disubstituted 5-Arylmethylidene-2-amino-thiazol-4(5H)-ones with CH Acids
  作者：Kamal A. Kandeel、Ali M. Youssef、Hany M. El-Bestawy、Mohamed T. Omar

  DOI：10.1007/s007060200092

  日期：2002.9.1

  N,N-Disubstituted 5-arylmethylidene-2-aminothiazol-4(5H)-ones reacted with diethyl malonate, ethyl benzoylacetate, acetylacetone, or cyclopentadiene in refluxing toluene and in presence of powdered sodium to give the respective 5-arylmethylidene-2'-amino-2,5'-bithiazolylidene-4,4'-dione derivatives in moderate yields. 5-Benzylidene-2-morpholin-4-yl-2-thiazol-4(5H)-one reacted with malononitrile in toluene and in presence of powdered sodium under mild conditions to afford the 1:1 adduct, benzylmalononitrile, and 2-morpholin-4-yl-2-thiazol-4(5H)-one. However, similar treatment of 5-(4-methoxyphenylmethylidene)-2-morpholin-4-yl-2-thiazol-4(5H)-one with malononitrile yielded the 2,5'-bithiazolylidene-4,4'-dione derivative together with 4-methoxyphenylmethylidene malononitrile. Treatment of 5-benzylidene- and 5-(4-methoxyphenylmethylidene)-2-morpholin-4-yl-2-thiazol-4(5H)-ones with 3-phenyl-4-oxo-2-thioxo-1,3-thiazolidine in refluxing toluene and in presence of powdered sodium produced 5-arylmethylidene-3-phenyl-4-oxo-2-thioxo-1,3-thiazolidines in good yields. The structures of all products were deduced from microanalytical and spectroscopic data, mechanistic details are discussed.
• Kandeel, Kamal A.; Youssef, Ali M.; El-Bestawy, Hany M., Journal of Chemical Research, Miniprint, 2003, # 11, p. 1129 - 1140
  作者：Kandeel, Kamal A.、Youssef, Ali M.、El-Bestawy, Hany M.、Omar, Mohamed T.

  DOI：——

  日期：——