3-methyl-3-(3'-methyl-2'-indolyl)-2-indolinone | 7135-39-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-methyl-3-(3'-methyl-2'-indolyl)-2-indolinone
• 英文别名: 3-methyl-3-(3-methylindol-2-yl)-2,3-dihydro-1H-indol-2-one；3-methyl-3-(-methylindol-2-yl)indole-2-(3H)-one；2-(3-Methyl-3-oxindolyl)-3-methyl-indol；3,3'-dimethyl-1',3'-dihydro-1H-[2,3']biindolyl-2'-one；3-methyl-3-(3-methyl-1H-indol-2-yl)-1H-indol-2-one
• CAS: 7135-39-9
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: ZNOMNWWNWNAYML-UHFFFAOYSA-N

物化性质

• 熔点：
  222-224 °C
• 沸点：
  509.9±50.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-甲基吲哚 在 Montmorillonite K₁₀ clay 、 硫氰酸铵 作用下， 反应 48.0h， 以45%的产率得到3-methyl-3-(3'-methyl-2'-indolyl)-2-indolinone
  参考文献：
  名称：

  A clay-mediated eco-friendly thiocyanation of indoles and carbazoles

  摘要：

  Indoles 1a-f and carbazoles 3a-c on treatment with ammonium thiocyanate on montmorillonite K10 clay at 80degreesC furnished the corresponding 3-thiocyanato derivatives 2a-f and 4a-c in good to high yields. Skatole 5 furnished the dimeric oxindole 6, which resulted from autoxidation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.032

文献信息

• Chakrabarty, Manas; Mukherji, Ajanta, Journal of the Indian Chemical Society, 2013, vol. 90, # 10, p. 1681 - 1694
  作者：Chakrabarty, Manas、Mukherji, Ajanta

  DOI：——

  日期：——
• Balogh-Hergovich, Eva; Speier, Gabor, Journal of the Chemical Society. Perkin transactions I, 1986, p. 2305 - 2309
  作者：Balogh-Hergovich, Eva、Speier, Gabor

  DOI：——

  日期：——
• Banerji, Avijit; Ray, Rita; Pal, Sudhir C., Journal of the Indian Chemical Society, 1998, vol. 75, # 10-12, p. 698 - 704
  作者：Banerji, Avijit、Ray, Rita、Pal, Sudhir C.、Banerji, Debasis、Maiti, Kaustabh K.

  DOI：——

  日期：——
• Chakrabarty, Manas; Sarkar, Sandipan; Harigaya, Yoshihiro, Journal of Chemical Research, 2005, # 8, p. 540 - 542
  作者：Chakrabarty, Manas、Sarkar, Sandipan、Harigaya, Yoshihiro

  DOI：——

  日期：——
• AlCl₃-Promoted Thiocyanation of <i>N</i>-Containing Aromatic and Heteroaromatic Compounds Under Solvent-Free Conditions
  作者：Kobra Nikoofar、Samareh Gorji

  DOI：10.1080/10426507.2014.978321

  日期：2015.7.3

  Aluminum chloride/Ammonium thiocyanate (AlCl3/NH4SCN) was found to be an effective system for the thiocyanation of some arylamines and indoles to afford the corresponding thiocyanated adducts at room temperature under solvent-free conditions. The efficacy of this combined reagent was also examined in the thiocyanation of pyrrole and isatin. A plausible mechanism of thiocyanation has also been suggested.