2-hydroxy-N-[(4-methylphenyl)methylideneamino]benzamide | 72323-43-4

• 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: 2-hydroxy-N-[(4-methylphenyl)methylideneamino]benzamide
• CAS: 72323-43-4
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: USNNCFCLTVHOOK-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C(Solv: ethanol (64-17-5))
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-N-[(4-methylphenyl)methylideneamino]benzamide 、 巯基乙酸 在 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以62%的产率得到2-hydroxy-N-(4-oxo-2-(p-tolyl)thiazolidin-3-yl)benzamide
  参考文献：
  名称：

  Synthesis and Biological Activity of 2-Hydroxy-N(5-methylene-4-oxo-2-aryl-thiazolidin-3-yl)-benzamide

  摘要：

  2-Hydroxy benzoic acid hydrazide (1) undergoes facile condensation with aromatic aldehydes to afford the corresponding 2-hydroxy benzoic acid arylidene hydrazides (2a-h) in good yields. Cyclocondensation of compounds 2a-h with thioglycolic acid yields 2-hydroxy-N(4-oxo-2-aryl-thiazolidin-3-yl)-benzamides (3a-h). These 3a-h compounds are for the reacted with benzaldehyde in the presence of sodium ethanolate affords, giving 2-hydroxy-N(5-methylene-4-oxo-2-aryl-thiazolidin-3-yl)-benzamides (4a-h). The structures of these compounds were established on the basis of analytical and spectral data. All the newly synthesized compounds were evaluated for their antibacterial and antifungal activities. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500903176521
• 作为产物：
  描述：

  对甲基苯甲醛 、 水杨酰肼 以 乙醇 为溶剂， 以81%的产率得到2-hydroxy-N-[(4-methylphenyl)methylideneamino]benzamide
  参考文献：
  名称：

  Synthesis of some Schiff base Derivatives using One pot Grinding Method and Its Biological activities

  摘要：

  在本研究中，我们报告了用一锅研磨法从 2-hydroxy benzohydrazide 和芳香醛中合成了一些希夫碱衍生物。核磁共振和红外光谱用于表征合成的化合物。研究了希夫碱衍生物 3（a-j）的抗氧化、抗糖尿病和抗炎特性。根据标准，所有化合物都具有良好的生物活性。

  DOI：

  10.13005/ojc/380626

文献信息

• Synthesis and Biological Activity of 2-Hydroxy-N(5-methylene-4-oxo-2-aryl-thiazolidin-3-yl)-benzamide
  作者：Hasmukh S. Patel、Sumeet J. Patel

  DOI：10.1080/10426500903176521

  日期：2010.7.30

  2-Hydroxy benzoic acid hydrazide (1) undergoes facile condensation with aromatic aldehydes to afford the corresponding 2-hydroxy benzoic acid arylidene hydrazides (2a-h) in good yields. Cyclocondensation of compounds 2a-h with thioglycolic acid yields 2-hydroxy-N(4-oxo-2-aryl-thiazolidin-3-yl)-benzamides (3a-h). These 3a-h compounds are for the reacted with benzaldehyde in the presence of sodium ethanolate affords, giving 2-hydroxy-N(5-methylene-4-oxo-2-aryl-thiazolidin-3-yl)-benzamides (4a-h). The structures of these compounds were established on the basis of analytical and spectral data. All the newly synthesized compounds were evaluated for their antibacterial and antifungal activities. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• Synthesis of some Schiff base Derivatives using One pot Grinding Method and Its Biological activities
  作者：Anusuya V Anusuya V、Muruganantham N Muruganantham N、Anitha P Anitha P、Mahesh S Mahesh S

  DOI：10.13005/ojc/380626

  日期：2022.12.30

  In this present study, we reported the synthesis of some Schiff base derivatives by one pot grinding method from 2-hydroxy benzohydrazide and Aromatic aldehydes. NMR and IR spectroscopy were used to characterize the synthesized compounds. The antioxidant, antidiabetic and anti-inflammatory properties of the Schiff base derivatives 3(a-j) were studied. Regarding standards, all the compounds demonstrated good biological activity.

  在本研究中，我们报告了用一锅研磨法从 2-hydroxy benzohydrazide 和芳香醛中合成了一些希夫碱衍生物。核磁共振和红外光谱用于表征合成的化合物。研究了希夫碱衍生物 3（a-j）的抗氧化、抗糖尿病和抗炎特性。根据标准，所有化合物都具有良好的生物活性。