N-<(E)-2-chloro-1,2-(4,4'-dimethoxy)diphenylvinylthio>phthalimide | 148278-86-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-<(E)-2-chloro-1,2-(4,4'-dimethoxy)diphenylvinylthio>phthalimide
• CAS: 148278-86-8
• 化学式: C₂₄H₁₈ClNO₄S
• 分子量: 451.93
• InChiKey: RBPFFFHTKOXQOK-QURGRASLSA-N

物化性质

• 沸点：
  625.8±65.0 °C(predicted)
• 密度：
  1.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-<(E)-2-chloro-1,2-(4,4'-dimethoxy)diphenylvinylthio>phthalimide 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 3-chloro-2-(4-methoxy)phenyl-6-methoxybenzothiophene
  参考文献：
  名称：

  Comparison between the mass spectrometric behaviour and condensed-phase reactivity of products of addition of phthalimidesulphenyl chloride to aryl acetylenes

  摘要：

  AbstractThe electron impact‐induced mass spectrometric behaviour of six products of the addition of phthalimidesulphenyl chloride to aryl acetylenes was studied with the aid of daughter ion spectroscopy. The electron impact‐induced decomposition processes parallel those observed in the condensed phase. In particular for the diaryl adducts the formation of 3‐chlorobenzothiophene derivatives results in a highly favoured process under the two sets of operating conditions.

  DOI：

  10.1002/oms.1210280208
• 作为产物：
  描述：

  phthalimidesulfenyl chloride 、 林可霉素 2,7-二乙酸酯 以 二氯甲烷 为溶剂， 以75%的产率得到N-<(E)-2-chloro-1,2-(4,4'-dimethoxy)diphenylvinylthio>phthalimide
  参考文献：
  名称：

  Comparison between the mass spectrometric behaviour and condensed-phase reactivity of products of addition of phthalimidesulphenyl chloride to aryl acetylenes

  摘要：

  AbstractThe electron impact‐induced mass spectrometric behaviour of six products of the addition of phthalimidesulphenyl chloride to aryl acetylenes was studied with the aid of daughter ion spectroscopy. The electron impact‐induced decomposition processes parallel those observed in the condensed phase. In particular for the diaryl adducts the formation of 3‐chlorobenzothiophene derivatives results in a highly favoured process under the two sets of operating conditions.

  DOI：

  10.1002/oms.1210280208

文献信息

• Phthalimidesulfenyl Chloride; Part VII:¹Synthesis of 2-Substituted 3-Chlorobenzo[<i>b</i>]thiophenes and Related Heteroaromatics
  作者：Giuseppe Capozzi、Francesco De Sio、Stefano Menichetti、Cristina Nativi、Pier Luca Pacini

  DOI：10.1055/s-1994-25516

  日期：——

  Addition of phthalimidesulfenyl chloride (1) to diaryl- or alkyl(aryl) acetylenes affords (E)-ß-chlorovinylsulfenamides 3. These species react with aluminum trichloride and other Lewis acids to give benzo-[b]thiophenes 6 through an intramolecular electrophilic substitution. The reaction is very simple and seems insensitive to the nature of substituents at the double bond of vinylsulfenamides 3. Following the same strategy the thienothiophene 11 and the condensed thiopyran 12 were also prepared.

  将邻苯二甲酰亚胺基亚磺酰氯（1）加到二芳基或烷基（芳基）乙炔上会产生 (E)-ß-chlorovinylsulfenamides 3。这些物质与三氯化铝和其他路易斯酸反应，通过分子内亲电取代生成苯并[b]噻吩 6。该反应非常简单，而且似乎对乙烯基亚磺酰胺 3 双键上取代基的性质不敏感。按照同样的策略，还制备出了噻吩 11 和缩合噻喃 12。
• Comparison between the mass spectrometric behaviour and condensed-phase reactivity of products of addition of phthalimidesulphenyl chloride to aryl acetylenes
  作者：G. Capozzi、S. Menichetti、C. Nativi、R. Seraglia、P. Traldi

  DOI：10.1002/oms.1210280208

  日期：1993.2

  AbstractThe electron impact‐induced mass spectrometric behaviour of six products of the addition of phthalimidesulphenyl chloride to aryl acetylenes was studied with the aid of daughter ion spectroscopy. The electron impact‐induced decomposition processes parallel those observed in the condensed phase. In particular for the diaryl adducts the formation of 3‐chlorobenzothiophene derivatives results in a highly favoured process under the two sets of operating conditions.