N’-(2-oxo-1,2-dihydro-indol-3-ylidene)-2-chlorobenzohydrazide | 82973-13-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N’-(2-oxo-1,2-dihydro-indol-3-ylidene)-2-chlorobenzohydrazide
• 英文别名: 2-chloro-N'-(2-oxoindol-3-yl)benzohydrazide
• CAS: 82973-13-5
• 化学式: C₁₅H₁₀ClN₃O₂
• 分子量: 299.716
• InChiKey: AVWPBKXUZXBSJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  235 °C(Solv: methanol (67-56-1))
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N’-(2-oxo-1,2-dihydro-indol-3-ylidene)-2-chlorobenzohydrazide 在 氢氧化钾 作用下， 以78%的产率得到3-(2-Chloro-phenyl)-[1,3,4]oxadiazino[6,5-b]indole
  参考文献：
  名称：

  Ruab, Ali; Mishra, Bharati; Nizamuddin, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 526 - 528

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯苯甲醛 在 N-氯代丁二酰亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 N’-(2-oxo-1,2-dihydro-indol-3-ylidene)-2-chlorobenzohydrazide
  参考文献：
  名称：

  Facile synthesis of ninhydrin and isatin based hydrazones in water using PEG-OSO3H as a highly efficient and homogeneous polymeric acid-surfactant combined catalyst

  摘要：

  The synthesis of a series of biologically important ninhydrin and isatin based hydrazones has been carried out by refluxing easily synthesized novel N'-(chloro-aryl-methylene)-tert-butylcarbazates with ninhydrin and isatins in the presence of PEG-OSO3H as catalyst in water medium. The dual characteristic of PEG-OSO3H as a Bronsted acid as well as a phase-transfer catalyst is successfully exploited in this synthesis. Reduced reaction time, operational simplicity, excellent yields of the products with high purity, and more importantly, easy recoverability, and reusability of the homogeneous polymeric catalyst make the reaction an attractive, economic, and sustainable green synthetic methodology. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.105

文献信息

• Tin powder-promoted one-pot synthesis of 3-spiro-fused or 3,3′-disubstituted 2-oxindoles
  作者：Juanjuan Wang、Danfeng Huang、Ke-Hu Wang、Xiansha Peng、Yingpeng Su、Yulai Hu、Ying Fu

  DOI：10.1039/c6ob01487a

  日期：——

  oxindoles has been developed from one-pot reactions of isatins, hydrazides or aromatic amines, 2-(bromomethyl)acrylic ester and tin powder in the presence of a catalytic amount of Brønsted or Lewis acid. The method avoids the use of toxic stannanes and allows easy operation. It is also proved that hydrazides are more favorable for intramolecular cyclization than amines.

  在存在下，由靛红，酰肼或芳香胺，2-（溴甲基）丙烯酸酯和锡粉的一锅反应，开发了一种方便有效的3-螺氧并吲哚衍生物或3,3'-二取代的羟吲哚的结构方法。催化量的布朗斯台德酸或路易斯酸。该方法避免了使用有毒的锡烷，并且易于操作。还证明了酰肼比胺更有利于分子内环化。
• Efficient synthesis of new 2,3-dihydrooxazole-spirooxindoles hybrids as antimicrobial agents
  作者：Shailendra Tiwari、Poonam Pathak、Ram Sagar

  DOI：10.1016/j.bmcl.2016.03.093

  日期：2016.5

  Two series of new 2,3-dihydrooxazole-spirooxindole derivatives were efficiently synthesized starting from N′-(2-oxoindolin-3-ylidene) benzohydrazide/N′-(2-oxoindolin-3-ylidene)-2-phenoxyacetohydrazide using designed synthetic route. Newly synthesized 2,3-dihydrooxazole-spirooxindole derivatives were screened for their antibacterial and antifungal activity against different pathogenic strain of bacteria

  使用设计的合成方法，从N '-（2-氧代吲哚-3-亚基）苯甲酰肼/ N '-（2-氧代吲哚-3-亚基）-2-苯氧基乙酰肼开始有效合成了两个系列的新的2,3-二氢恶唑-螺氧并恶唑衍生物。路线。筛选了新合成的2,3-二氢恶唑-螺氧并恶唑衍生物对不同病原菌的细菌和真菌的抗菌和抗真菌活性。确定了测试化合物和参考标准品的最小抑菌浓度（MIC），最小杀菌浓度（MBC）和最小杀菌浓度（MFC）。化合物4e，4g，7g表现出良好的抗菌活性，而化合物4f，7b，7d显示出更好的抗真菌活性。
• Singh, Kumud; Tiwari, Nirupama; Nizamuddin, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 10, p. 1086 - 1089
  作者：Singh, Kumud、Tiwari, Nirupama、Nizamuddin

  DOI：——

  日期：——
• ALI, RUAB;MISHRA, BHARATI;NIZAMIDDIN, INDIAN J. CHEM. B, 28,(1989) N, C. 526-528
  作者：ALI, RUAB、MISHRA, BHARATI、NIZAMIDDIN

  DOI：——

  日期：——