N-acetyl-2-(2-cyclohexenyl)aniline | 430473-02-2

• 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: N-acetyl-2-(2-cyclohexenyl)aniline
• 英文别名: N-acetyl-2-(2-cyclohexen-1-yl)aniline；N-(2-cyclohex-2-en-1-ylphenyl)acetamide
• CAS: 430473-02-2
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: KRKJOBPBTJXPAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  375.9±31.0 °C(Predicted)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-acetyl-2-(2-cyclohexenyl)aniline 在 碘 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 以74%的产率得到1-((1R,4aS,9aR)-1-Iodo-1,2,3,4,4a,9a-hexahydro-carbazol-9-yl)-ethanone
  参考文献：
  名称：

  摘要：

  The reaction of 2-(2-cyclopentenyl)anilines with I-2 in the presence of NaHCO3 results in formation of 3-iodocyclopenta[b]indoles in high yields. Under similar conditions 2-(2-cyclohexenyl)anilines give rise to cyclization products whose structure depends on the solvent and substituents in the aromatic ring and on the nitrogen atom.

  DOI：

  10.1023/a:1013183605455
• 作为产物：
  描述：

  2-环己-2-烯-1-基苯胺 、 乙酸酐 以 二氯甲烷 为溶剂， 反应 18.0h， 以95%的产率得到N-acetyl-2-(2-cyclohexenyl)aniline
  参考文献：
  名称：

  摘要：

  N-Acetyl- and N-formyl-ortho-alkenyl(cycloalkenyl)anilines were synthesized. Their reaction with P2O5 or PCl5 afforded quinolines. By reaction of the ortho-alkenyl(cycloalkenyl)anilines with 1-methylimino- or 1-phenylimino-1-chloroethanes amidines were obtained that were cyclized in the polyphosphoric acid. The reaction with the polyphosphoric acid of amidines prepared from alkenylanilines and 1-methylimino-1-chloroethane gave rise to 3-methyl-3,4-dihydroquinazolines; on replacing in the substrate methylimine group for phenylimine one the yield of quinazoline decreased.

  DOI：

  10.1023/a:1012413715466

文献信息

• ——
  作者：R. R. Gataullin、I. S. Afon'kin、A. A. Fatykhov、L. V. Spirikhin、I. B. Abdrakhmanov

  DOI：10.1023/a:1012413715466

  日期：——

  N-Acetyl- and N-formyl-ortho-alkenyl(cycloalkenyl)anilines were synthesized. Their reaction with P2O5 or PCl5 afforded quinolines. By reaction of the ortho-alkenyl(cycloalkenyl)anilines with 1-methylimino- or 1-phenylimino-1-chloroethanes amidines were obtained that were cyclized in the polyphosphoric acid. The reaction with the polyphosphoric acid of amidines prepared from alkenylanilines and 1-methylimino-1-chloroethane gave rise to 3-methyl-3,4-dihydroquinazolines; on replacing in the substrate methylimine group for phenylimine one the yield of quinazoline decreased.
• ——
  作者：R. R. Gataullin、F. F. Minnigulov、A. A. Fatykhov、L. V. Spirikhin、I. B. Abdrakhmanov

  DOI：10.1023/a:1013183605455

  日期：——

  The reaction of 2-(2-cyclopentenyl)anilines with I-2 in the presence of NaHCO3 results in formation of 3-iodocyclopenta[b]indoles in high yields. Under similar conditions 2-(2-cyclohexenyl)anilines give rise to cyclization products whose structure depends on the solvent and substituents in the aromatic ring and on the nitrogen atom.