3-(4-bromo-phenylimino)-5-methyl-1,3-dihydro-indol-2-one | 66440-24-2

• 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: 3-(4-bromo-phenylimino)-5-methyl-1,3-dihydro-indol-2-one
• 英文别名: (3Z)-3-[(4-bromophenyl)imino]-5-methyl-1,3-dihydro-2H-indol-2-one；3-(4-bromophenyl)imino-5-methyl-1H-indol-2-one
• CAS: 66440-24-2
• 化学式: C₁₅H₁₁BrN₂O
• 分子量: 315.169
• InChiKey: QMBOHFOUSYZHOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 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：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-bromo-phenylimino)-5-methyl-1,3-dihydro-indol-2-one 以 乙醇 为溶剂， 反应 6.17h， 生成
  参考文献：
  名称：

  Varma; Pandey, Journal of the Indian Chemical Society, 1982, vol. 59, # 10, p. 1174 - 1176

  摘要：

  DOI：
• 作为产物：
  描述：

  2-hydroxyimino-N-p-tolyl-acetamide 在 硫酸 作用下， 以 乙醇 为溶剂， 生成 3-(4-bromo-phenylimino)-5-methyl-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Sridhar; Ramesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 668 - 672

  摘要：

  DOI：

文献信息

• Protecting-Group-Free Synthesis of 3-Amino-3-α-prenyl-oxindoles through the Direct Prenylation of Isatin-Derived Imines
  作者：De-Feng Li、Hai-Shan Jin、Jing-Ru Zhang、Yi-Xuan Jiang、Li-Ming Zhao

  DOI：10.1002/ejoc.201800881

  日期：2018.9.16

  A zinc‐mediated α‐selective prenylation of isatin‐derived imine in a sealed tube has been developed. The method is highly efficient and operationally simple with its use of readily available prenyl bromide as the prenyl source. The obtained prenylated adduct can be further manipulated to other more complicated derivatives through cyclization or oxidation.

  已开发出在密封管中由锌介导的α-伊斯丁衍生的亚胺选择性乙二烯基化。该方法通过使用容易获得的异戊烯基溴化物作为异戊二烯源来进行高效和操作简单。可以通过环化或氧化将所得的烯丙基化的加合物进一步操纵为其他更复杂的衍生物。
• Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives
  作者：Seshaiah Krishnan Sridhar、Muniyandy Saravanan、Atmakuru Ramesh

  DOI：10.1016/s0223-5234(01)01255-7

  日期：2001.8

  Schiff bases and hydrazones of substituted isatins (1-28), were prepared by reacting isatin and aromatic primary amines/hydrazines. A new series of the corresponding N-Mannich base (29-35) was synthesised by reacting them with formaldehyde and diphenyl amine. The chemical structures were confirmed by means of H-1-NMR, IR spectral data and elemental analysis. The compounds were screened for antibacterial activity against seven Gram (+) and seven Gram (-) standard and pathological bacterial strains by the paper disc diffusion technique. The minimum inhibitory concentrations of the active compounds were determined. 1-Diphenyl amino-methyl-3-(4-bromo phenylimino)-1,3-dihydro-indol-3-one (30) and 3-(4-bromo phenylimino)-5-nitro-1,3-dihydroindol-3-one (13) were found to be the most actives compounds of the series. Mannich bases exhibited higher activity than the corresponding Schiff bases. (C) 2001 Editions scientifiques et medicales Elsevier SAS.
• RAJOPADHYE, MILIND;POPP, F. D., J. HETEROCYCL. CHEM., 24,(1987) N 6, 1637-1642
  作者：RAJOPADHYE, MILIND、POPP, F. D.

  DOI：——

  日期：——
• Sridhar; Ramesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 668 - 672
  作者：Sridhar、Ramesh

  DOI：——

  日期：——
• Varma; Pandey, Journal of the Indian Chemical Society, 1982, vol. 59, # 10, p. 1174 - 1176
  作者：Varma、Pandey

  DOI：——

  日期：——