5-Chloro-3-[(Z)-2-trifluoromethyl-phenylimino]-1,3-dihydro-indol-2-one | 200955-12-0

• 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: 5-Chloro-3-[(Z)-2-trifluoromethyl-phenylimino]-1,3-dihydro-indol-2-one
• 英文别名: 5-chloro-3-[2-(trifluoromethyl)phenyl]imino-1H-indol-2-one
• CAS: 200955-12-0
• 化学式: C₁₅H₈ClF₃N₂O
• 分子量: 324.69
• InChiKey: WJSSYDABKGZWPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氨基硫脲 、 5-Chloro-3-[(Z)-2-trifluoromethyl-phenylimino]-1,3-dihydro-indol-2-one 以 乙醇 为溶剂， 反应 2.0h， 以32%的产率得到5'-amino-4'-(2-trifluoromethyl phenyl)-2',4'-dihydro-5-chloro-spiro[3H-indole-3,3'-[3H-1,2,4]triazole]-2(1H)-one
  参考文献：
  名称：

  Microwave assisted one pot synthesis of a series of trifluoromethyl substituted spiro [indole–triazoles]

  摘要：

  A series of trifluoromethyl substituted spiro [3H-indole-3,3 '-[3H-1,2,4]triazoles]-2(1H)-ones have been synthesized in 85-90% yield by one pot environmentally benign microwave induced techniques involving the condensation of 3-arylimino-2H-indol-2-ones (III) with thiosemicarbazide (IV) using montmorillonite as solid support. This 3-arylimino-2H-indol-2-ones (III) was synthesized in situ by the reaction of fluorinated indole-2,3-diones (I) and fluorinated anilines (II). The advantages obtained by the use of microwave irradiation were demonstrated. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00429-8
• 作为产物：
  描述：

  5-氯靛红 、 邻氨基三氟甲苯 生成 5-Chloro-3-[(Z)-2-trifluoromethyl-phenylimino]-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  微波辐射下3-吲哚亚胺与氯乙酰氯的无溶剂环加成反应

  摘要：

  开发了无溶剂方法，用于在碱性氧化铝负载的碳酸钾 (K2CO3-Al2O3) 上快速合成螺[氮杂环丁烷-吲哚] 6a-g，该方法来自使用微波的吲哚亚胺 3 和氯乙酰氯 4 作为合成子的环加成反应。该程序既不需要有毒有害的碱，也不需要挥发性溶剂。3 是通过吲哚-2,3-二酮 1 和氟化苯胺 2 在微波辐射下的纯反应原位合成的。螺环化合物 6a 和 6b 的无溶剂氨基烷基化已在微波下进行。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:468–473, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10180

  DOI：

  10.1002/hc.10180

文献信息

• Solvent-free cycloaddition reaction of 3-indolylimines with chloroacetyl chloride under microwave irradiation
  作者：Anshu Dandia、Ruby Singh、Pragati Sharma

  DOI：10.1002/hc.10180

  日期：——

  Solvent-free approach is developed for the rapid synthesis of spiro[azetidine-indoles] 6a–g on basic alumina supported potassium carbonate (K2CO3–Al2O3) from the cycloaddition reaction of indolylimines 3 and chloroacetyl chloride 4 as synthons using microwaves. The procedure neither required toxic and hazardous base nor volatile solvents. 3 was synthesized in situ by the neat reaction of indole-2,3-diones

  开发了无溶剂方法，用于在碱性氧化铝负载的碳酸钾 (K2CO3-Al2O3) 上快速合成螺[氮杂环丁烷-吲哚] 6a-g，该方法来自使用微波的吲哚亚胺 3 和氯乙酰氯 4 作为合成子的环加成反应。该程序既不需要有毒有害的碱，也不需要挥发性溶剂。3 是通过吲哚-2,3-二酮 1 和氟化苯胺 2 在微波辐射下的纯反应原位合成的。螺环化合物 6a 和 6b 的无溶剂氨基烷基化已在微波下进行。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:468–473, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10180
• Microwave assisted one pot synthesis of a series of trifluoromethyl substituted spiro [indole–triazoles]
  作者：Anshu Dandia、Ruby Singh、Harshita Sachdeva、Kapil Arya

  DOI：10.1016/s0022-1139(01)00429-8

  日期：2001.9

  A series of trifluoromethyl substituted spiro [3H-indole-3,3 '-[3H-1,2,4]triazoles]-2(1H)-ones have been synthesized in 85-90% yield by one pot environmentally benign microwave induced techniques involving the condensation of 3-arylimino-2H-indol-2-ones (III) with thiosemicarbazide (IV) using montmorillonite as solid support. This 3-arylimino-2H-indol-2-ones (III) was synthesized in situ by the reaction of fluorinated indole-2,3-diones (I) and fluorinated anilines (II). The advantages obtained by the use of microwave irradiation were demonstrated. (C) 2001 Elsevier Science B.V. All rights reserved.